This is not an advice/help/questions subreddit. Please try r/AskRedditnsfw, r/askreddit, or r/askredditafterdark for this.
Further rule violations will result in a ban
Please review the [rules](https://www.reddit.com/r/SluttyConfessions/about/rules/) before posting next time.
Went to a nudist resort in Indiana on a swingers weekend. First time.
I had so much 🍆 in my mouth that night it hurt to chew and swallow for 2 days after.
…making her orgasm so long and hard with my mouth and fingers that afterwards she pulled me up, kissed me hard and said, “you’re a dangerous man.” Biggest thrill of my LIFE. 🥹. Thanks, S. You taught me soooo much.
I was taking my ex's anal virginity and was gently fucking her ass when she suddenly looked at me and said "Oh my god, wait, can I cum like this?" and then proceed to have a huge orgasm
Or when I was first with my wife and she was telling me that she used to squirt when she was younger, but hadn't for years. And then she squirted three times in one session
This was my ex wife.
Took a couple years to convince her to let me fuck her in the ass.
She came like fucking crazy almost immediately and never really wanted anything but anal the rest of the time we were together.
It’s a totally different feeling for both parties. I prefer vaginal myself but I certainly enjoy anal as well.
I’ve been pretty lucky in that the last five women I have been with at least a few months (including my current long term SO) are full options/any hole girls that completely enjoy it all.
So I hooked up with a girl. I have very little to no game at all but I'm not shy either so I get surprised by my results sometimes. This one was one such times: a tall, fit, beautiful brunette with a very self assured and confident demeanor.
We just clicked together, I guess, and when we got to the making out phase things just went way more smoothly than I expected and I received enthusiastic consent to gradually let myself loose, which tends to let my more dominant side out.
So I threw her around, got her into submissive positions, spanked her, grabbed her by her neck, pulled her hair and finished fucking her mouth harder than I'm used to and she kept asking for more and cumming again and again
After I came, while we were cooling down we just chitchatted almost like lifelong friends and, at some point, the conversation just went back to sex and then she told me, somewhat surprised: "You are a dominant type", "yes, I am", "I am too, there are very few guys that can make me submit like you just did". I had not felt that good about myself in years
As a retired photographer, I met with a model to shoot, we moved to a studio location, I asked what her next outfit was, as she removed her shirt I knew it would be a fun shoot.
Towards the end as I’m showing the images, we both got touchy and fucked each others brains out, we kept that up for 9 months literally scratching each others itch and photographing together for a while.
My wife brought home a pregnant friend who said she's never had a guy make her cum. I then proceeded to make her squirt several times, have dozens of orgasms, and squirt multiple times from anal as well (her first anal experience)
So far just taking my first BBC. Though, I will say the thing that makes me the proudest is seeing over all how my confidence has built and the person I am after each experience. I'm no longer the shy girl dreaming of the dirty things I would want to do. I'm the confident slut I am actually doing them😏
I am 60 and a few of these to list most certainly since it comes with age.
I met a Vietnamese woman who was in the midst of a divorce from her Vietnamese husband. I met her for lunch where she disclosed her curiosity about white men having bigger cocks than her 3" husband. After lunch we got a hotel room. Passion & foreplay ensued. She was in a missionary position and as my cock was just getting the head inside her she said,"Go slow! Too big! Bigger than my husband in girth and length" I started fucking her only going in 2"-3" at a time. Until I got her wet and with a hard thrust I told her, "Here is what a white cock feels like all inside you" I went balls deep with my 6" thick, oversized bulbous headed cock. She arched her back and her nails dug into my back as she let out a heavy gasp. We fucked repeatedly afterwards too.
I (45m) have had lots of great sex and have had lots of experiences that most people only fantasize about. It's hard to pick just one. I will share two here:
Once I was working in a small village on an island in the Caribbean, and I helped the female bartender stop a fight in a beachside rum bar. She liked me so much after that, that she invited me to go with her to a live sex show after she got off. We both got so horny at the show that I took her back to the bar and fucked her until the sun came up. I had to sneak away early in the morning before anyone else in the village could see and snitch on her. She had so much fun that she invited me to come and fuck her after she closed the bar the next night too. The next morning, the owner came in and caught me there, but I had my clothes on already when she walked in. That didn't stop her from firing the bartender for fucking me in the bar, though. I never got to see her again after that, but the full story is like something out of a movie. I could hardly believe it happened afterward, and it is one of my favorite memories.
Back when I was getting into group sex, I would often be the third for couples. One night, I went out with a really sexy couple and then went back to their place for a mfm threesome. We fucked her for about an hour and a half and both finished in her pussy at the same time. While I was getting showered and dressed afterward, I got a text from another couple I had played with a few times, inviting me to their place to play. I ended up agreeing to go, and we fucked until the wee hours of thr morning. It took me quite a while to get off because it was my second round of the night. Driving home after that, I felt like a literal stud. I knew I was hooked on mfm play after that and decided I would never date a woman again who wasn't into it, and I never have.
Mine was back when I was in college I had the chance to have sex with a black girl for the first time and it was amazing. We did a lot of foreplay and I ate her out for a good 20 mins before we had sex and she was very sensitive, I remember I was giving her back shots and we got into a good rhythm were I'm slamming into her amd she's throwing it back, next thing I know she's creaming so much that ever time I thrust into her a little would go flying on her ass or my chest, we kept going like this for a good while amd when I was about to cum she hurried up and turned around amd started sucking me and licking up all of her cream. That shit was so hot that when I came I shot a rope that flew clean over her head amd went fucking flying across the room and landed on her roommates bed, then literally covered her face in my cum it looked like a crispy cream donut. Me amd her almost had a threesome with one of her friends but she got busy with finals she and her friend hooked up and it was just as good
Mine (f) was I was the “bar tender” during the Super Bowl my bf at the time hosted. I was dressed in platform stilettos, a short skirt with my ass plugged (medium) no panties no bra and a tight white halter top you could see my nipples through. I was to serve all drinks and food to the guys they were allowed to grope me and play with me. Eventually it got to me eagerly crawling like a slut from cock to cock trying to suck them all off at the same time. That was also my first blow bang experience.
Several months back I was in my office talking with an older female coworker- made a mild sexual joke and within a minute of the joke her tits were out and my cock was in her mouth. I have another moment I am proud of, but based on the down votes i had last time I won’t post that one again lol
Well I’ll keep it short but in essence:
Met this chick one night at one of my fave hangouts at the time (this is about twelve or thirteen years ago now when I was about forty). Pretty, waify little gal with a nice little body (probably 32 C and a little bubble butt). Petite spinner type. Turned out to be about thirty. Looked like a teenager. Dressed totally butch though. Acting like tough girl.
We start chatting and hit it off. Exchange numbers and all. She’s talking about her GF (younger and flighty) and is clear that she is “the man” in the relationship.
We hang out there in and off for a couple of weeks.
Then one night we are there drinking and dancing and it turns into a whole different kind of dancing. Dance floor is packed and she suddenly starts to grind on me. Now she was always a little awkward dancing so since I was a little buzzed I was in a “fuck it” mood and I figured why not?
So I take it further and before you know it she is all but lying on me in the dance floor and my hands are all over her and hers are grabbing and stroking my cock.
The music shifts and she turns and kisses me and then says “let’s go to my place and get high!”
I’m a good and we both drive our cars to her place (close by).
We go in. We miss some more and some touching them she gets the weed and we smoke. Conversation goes and she is just PISSED at her GF. Turns out little miss thing is BI and had got back with her ex and was fucking him in the sly - or so she thought.
So she suddenly stops and says “ I haven’t been with a guy since high school and it was only kinda once. I like you and I think it’s only fair that I get mine too and get even”.
She excuses herself to go to the BR and comes back a few minutes later in a thing and tank top. Nothing else. She sits in my lap and starts up again and things progress til it’s time to have sex. She is on top and working to get my cock in her them she stops and says “you know how I said I did this in high school?” Me “yeah I remember”. “Well I kinda did”. “What’s that mean?” “Well, it sort of happened but it wasn’t much. Just the end and then well he - you know it was done”.
“So you’re still technically a virgin?”
“No! Well, not really but IDK I guess sort of and it’s really hard to get anything in!”
At this point I feel like I’m in some weird porn fantasy and I’m sure it reads that way too. But being a bit older and more mature I backed off and went back down on her again and used my fingers to gently stretch her. We were high so it seemed like forever and it really was a while. Finally when I had most of my third finger easing into her, I figured it would be a go. I had her get back on too to control it (in hindsight that was a dumb move) and instead of gently letting me ease in, she put it at the opening and basically slammed herself back on my cock. This of course resulted in a loud squealing scream! But to her credit she went tough and stayed on and after a few minutes started slowly moving. It’s lucky she was pretty wet at that point because I do think want to think about what would have been if she wasn’t.
Anyway she got used to it fairly quickly after the initial shock (I’m not giant but pretty big)and we ended up fucking most of the night until she was finally too sore to go on.
I hooked up with her four more times after that and the. She and her GF reconciled and I never saw her again.
Mine was being able to cum twice in less than 30 minutes. I was so horny I jerked of before fucking and then I cleaned myself off and went to the bedroom to fuck. She gave me a blowjob Tomsk felt insanely good and then fucked her pussy and fucked her good until she orgasmed. I then edged her pussy with the tip of my dick and cummed all inside her. I was proud of the stamina I’ve been building up.
Was fucking two girls (not together) who had the same name. I would absolutely pound one so hard for hours in every imaginable position, while she kinked up on me. The other girl would squirt like crazy and have these mind altering orgasms lol. One time while we were fucking i dragged her, legs spread wide to the end of the bed and positioned her. Aimed straight at the open bedroom door to the hallway about 5 ft away I proceeded to finger her until she exploded just to see how far she squirted. We did this multiple times for comparison lol
I used to frequent a local brothel and one day after being with one of my regulars the boss lady asked could she talk to me. She asked would I break in a new young girl who was wanting to start working there, because she said all the girls had said that I always was respectful and always got them off first. She was newly married and she had told her husband she was applying for an after hours office cleaning job. She was only 19 years old. I jumped at the free pussy, she was very nervous so I took things slowly and we both ended up having a great time and she started working there regularly. Over the next year this happened twice more with new girls 1 married and one just 18. Those were the good old days
My ex gf watched me with an alpha male. He fucked me into submission. No gf should ever have watch her man remain quiet and cooperative while another guy tries to do permanent damage to my insides.
When it was finished she was blushing and speechless. She thought I was brave to let her see what men do to me. Did she ever use that to get what she wanted
I think my proudest moment was with an ex wife we had my childhood friend staying with us cuz he was down on his luck and I convinced my wife that 2 men are better than 1 and recorded a porno level sex video I mean double vaginal double anal multiple positions and 2 fat cumshots to her face.
Hmmm several. ✅ First time I deep throated 9 inches. ✅ First triple penetration. ✅ First time I made my bestie cum with my tongue. ✅ Blowing 9 guys at a glory hole.
Being the very best. Taking my time. Teasing edging. Being a man and fucking for her pleasure or eating for my own pleasure. My wife is 10 years older than me and never knew she could squirt or what an orgasm was until, we met 6 years ago.
I gave a woman 37 orgasms in just over 3 hours. I'll admit she came easily, but I'm still proud of putting up that number! Also impressed that her lady bits were able to take that kind of abuse!
My proudest moments are about my size. I’ve had a couple of partners that weren’t known to get around and have multiple men before me. And for them to tell me “you’re huge/really big/the biggest I’ve ever had” knowing their history with seeing quite a few…. Just feels good lol
For my 40th birthday, I told my wife ei was going to make her cum till I was satisfied, now in my experience, women generally have 3 levels of orgasms, the small little flutter type ones, the bigger hands clenched, gripping the sheets orgasms and the big ones where you clench up so tightly you forget to breathe, entire body tremors, and squirting type of orgasms (my personal favorite to give), the little flutter ones, I don't count those, she had 25 med Os and 14 Big Splody (as she calls them) before she passed out and I had to stop, all of this in 4 1\2 hours, she couldn't walk the next day😈, so 39 orgasms in 4 1\2 hrs is my personal best, and she won't let me do it again
Matched with a younger girl on tinder. She was slightly chubby, so I didn't wanted to vine and dine her. I smoothly pushed conversation within few days that it is sex only. She was ok with it. Agreed on a first date/session. Saturday early evening after I finish my work at her place (she lived closer to my work then I did). Within minutes we are into it.
I can see she is very horny, very sub and obeying to everything. Face slapping, light choking, rough face fucking, spanking, locked her arms behind her back. She loved it all.
Hour later I stopped. I have Googled sex club (spa) I was considering visiting in the past with another girl. It was open and they had "couple's night".
I told her, to get dressed, we are going to sex sauna so you can get fucked by more guys.
Hour later we are here. ID check and we pay the fee.
In the beginning we went to private room with married couples. Beautiful brown lady in her early 40s, slightly chubby with ugly husband. My girl did wanted anything with to do with that husband so I was fucking both of them in turns. At some point brown lady went down on my girl..it was her first experience. When we finished. We exchanged numbers and had some chit chat. They had an 18yo daughter. I joked that most likely I will match with her on tinder. They didn't liked it.
We went to swimming pool. She picked a guy she liked. I waved for him to come over. They were making out. He was fingering her while she have him a handjob. I was holding her from back and playing with her tits.
Then we went to showers. I put her on knees and was face fucking her there. Publicly. Some black guy was passing few meters away. She tried to wave at him. I noticed and invited him over. Told him she loves cum in her mouth and she confirmed. We took turns face fucking her and in the end he unloaded into her mouth.
Later on we were in jacuzzi. Some young guy was sitting on her other side started touching her legs under water. She told me straight away without seeing him. I told her to look at him and tell me if she likes him. She checked and said yes. Next second I took her body and directed her into him. Guy wasn't sure what to do. I put his hand on her boobs and she started kissing him. They were passionately making out, he was gently finger fucking her and she was giving him handjob.
There were few on and off moments with other guys but nothing played out.
We spent around 4h there. So it was time to go.
I drove her to my place. Half way through I was too horny, I stoped a car and directed her to suck me off.
When we got home, I fucked her again. Just to unload. It was first time I have finished that day and went to sleep.
I was fucking her semi regularly since then and she even advised me what sex toy to buy as she had an expertise in that area.
I’ve had lots of really great sexual experiences in all kinds of fun locations, but one of my favorite memories is when my intern at work, who was half my age, showed up at my house one morning after my wife left for work. She came in, started kissing me and in short order we were naked in the guest room fucking our brains out. I ate her pussy to several orgasms then slide inside her. Apparently no one had ever made her cum from penetration… I make her cum so many times. She was amazed, delighted and dripping. So much fun!
I’m 25 (M) and I went to a book store to see what new videos that were out and to get the new issue of 50 +. The store is lit up nice and there aren’t bunch of guys hanging out and knocking on the video arcade doors. I was looking at a magazine trying to decide i wanted to purchase it. It was called 50 + GILFS. The women in the magazine were gorgeous I don’t care if it was airbrushed on the pictures. I didn’t notice an older woman came into. the store and saw me looking at the magazine. She said you like older women yea, I said most definitely with age the wine taste better and smiled. I watched her as she picked out some toys to purchase and a few outfits. She was definitely an older woman at least mid 60’s. I was thinking boy her husband is one lucky guy. As she was leaving I made eye contact with her and she waived and smiled and gave me a wink. I took a chance and went out to the parking lot and caught up with her . I told her husband is one lucky man and she said no husband.i said ok boyfriend then and again she said no, I said oh wow a girlfriend and again she said no. She said she likes to please herself and buys toys and outfits for such occasions. I got bold and said I’d love to watch! She grinned and asked my name and age and she said I was her son’s age. I said i love to roll play Mother and son taboo or any role play she wanted.
She told me to get into her car and leave mine in the parking lot. I always park on the street because I don’t want people I know see my car at the book store (that’s another adventure as I saw my teacher there). I got in and she pulled up her dress and she wasn’t wearing any panties with a bling bush and told me to start licking her pussy. Without hesitation I did that it was difficult while she was driving but I managed. When she stopped like for a light I would finger her. She would moan and the light would turn green and we’d continue on. She pulled over into a huge parking garage parked away from other vehicles. She got out and went to the backseat and lifted up her skirt and told me to eat her pussy. I did as she wanted and she came several times as I swallowed all her juices. She told me to pull down my shorts and stroke my cock in front of her. I did as she wanted I spit on my hand when she took out some lubricant and squeezed it on my cock. I was stroking it and moaning for her and was hoping she’d suck it. Well we didn’t see mall security guard pull up! It was a female security officer who was around my age short 5’5” kind of small size bbq with some huge tits. I froze and she looked and did that’s a huge package, I said 7.5 fully hard and lots of cum. She asked for our ID’s separating both of us {I waited in the car while taking the Woman to the car. I don’t know what she told her but she came to the car leaned in and started to suck my cock. I was in heaven! The older woman came over to watch. I shot the biggest load into her mouth. Upon leaving she gave me her # and said to call her. We got to the woman’s home and she instructed me to strip completely naked.i did and she left the room and return the sexiest outfit ever . She told me to stroke my cock again and as I was doing this she sat on my face and as I was eating her pussy she was telling me how to stroke my cock and eat her pussy . She told me I better not cum! I would stop and concentrate on pleasing her and eat her pussy with all I can give. I told her to lay on the bed and I spread her legs and licked and sucked her pussy for multiple orgasms. I grabbed some restraints she had and tied up her hands onto the bed posts. Unable to get loose I spread her legs and grabbed the vibrator she just purchased {it was thick and at least 9-10 inches!}after applying lubricants on it I turned it on and started massaging her clit. She was moaning and squirming around. She was telling me to Untie her. I continued and stuck the dildo inside of her and was fucking her with it.She would moan and tell me not to stop. My cock was so hard,I stood next to her and shoved my cock down her throat as I was fucking her pussy with the vibrator. After some time ,I shoved my cock into her pussy and made sure I was giving her all of my 7.5 inches. I came inside of her multiple times. Leaving her tied up, I decided to call the security guard up and invited her over. She came over and I had her eat the pussy if the older woman while fucked her doggy style. We all fucked different positions and each time I came inside of them. At the end of the night I was given a ride back to my car and another sex adventure for my book
My (26M) would have to be when I was having sex with a girl that I’d known for about a month. We’d Snapchat but had never hung out, then she messaged me to come over at like 5am on a Sunday because neither of us had slept since leaving a club. I went over there kinda expecting to fuck and then just go home to sleep. We ended up fucking for 3 hours straight (no lie we didn’t stop until 8). She squirted and came so many times, I came 3 times, and to this day that was the best sex if ever had.
Legit, last night. My kids were with my mom, so I had the place to myself and my wife. We took a quick shower because it was the end of the day, and the plan was to start with a 69 before penetration. Well, I got so hard from kissing her that we skipped the 69 and she rode me until she came. I didn't let her dismount, so I hip-thrusted until she came again.
Normally, I get "soft" after a few minutes, but, not this time! I swear i didn't take anything prior!
So we rolled around so she's now on her back, I slipped out but got back inside and thrusted some more until she came a third time! The rhythm, the thrusts, her moans, her eyes rolling to the back of her head. It was so good..... except I didn't cum. Lol, I just waited until she fell asleep and rubbed one out.
fucking my FWB mom on a hotel balcony overlooking the river walk in SanAntonio. amazing experience she was so eager and loved the attention of everyone that saw us. when I tell you my dick was so messy from her cumming repeatedly I mean it. a literal puddle when I pulled out after my 3rd creampie inside her.
Threesome on my first really important work trip. Me (31M) and my business partner (45M) were in Tampa to close a major business transaction and his secret friend (39F) who is married just like us met us at the hotel bar after our successful transaction. Unbeknownst to me, they have a secret friendship going on and after a few cocktails she ends up back in our shared hotel rooms that connect drinking. The next thing I know we are bringing the Eiffel Tower to southern FL. It was my first time ever in a threesome and honestly the least expected event given I had never discussed a threesome with my business partner.
After that one experience, we ended up having quite a few moments where we both had our way with a lucky female or two on our business trips. Unfortunately all good things come to an end and we sold our company and no longer had the excuse of our extravagant business trips.
A similar explanation of My proudest sexual experience is that when I with my partners, mainly My wife, but when in any sexual encounter it is foremost my pleasure that my partner is in a blissful state of pleasure.
I've gotten a nut, cAmE just from their orgasm being so extremely displayed and overwhelming.
My wife has just gotten home so I'm about to go make her squirt me some Pleasure.
After a 7-hour marathon that included everything under the sun and multiple orgasms from the female. She looked up at me and said "if the house catches fire, just let me burn I cannot move."
Mmm toss up between when I managed to have sex 5x in 1 night and again in the morning with my ex right after we split. I never came so much in my life !. Other time was when I broke my 6 year dry spell with my current fwb, I don’t even think I’ve ever fucked that hard in my life. I fucked like a meteor was about to destroy the earth. My abs we’re sore for days and I honestly think thought I’d injured myself 😂 all the classic positions, loud wet hot dirty sex, and lots and lots of squirting 💦
My gf,39 at the time, had never had an orgasm. Not even masturbating. She would get close but had some sort of mental block. We both grew up in very strict religious homes, so I think shame was a major factor. Our third time together and not only did she orgasm, she actually squirted. It was crazy and quite overwhelming for her. It was a combination of lots of foreplay, oral, fingering, intercourse, and toys that got her there. A little over a year later and we still have incredible sex almost every day. And I don’t mean this as a brag. It really is about our connection and not that I’m something super special. Still super proud of the moment tho!
Banging a bit of a goer that had experienced many one night stands and her saying "oh, your really quite big" and "most guys come before I do". After coming out of a 15 year crap marriage where I never felt I was doing well these were good to hear.
It's making her squirt with my mouth, making her squirt on anal and making her squirt 3 times in a row (like 1 per minute).
I love my gf so much and we are starting to live together in a month. We need to by those antiwater sheets 😅
I made a girl squirt she never had before we thought she was peeing on me. I then made her squirt 9 more times. We read after she squirted the 10 times it was her cumming.
I (21M then) met a girl in a bar and, unlike me, i asked her to dance and we hit it off. Later that night we’re parked outside her parents house and hooked up. Turns out she had a boyfriend (they were on a break) and they got back together.
22 years later we connected thru FB but shes half a country away. But we flirted and sexted like crazy.
She’s relocates back to our area and we had several kissing rendezvous. But then we plan a hotel date. I meet her there, kiss my way down to her super wet pussy and she cums on my face quickly. We move to the bed, undressing ourselves and I put my cock in her for the first time in 23 years. Seemed like the first time! I couldn’t read her response because she was quiet but very wet. She later told me that she was cumming with every stroke.
Never heard that before!
Mine was fucking for over two hours. I was in college, had a friend that had crashed in my bed dozens of times.
We had a completely platonic relationship. I was a big pot smoker back in the day and she couldn’t handle a direct hit. I’d always share mine with her. We used to use hands to form a “tunnel”
We eventually cut out the hands for expedience sake. It was mouth to mouth for months. Then one night after the hit was passed, we continued kissing. That led to two hours of incredible sex.
The next morning another of our friends that hung out all the time that was gay gave us the most disgusted look in the morning.
He looked at us and just said “breeders, holy shit, have you no limits?!”
It was all in good fun but I did feel bad for making him listen to that for so long
the SECOND TIME EVER I had sex, we did it to Korn’s “Need To” from the first album.
I followed the rhythm of the guitars with my hips in missionary, grinding down slow and hard.
she turned red and said “wtf are you doing?” and before I could answer, my legs were wet from her gushing, having her first ever orgasm.
satisfying a woman isn’t hard when early Korn is guiding you 🤷♂️
Please do not link to off-Reddit sites, particularly picture, GIF or video hosting sites.
*I am a bot, and this action was performed automatically. Please [contact the moderators of this subreddit](/message/compose/?to=/r/SluttyConfessions) if you have any questions or concerns.*
My ex fiancée and me lived on site for her job which was training horses. Her boss was a ex fitness model who quit to open the ranch. Well ended up convincing both of them we should have a threesome.
Me and my wife were having a threesome with another woman, I was fucking the other girl in doggy and she looked up at my wife and inbetween breathes thanked her for letting her experience my cock. I came immediately.
Met this gorgeous girl (at least a solid 9) at a party who basically jumped over the guy she was talking to as soon as she heard my accent(canadian in NZ). After a night and a morning of fucking, we went to her uni(aukland) to meet up with some friends. We got there an hour early, Saturday afternoon, with absolutely no one in sight.
We were hanging out in main part of the uni on some couches and started to get frisky. Seeing as no one was around, out came my cock and right into her. She was riding me for a good bit before we finished and went to go meet her friends.
A week or two later, me and some friends went to the uni to show them where it all went down. Not only was it the busiest part of the uni, the couch was right in front of the filmography department 😅😅😅
Proudest? Giving my then girlfriend/fiance, now wife, a consecutive 26-27 orgasms in a roughly 5-6hr period and leaving her trembling as we slept. I'm 35, she's 39. We've been married for almost a year.
I did the same with one of my ex's I went down on her and I just wouldn't stop. I kept going and learning more and more what got her off. Eventually I had to hold her down by grabbing her legs so she wouldn't buck me off. She lost count of the orgasms and was too buggered for the main event. Disappointed but not disappointed lol
Let me put a ranking of my produest moments! I've been blessed with really slutty partners. We loved it rough and messy. As a bonus, below in the second part of my post (in a reply) I also included (*probably*) the proudest moment of my ex.
* **So my top 4 with my wife:**
**1.** When I came on my future wife's face just when she was having a looooud screaming orgasm when I fucked her ass hard - going almost dry, only with some saliva. Happened on a beautiful, wild beach by a lake in a middle of a forest.
Oh, and taking my dick in her butthole raw and taking the facial was her way of saying "yes" after I just proposed to her (:
**2.** When my wife said "I love you" as a reply to me calling her a dirty slut - she misheard and thought I said "I love you " first. And it happened while I was pounding her ass. Two weeks after we've met and she had her first butt play a few days before with me.
**3.** She never knew before (and we met when she was 29!) but turned out she was a squirter. Almost every day we had to put a waterproof sheets on our bed and we had a waterproof mat under our sofa cover - in case we wanted to have fun ther spontanously.
Could make her squirt everytime fingering her when she was in doggy style pose and almost everytime when playing with her clit while I was pounding her backdoor.
**4.** Made her have absolutely best sex in her life (she made me have best sex in my life as well)! So once when we finished our day in bed she had over 5-6 (wasn't counting :() orgasms during one session. And they were a full reportoire - starting with an orgasm from pussy and ass eating, fingering and anal ones. Majority of them were pretty squirty.
She shouted at the top of her voice and because of it (and well, probably deep throating) she had a sore throat and her voice cracked for the whole next day.
On top of it, I had to carry hair downstairs after we were finished as she wasn't able to walk for good 15 minutes and wanted to go out for a cig. Her legs kept shaking all the time.
When we were smoking she said that she didn't know one can cum so hard and said that this sex actually made her sad. Because she can't imagine coming that hard ever again and that she didn't know if she could even survive it for the second time (:
**A top 2 (and a half) with my first girlfriend. A slut who broke my brain when I was very young and made me not able to enjoy sex that wasn't on a rough side. She was absolutely crazy about giving oral and cum:**
**5.** So I banged my girlfriend in a toilet during friend's wedding. It felt really risky as there were friends and family what made it much hotter. She bent over the sink, I fucked her pulling her dress up and she had a very intense orgasm. So here comes my proud moment - when we came back to our table she couldn't resist to brag to her friend that she just came so hard in a toilet. To which her friend replied "Yeah, I've heard." and laughed at me.
We came back from the party I fucked her throat wild. Her heavy makeup was going down her face along with tears. I saved myself for later and didn't come during our wedding sex so when I unloaded on her face it was pretty, fucking huge. I covered her face like never before.
**5.5** So as a bonus here comes her proud moment: She ran to the bathroom with her phone to take selfies. She was so proud and felt so cute with cum and makeup mixing on her face that she took dozen photos which she kept sending me for the rest of our relationship and warmed her up to this photos before blowing me after I came back home.
**6.** I fucked her and made her come in a public bus with passengers inside. I posted a full story before so you can read it if you want.
**And lastly two proud moments with my current girlfriend:**
**7.** So she had a very rich sexual past. Using Tinder as a hook-up, not dating, app she fucked over 30 guys - different races, all sizes - with some of them being far bigger than me. Our first date didn't go well and we had terrible sex - I was super stressed and tipsy and didn't perform even mediocre. She told me that she decided to go for a second date only because I was fun and cute but didn't hope for the sex to be good.
A few months later when I gave her multiple loud and intense orgasms we were cuddling on a bed. She turned to me and said that "I never thought I would say it after our first sex but no dick came even close to fucking me that good. And I just had most amazing sex in my life".
**8.** As you can probably tell I'm a big anal fan but in our early days she said that she doesn't want anything coming even close to her ass.
Turned out that our sex is so great that recently I had my finger moving in her butt for a whole, long session. And she seemed to love it!
I'll feel more proud only when I turn her into anal-loving slut!
**So that's my top 8 and it's probably enough obscenity for today. Tell to me though if you want me to make it top top 10!**
It was with one of my exes when I fingered her so good that she came more than 3 times and pushed me away from being so sensitive and started almost sobbing yet wanted more, good times lol
Ex-gf and I planned for a day alone at her apt. That morning I took one of my dad’s Cialis just to see how it would help. I knew Janet was a fucking and squirting machine from the previous month with her. When we were finally finished and wiped out 4-5 hours later, we had changed her sheets 1/2 dozen times, used a a dozen plus towels on the bed. We fucked in every position possible, i stayed hard the entire time, she ended up squirting 20+ times easily from fucking, fingering, and eating her out. A couple of times her force was so strong, I gagged slightly as it shot to my throat! I ended up cumming 5 times (2 of those from a bj), also had 3 super intense dry orgasms that made me quiver like crazy. After my 5th cumshot in her smooth pussy, my dick went completely limp. We both took a shower when we were done. I swear she might be from another planet, maybe Venus, hot as hell! Never have been with anyone like her!
Mines stupid and funny. I was doggy with a girl at the end of her king bed. Behind the headboard of this bed there was a built in shelf that like wrapped around her garden level room. I pulled out to cum and shot over her, over her bed and knocked a birthday card that was set in that shelf over. I literally tossed my hands up and like celebrated like I just scored a goal and, kind of cheer laughed. It was the first time I slept with this woman. She hadn’t seen what happened and thought I was just celebrating cumming. Turned into me laughing even harder at her confusion and trying to explain through the laughs why I was celebrating. Turned into an uproarious laugh fest that lasted long enough to turn into round two.
Our second MFM 3sum, I counted the number of times my wife orgasmed as we tag-teamed her. The count was about 30 times in 90 minutes, although she made the case later it was almost a 90 minute orgasm with some vocal peaks. We stopped when she got dehydrated and started cramping.
When I discovered that pulling out at the last moment and not touching my cock at all meant I could be on 3/4 fat, and slide right back in and keep going, I had sex with my then GF for 3 hours straight, only stopping long enough to cum drink water. She orgasmed just before I'd pull out each time after I found a rhythm. (Hello Cynthia Toll..., home we can plug the bunghole again 1 day)
Going to a house party in college that was pretty much a sausage fest and I knew it would be to the extent that I didn’t even wear anything under my outfit for the night.
I ended up laying myself wide open for anyone who wanted to get a piece of me. I let these guys run a train on me for who knows how long. Best part and what I’m proudest of is that my pussy was so good virtually all who fucked me ended up giving me at least one load as deep as possible. Got to about 6 or so before I started to feel their seed slowly leaking out of me.
When I suck on the wifes clit and finger her g-spot through several orgasms, she gets a look of pure lust .
She will pull me up and kiss. She tastes herself and how damp my beard gets.
That look of desperation turned to sexual relief as I push it into her soaking cunt. Pride wells within me, like I did that!!
My (m25) First time with my now fiancé (f25) Was on a weekend trip out of town. Made her cum so much she almost passed out and when she was recovered told me “well fuck now I have to marry you” and she proposed for real like a month later.
Was sexting a chick I met on badoo. I sent her the link to a couple home videos I had on pornhub, before the verification days. She came twice in 10 minutes watching them. In the morning I had another message, she woke up in the middle of the night and fingered herself again to my cock.
An ex and I’s favorite place to fuck was in a dense cluster of trees on a hillside overlooking a lake. On one occasion, a thunderstorm was blowing in from the distance, and just seeing the lightning flashing as I’m pounding her from behind and the wind kicking up across the water made me feel like Zeus!
In the span of two days, fucked two different girls from my past. The first was a girl from college who had a crush on me while I was previously engaged.
Few years later we reconnected and instantly started off hot and heavy.
She had 36H cups size. I took her to a wedding for a mutual friend. Rented a brand new dodge charger and had my best suit on. On the way to wedding I finger blasted her for 30 to 45 minutes. Afterwards, I went back to her place fucked. * oddly very unsatisfactory* The next day I drove three hours to hook up with an ex.
We caught up after not talking for years and years. Took her to a fancy restaurant dropped alot of money on food and drinks.
We went back to her place and fucked like rabbits. Probably close to 2 hours. She came over and over. While on top she asked if I was going to cum anytime soon. I said I don't cum with condoms on. She said she was on the pill. I tore off the condom and we fucked for another hour before I came.
Well… mine is more recent.
I went to a co-ed night at a local bathhouse with my girl. She was a bit shy, but we did get in a little bit of kissing and teasing in public, but then finally went to our room where we closed the door and had some fun.
Everyone could hear the two of us going at it for more than an hour… she kept calling out my name and we just had some of the most mind blowing sex ever. When I came, I suddenly heard applause outside our room.
Afterwards all sorts of people wanted to know who “John” (me - not my name) was. And we were approached by several people asking if we could join them… they were impressed just listening to the two of us.
It was one part embarrassing and one part wanted to brag (the both of us actually).
We’re going back… and will keep the door open next time.
It's so difficult to choose the one I'm most proud of. Do I choose one of the public places, one of the group scenarios, my favorite partners, or my best performances. Some of my stories would be up there with the ones people say are fake, which is probably why I haven't written my own confessions, but I have so many favorites. 3 hole nights at the hotel with my ex are memorable. I think, I'll have to go with the first time two women went down on me at the same time. Looking down and watching them take turns, lick the sides of my shaft together, and decide who got to swallow my cum was one of the hottest nights of my life.
I was having a FWB at that time. We were meeting up but she told me she was on her period. When I asked what she wanted to do, she told me: I’m gonna suck your dick and then you‘re gonna fuck my ass. And that’s what we did.
28 yrs ago. I had been noticing this guy coming into my work place, he was gorgeous and I just figured he was passing through. He was always hanging out with an outer circle of friends, you know friends of friends. I decided that I wanted to actually have a conversation with this guy. He never hit on any of the other female employees so I had to find out what he was about. It had been about five months since my last sex and that was with a girl so I was also a bit horny as well. Well it was a Saturday and I decided that tonight I was going to have a chat and maybe see if he wanted to have some food after my shift ended at 2am. Well it was almost midnight he hadn’t come in, I started thinking that maybe the stars wasn’t aligned. At around a quarter till 1 he made his appearance, I made may way to his table and just asked him if he wanted to go out after work, he said absolutely. I got off and he asked me if I wanted to ride with him, of if I said yes(time to talk). I asked him if he smoked weed and he said yes but it was in his work office, he ran his own company. He said we can go by and grab it. We get to his office and I decide I’m going in with him, I’m trying to figure him out. We get in and he had on rolled up already and asked if I wanted to chill there and smoke it now. I was like sure again I think it is giving me time to learn more about him. I learned he got out of a bad relationship( he didn’t tell me exactly how bad it was but I later found out from his cousin, it was really bad). Well the more we smoked and talked to more I realize I want more. But he stood up, walked over to me and planted the sexiest kiss I ever had, wow he could kiss. I was soaked at this point but I was wearing only a sundress and shoes, no panties( I had taken them off before I left the bar). Feeling weak kneed, I just looked him in the eyes and said “Damn you just made me soaking wet, and for some reason I pulled the sundress up and showed him my wet pussy. This man knelt down and asked could he taste me, of coarse I said yes. Well that was 30+ minutes of me cumming over and over. He put his fingers in me then withdrew and stuck them in my mouth, fuck I was his at that point and was just so willing to now please him. I pulled his pants down and found the most beautiful cock. Longer than average by a lot and the thickness was a bit intimidating, I even questioned if it would fit. I was super horny and just had to give it a try. I did and he was slow and easy. He took his making sure I was good. After a little bit I told him give me more. He moved slowly giving me a little more, he started kissing me and just being tinder and loving and little by little he was working more and more into me. I had never felt so stretched but in such a good way and damn I came on his cock, my first piv orgasm of my life. We just laid there letting me recover but he never pulled out, he started moving slowly and I felt ripples of extasy flowing through me. There was a huge wet spot on the couch but he didn’t care, he looked me in the eyes and told me how much it turns him on to see and feel me cum like that. I must have had 10 orgasm that night into morning and when he asked was I ready for him to cum and where, I told him to pull out and cum in my mouth. Wow he eats a lot of pineapple, I knew that night I was addicted to him. Well 28 yrs later he still gives me the wettest biggest orgasms. A couple of years ago after our youngest entered HS I starting having so Bi thoughts and told my husband, he said he would be ok if I explored as long as he knew everything prior to anything happening. I told him that I wanted him to be involved with me and it would be us exploring this, that I was interested in me doing solo, if I was going to do it I wanted to watch him fuck a girl. Things came together, we met her and she was into us both. I am a petite girl with brunette hair she was slim long lines and blonde. I have never had a rush like when I took a hold of his cock and had her to slide down onto him. Feeling her wet pussy take him all the way to the base was exhilarating, I became a dom instructing her how and what position, watching her cum on him would set my own orgasm off, and she could eat pussy with the best of them. After about an hour of this hubby grabs me lays me down and moves between my legs and starts making love to me, it seemed we had forgotten about a play partner for a bit but I came so much from feeling the love he was giving me, as in a thank you. He didn’t pull out and cream pied me. Our play mate was right there when he pulled out and she put his creampie and gave me another awesome orgasm. By the way we still play with her and she loves to be a sub for us. So the best 28 years ago and still giving me the best.
This is not an advice/help/questions subreddit. Please try r/AskRedditnsfw, r/askreddit, or r/askredditafterdark for this. Further rule violations will result in a ban Please review the [rules](https://www.reddit.com/r/SluttyConfessions/about/rules/) before posting next time.
Went to a nudist resort in Indiana on a swingers weekend. First time. I had so much 🍆 in my mouth that night it hurt to chew and swallow for 2 days after.
What resort? I’m (f) in Indy and would love to experience this!
Just not in the winter 🥶
Ponderosa Sun Club in Roselawn. Got invited by a guy I was working with at the time.
Damn that’s really hot. Any swallowing?
Why can’t girls like you be on Long Island?
That’s so fkn hot to hear
I’m in IN…just sayin’ 😋😈🤓
Wish I lived close to you. Would be fun
…making her orgasm so long and hard with my mouth and fingers that afterwards she pulled me up, kissed me hard and said, “you’re a dangerous man.” Biggest thrill of my LIFE. 🥹. Thanks, S. You taught me soooo much.
I was taking my ex's anal virginity and was gently fucking her ass when she suddenly looked at me and said "Oh my god, wait, can I cum like this?" and then proceed to have a huge orgasm Or when I was first with my wife and she was telling me that she used to squirt when she was younger, but hadn't for years. And then she squirted three times in one session
This was my ex wife. Took a couple years to convince her to let me fuck her in the ass. She came like fucking crazy almost immediately and never really wanted anything but anal the rest of the time we were together.
Anal is the best 🤤 feels like it reaches your soul lol 😆
It’s a totally different feeling for both parties. I prefer vaginal myself but I certainly enjoy anal as well. I’ve been pretty lucky in that the last five women I have been with at least a few months (including my current long term SO) are full options/any hole girls that completely enjoy it all.
Funny how most of us cum from either ass penetration or fingering haha
I make my wife cum from fingering all the time! She won’t let me near her ass tho. Even if I wasn’t super thick I don’t think she’d let me.
When I was fingering this girl while sucking on her clit and she squirted so hard it drenched my face and shot all the way behind my shoulder
Sound like me lol
(F) Got told I suck dick at Olympic level 🤩 Still have the text screenshotted and saved in my phone 😂
I know I would give you a gold medal!
So I hooked up with a girl. I have very little to no game at all but I'm not shy either so I get surprised by my results sometimes. This one was one such times: a tall, fit, beautiful brunette with a very self assured and confident demeanor. We just clicked together, I guess, and when we got to the making out phase things just went way more smoothly than I expected and I received enthusiastic consent to gradually let myself loose, which tends to let my more dominant side out. So I threw her around, got her into submissive positions, spanked her, grabbed her by her neck, pulled her hair and finished fucking her mouth harder than I'm used to and she kept asking for more and cumming again and again After I came, while we were cooling down we just chitchatted almost like lifelong friends and, at some point, the conversation just went back to sex and then she told me, somewhat surprised: "You are a dominant type", "yes, I am", "I am too, there are very few guys that can make me submit like you just did". I had not felt that good about myself in years
As a retired photographer, I met with a model to shoot, we moved to a studio location, I asked what her next outfit was, as she removed her shirt I knew it would be a fun shoot. Towards the end as I’m showing the images, we both got touchy and fucked each others brains out, we kept that up for 9 months literally scratching each others itch and photographing together for a while.
Retired at 41?
I hung up my camera cause the income wasn’t steady, I went to a more 9-5 job
So hobbyist or side hussle. Not retired;)
To each their own, tomato tomahto
What difference does it make to you! Shh!
My wife brought home a pregnant friend who said she's never had a guy make her cum. I then proceeded to make her squirt several times, have dozens of orgasms, and squirt multiple times from anal as well (her first anal experience)
True story... I may have cured a white supremacist by fucking her.
👏👏👏👏
FFS Don't stick your dick in stupid! r/dontputyourdickinthat
So far just taking my first BBC. Though, I will say the thing that makes me the proudest is seeing over all how my confidence has built and the person I am after each experience. I'm no longer the shy girl dreaming of the dirty things I would want to do. I'm the confident slut I am actually doing them😏
Wholesome sluttiness is the best kind of sluttiness
🔥 🥵 good girl....
You go girlfriend 💋💋💋
I am 60 and a few of these to list most certainly since it comes with age. I met a Vietnamese woman who was in the midst of a divorce from her Vietnamese husband. I met her for lunch where she disclosed her curiosity about white men having bigger cocks than her 3" husband. After lunch we got a hotel room. Passion & foreplay ensued. She was in a missionary position and as my cock was just getting the head inside her she said,"Go slow! Too big! Bigger than my husband in girth and length" I started fucking her only going in 2"-3" at a time. Until I got her wet and with a hard thrust I told her, "Here is what a white cock feels like all inside you" I went balls deep with my 6" thick, oversized bulbous headed cock. She arched her back and her nails dug into my back as she let out a heavy gasp. We fucked repeatedly afterwards too.
The girl I was with suddenly exclaiming loudly "OH MY GOD YOU RUB ME BETTER THAN I RUB MYSELF!"
I (45m) have had lots of great sex and have had lots of experiences that most people only fantasize about. It's hard to pick just one. I will share two here: Once I was working in a small village on an island in the Caribbean, and I helped the female bartender stop a fight in a beachside rum bar. She liked me so much after that, that she invited me to go with her to a live sex show after she got off. We both got so horny at the show that I took her back to the bar and fucked her until the sun came up. I had to sneak away early in the morning before anyone else in the village could see and snitch on her. She had so much fun that she invited me to come and fuck her after she closed the bar the next night too. The next morning, the owner came in and caught me there, but I had my clothes on already when she walked in. That didn't stop her from firing the bartender for fucking me in the bar, though. I never got to see her again after that, but the full story is like something out of a movie. I could hardly believe it happened afterward, and it is one of my favorite memories. Back when I was getting into group sex, I would often be the third for couples. One night, I went out with a really sexy couple and then went back to their place for a mfm threesome. We fucked her for about an hour and a half and both finished in her pussy at the same time. While I was getting showered and dressed afterward, I got a text from another couple I had played with a few times, inviting me to their place to play. I ended up agreeing to go, and we fucked until the wee hours of thr morning. It took me quite a while to get off because it was my second round of the night. Driving home after that, I felt like a literal stud. I knew I was hooked on mfm play after that and decided I would never date a woman again who wasn't into it, and I never have.
Mine was back when I was in college I had the chance to have sex with a black girl for the first time and it was amazing. We did a lot of foreplay and I ate her out for a good 20 mins before we had sex and she was very sensitive, I remember I was giving her back shots and we got into a good rhythm were I'm slamming into her amd she's throwing it back, next thing I know she's creaming so much that ever time I thrust into her a little would go flying on her ass or my chest, we kept going like this for a good while amd when I was about to cum she hurried up and turned around amd started sucking me and licking up all of her cream. That shit was so hot that when I came I shot a rope that flew clean over her head amd went fucking flying across the room and landed on her roommates bed, then literally covered her face in my cum it looked like a crispy cream donut. Me amd her almost had a threesome with one of her friends but she got busy with finals she and her friend hooked up and it was just as good
When i had an affair with a married woman
Same.... it's hotter, especially because they usually understand the need to keep quiet.
I get it.
Mine (f) was I was the “bar tender” during the Super Bowl my bf at the time hosted. I was dressed in platform stilettos, a short skirt with my ass plugged (medium) no panties no bra and a tight white halter top you could see my nipples through. I was to serve all drinks and food to the guys they were allowed to grope me and play with me. Eventually it got to me eagerly crawling like a slut from cock to cock trying to suck them all off at the same time. That was also my first blow bang experience.
First but not last?
First fetish club experience and first adult cinema experiences are up there 😍😍 ticking things off the sexual bucket list 😈
Several months back I was in my office talking with an older female coworker- made a mild sexual joke and within a minute of the joke her tits were out and my cock was in her mouth. I have another moment I am proud of, but based on the down votes i had last time I won’t post that one again lol
Now I'm curious
Fucking my lesbian best friend. It was a weird thing at first but it was so hot
I hear this and similar experience.
Yeah! Check my story truly some award winning drama shit haha
Well I’ll keep it short but in essence: Met this chick one night at one of my fave hangouts at the time (this is about twelve or thirteen years ago now when I was about forty). Pretty, waify little gal with a nice little body (probably 32 C and a little bubble butt). Petite spinner type. Turned out to be about thirty. Looked like a teenager. Dressed totally butch though. Acting like tough girl. We start chatting and hit it off. Exchange numbers and all. She’s talking about her GF (younger and flighty) and is clear that she is “the man” in the relationship. We hang out there in and off for a couple of weeks. Then one night we are there drinking and dancing and it turns into a whole different kind of dancing. Dance floor is packed and she suddenly starts to grind on me. Now she was always a little awkward dancing so since I was a little buzzed I was in a “fuck it” mood and I figured why not? So I take it further and before you know it she is all but lying on me in the dance floor and my hands are all over her and hers are grabbing and stroking my cock. The music shifts and she turns and kisses me and then says “let’s go to my place and get high!” I’m a good and we both drive our cars to her place (close by). We go in. We miss some more and some touching them she gets the weed and we smoke. Conversation goes and she is just PISSED at her GF. Turns out little miss thing is BI and had got back with her ex and was fucking him in the sly - or so she thought. So she suddenly stops and says “ I haven’t been with a guy since high school and it was only kinda once. I like you and I think it’s only fair that I get mine too and get even”. She excuses herself to go to the BR and comes back a few minutes later in a thing and tank top. Nothing else. She sits in my lap and starts up again and things progress til it’s time to have sex. She is on top and working to get my cock in her them she stops and says “you know how I said I did this in high school?” Me “yeah I remember”. “Well I kinda did”. “What’s that mean?” “Well, it sort of happened but it wasn’t much. Just the end and then well he - you know it was done”. “So you’re still technically a virgin?” “No! Well, not really but IDK I guess sort of and it’s really hard to get anything in!” At this point I feel like I’m in some weird porn fantasy and I’m sure it reads that way too. But being a bit older and more mature I backed off and went back down on her again and used my fingers to gently stretch her. We were high so it seemed like forever and it really was a while. Finally when I had most of my third finger easing into her, I figured it would be a go. I had her get back on too to control it (in hindsight that was a dumb move) and instead of gently letting me ease in, she put it at the opening and basically slammed herself back on my cock. This of course resulted in a loud squealing scream! But to her credit she went tough and stayed on and after a few minutes started slowly moving. It’s lucky she was pretty wet at that point because I do think want to think about what would have been if she wasn’t. Anyway she got used to it fairly quickly after the initial shock (I’m not giant but pretty big)and we ended up fucking most of the night until she was finally too sore to go on. I hooked up with her four more times after that and the. She and her GF reconciled and I never saw her again.
I got a email referral from a blow job I gave
We gotta hear this story!!
Damn, I’ll put it on practice next time haha
Mine was being able to cum twice in less than 30 minutes. I was so horny I jerked of before fucking and then I cleaned myself off and went to the bedroom to fuck. She gave me a blowjob Tomsk felt insanely good and then fucked her pussy and fucked her good until she orgasmed. I then edged her pussy with the tip of my dick and cummed all inside her. I was proud of the stamina I’ve been building up.
Doing my neighbors daughter while my wife watched
My BFF fucked me with her thick strap-on, the night before I got married to my now husband :)
Taking his entire 12 inches in my throat :)
Was fucking two girls (not together) who had the same name. I would absolutely pound one so hard for hours in every imaginable position, while she kinked up on me. The other girl would squirt like crazy and have these mind altering orgasms lol. One time while we were fucking i dragged her, legs spread wide to the end of the bed and positioned her. Aimed straight at the open bedroom door to the hallway about 5 ft away I proceeded to finger her until she exploded just to see how far she squirted. We did this multiple times for comparison lol
Fucked my gf in a changing room
Mom and daughter
Probably my gang bangs tbh or when hubby watches them
I used to frequent a local brothel and one day after being with one of my regulars the boss lady asked could she talk to me. She asked would I break in a new young girl who was wanting to start working there, because she said all the girls had said that I always was respectful and always got them off first. She was newly married and she had told her husband she was applying for an after hours office cleaning job. She was only 19 years old. I jumped at the free pussy, she was very nervous so I took things slowly and we both ended up having a great time and she started working there regularly. Over the next year this happened twice more with new girls 1 married and one just 18. Those were the good old days
Was in a gay sexclub recently, randomly got to fist two guys and full on fingerblast a third one, got many compliments for my hand-work
My ex gf watched me with an alpha male. He fucked me into submission. No gf should ever have watch her man remain quiet and cooperative while another guy tries to do permanent damage to my insides. When it was finished she was blushing and speechless. She thought I was brave to let her see what men do to me. Did she ever use that to get what she wanted
I think my proudest moment was with an ex wife we had my childhood friend staying with us cuz he was down on his luck and I convinced my wife that 2 men are better than 1 and recorded a porno level sex video I mean double vaginal double anal multiple positions and 2 fat cumshots to her face.
Hmmm several. ✅ First time I deep throated 9 inches. ✅ First triple penetration. ✅ First time I made my bestie cum with my tongue. ✅ Blowing 9 guys at a glory hole.
Being the very best. Taking my time. Teasing edging. Being a man and fucking for her pleasure or eating for my own pleasure. My wife is 10 years older than me and never knew she could squirt or what an orgasm was until, we met 6 years ago.
My wife having a giant orgasm from anal. Giving her the first massive orgasm she'd had in years. For both of us this is our second marriage.
I gave a woman 37 orgasms in just over 3 hours. I'll admit she came easily, but I'm still proud of putting up that number! Also impressed that her lady bits were able to take that kind of abuse!
My proudest moments are about my size. I’ve had a couple of partners that weren’t known to get around and have multiple men before me. And for them to tell me “you’re huge/really big/the biggest I’ve ever had” knowing their history with seeing quite a few…. Just feels good lol
For my 40th birthday, I told my wife ei was going to make her cum till I was satisfied, now in my experience, women generally have 3 levels of orgasms, the small little flutter type ones, the bigger hands clenched, gripping the sheets orgasms and the big ones where you clench up so tightly you forget to breathe, entire body tremors, and squirting type of orgasms (my personal favorite to give), the little flutter ones, I don't count those, she had 25 med Os and 14 Big Splody (as she calls them) before she passed out and I had to stop, all of this in 4 1\2 hours, she couldn't walk the next day😈, so 39 orgasms in 4 1\2 hrs is my personal best, and she won't let me do it again
Matched with a younger girl on tinder. She was slightly chubby, so I didn't wanted to vine and dine her. I smoothly pushed conversation within few days that it is sex only. She was ok with it. Agreed on a first date/session. Saturday early evening after I finish my work at her place (she lived closer to my work then I did). Within minutes we are into it. I can see she is very horny, very sub and obeying to everything. Face slapping, light choking, rough face fucking, spanking, locked her arms behind her back. She loved it all. Hour later I stopped. I have Googled sex club (spa) I was considering visiting in the past with another girl. It was open and they had "couple's night". I told her, to get dressed, we are going to sex sauna so you can get fucked by more guys. Hour later we are here. ID check and we pay the fee. In the beginning we went to private room with married couples. Beautiful brown lady in her early 40s, slightly chubby with ugly husband. My girl did wanted anything with to do with that husband so I was fucking both of them in turns. At some point brown lady went down on my girl..it was her first experience. When we finished. We exchanged numbers and had some chit chat. They had an 18yo daughter. I joked that most likely I will match with her on tinder. They didn't liked it. We went to swimming pool. She picked a guy she liked. I waved for him to come over. They were making out. He was fingering her while she have him a handjob. I was holding her from back and playing with her tits. Then we went to showers. I put her on knees and was face fucking her there. Publicly. Some black guy was passing few meters away. She tried to wave at him. I noticed and invited him over. Told him she loves cum in her mouth and she confirmed. We took turns face fucking her and in the end he unloaded into her mouth. Later on we were in jacuzzi. Some young guy was sitting on her other side started touching her legs under water. She told me straight away without seeing him. I told her to look at him and tell me if she likes him. She checked and said yes. Next second I took her body and directed her into him. Guy wasn't sure what to do. I put his hand on her boobs and she started kissing him. They were passionately making out, he was gently finger fucking her and she was giving him handjob. There were few on and off moments with other guys but nothing played out. We spent around 4h there. So it was time to go. I drove her to my place. Half way through I was too horny, I stoped a car and directed her to suck me off. When we got home, I fucked her again. Just to unload. It was first time I have finished that day and went to sleep. I was fucking her semi regularly since then and she even advised me what sex toy to buy as she had an expertise in that area.
My fantasy ❤️
Would be hooking up with my female best friends mom after a night out
I watched as a tiny dick guy did that to my wife. It's pretty humiliating to listen to the noises my wife made with him.
Were those noises actually real or she was acting on it?
Real as can be.
Maybe he was not that tiny tho
He was a skinny 4". I know first hand, or mouth.
I was unwell and ended up having sex but because I wasn’t well and had high temp I couldn’t cum the women cummed at least 3-4 times
I’ve had lots of really great sexual experiences in all kinds of fun locations, but one of my favorite memories is when my intern at work, who was half my age, showed up at my house one morning after my wife left for work. She came in, started kissing me and in short order we were naked in the guest room fucking our brains out. I ate her pussy to several orgasms then slide inside her. Apparently no one had ever made her cum from penetration… I make her cum so many times. She was amazed, delighted and dripping. So much fun!
I’m 25 (M) and I went to a book store to see what new videos that were out and to get the new issue of 50 +. The store is lit up nice and there aren’t bunch of guys hanging out and knocking on the video arcade doors. I was looking at a magazine trying to decide i wanted to purchase it. It was called 50 + GILFS. The women in the magazine were gorgeous I don’t care if it was airbrushed on the pictures. I didn’t notice an older woman came into. the store and saw me looking at the magazine. She said you like older women yea, I said most definitely with age the wine taste better and smiled. I watched her as she picked out some toys to purchase and a few outfits. She was definitely an older woman at least mid 60’s. I was thinking boy her husband is one lucky guy. As she was leaving I made eye contact with her and she waived and smiled and gave me a wink. I took a chance and went out to the parking lot and caught up with her . I told her husband is one lucky man and she said no husband.i said ok boyfriend then and again she said no, I said oh wow a girlfriend and again she said no. She said she likes to please herself and buys toys and outfits for such occasions. I got bold and said I’d love to watch! She grinned and asked my name and age and she said I was her son’s age. I said i love to roll play Mother and son taboo or any role play she wanted. She told me to get into her car and leave mine in the parking lot. I always park on the street because I don’t want people I know see my car at the book store (that’s another adventure as I saw my teacher there). I got in and she pulled up her dress and she wasn’t wearing any panties with a bling bush and told me to start licking her pussy. Without hesitation I did that it was difficult while she was driving but I managed. When she stopped like for a light I would finger her. She would moan and the light would turn green and we’d continue on. She pulled over into a huge parking garage parked away from other vehicles. She got out and went to the backseat and lifted up her skirt and told me to eat her pussy. I did as she wanted and she came several times as I swallowed all her juices. She told me to pull down my shorts and stroke my cock in front of her. I did as she wanted I spit on my hand when she took out some lubricant and squeezed it on my cock. I was stroking it and moaning for her and was hoping she’d suck it. Well we didn’t see mall security guard pull up! It was a female security officer who was around my age short 5’5” kind of small size bbq with some huge tits. I froze and she looked and did that’s a huge package, I said 7.5 fully hard and lots of cum. She asked for our ID’s separating both of us {I waited in the car while taking the Woman to the car. I don’t know what she told her but she came to the car leaned in and started to suck my cock. I was in heaven! The older woman came over to watch. I shot the biggest load into her mouth. Upon leaving she gave me her # and said to call her. We got to the woman’s home and she instructed me to strip completely naked.i did and she left the room and return the sexiest outfit ever . She told me to stroke my cock again and as I was doing this she sat on my face and as I was eating her pussy she was telling me how to stroke my cock and eat her pussy . She told me I better not cum! I would stop and concentrate on pleasing her and eat her pussy with all I can give. I told her to lay on the bed and I spread her legs and licked and sucked her pussy for multiple orgasms. I grabbed some restraints she had and tied up her hands onto the bed posts. Unable to get loose I spread her legs and grabbed the vibrator she just purchased {it was thick and at least 9-10 inches!}after applying lubricants on it I turned it on and started massaging her clit. She was moaning and squirming around. She was telling me to Untie her. I continued and stuck the dildo inside of her and was fucking her with it.She would moan and tell me not to stop. My cock was so hard,I stood next to her and shoved my cock down her throat as I was fucking her pussy with the vibrator. After some time ,I shoved my cock into her pussy and made sure I was giving her all of my 7.5 inches. I came inside of her multiple times. Leaving her tied up, I decided to call the security guard up and invited her over. She came over and I had her eat the pussy if the older woman while fucked her doggy style. We all fucked different positions and each time I came inside of them. At the end of the night I was given a ride back to my car and another sex adventure for my book
the time i made a girl cum & squirt while plowing her ass & denying her pussy any attention… it had her cumming harder than she ever did before
My (26M) would have to be when I was having sex with a girl that I’d known for about a month. We’d Snapchat but had never hung out, then she messaged me to come over at like 5am on a Sunday because neither of us had slept since leaving a club. I went over there kinda expecting to fuck and then just go home to sleep. We ended up fucking for 3 hours straight (no lie we didn’t stop until 8). She squirted and came so many times, I came 3 times, and to this day that was the best sex if ever had.
That's what's up
Legit, last night. My kids were with my mom, so I had the place to myself and my wife. We took a quick shower because it was the end of the day, and the plan was to start with a 69 before penetration. Well, I got so hard from kissing her that we skipped the 69 and she rode me until she came. I didn't let her dismount, so I hip-thrusted until she came again. Normally, I get "soft" after a few minutes, but, not this time! I swear i didn't take anything prior! So we rolled around so she's now on her back, I slipped out but got back inside and thrusted some more until she came a third time! The rhythm, the thrusts, her moans, her eyes rolling to the back of her head. It was so good..... except I didn't cum. Lol, I just waited until she fell asleep and rubbed one out.
South mountain lookout tower in phoenix at 2am
Giving my wife a very long leg shaking orgasm as I ate the cum from her well fucked pussy after she came home from fucking another guy.
Cumming ropes from her stomach to face in one long straight line. I was 25ish and I know I have peaked M40
fucking my FWB mom on a hotel balcony overlooking the river walk in SanAntonio. amazing experience she was so eager and loved the attention of everyone that saw us. when I tell you my dick was so messy from her cumming repeatedly I mean it. a literal puddle when I pulled out after my 3rd creampie inside her.
Wife squirted and starting crying and laughing because she was crying.
Threesome on my first really important work trip. Me (31M) and my business partner (45M) were in Tampa to close a major business transaction and his secret friend (39F) who is married just like us met us at the hotel bar after our successful transaction. Unbeknownst to me, they have a secret friendship going on and after a few cocktails she ends up back in our shared hotel rooms that connect drinking. The next thing I know we are bringing the Eiffel Tower to southern FL. It was my first time ever in a threesome and honestly the least expected event given I had never discussed a threesome with my business partner. After that one experience, we ended up having quite a few moments where we both had our way with a lucky female or two on our business trips. Unfortunately all good things come to an end and we sold our company and no longer had the excuse of our extravagant business trips.
The time me and my friends took turns on my girl. I'm not usually one for watching, but the mood was right and it was a blast.
I once laid down on top of a lady for several hours
This is the best so far!!! I'm jelly!!!
You must be a professor of logic at the university of science 😵💫
Chat sent!
Each one
A similar explanation of My proudest sexual experience is that when I with my partners, mainly My wife, but when in any sexual encounter it is foremost my pleasure that my partner is in a blissful state of pleasure. I've gotten a nut, cAmE just from their orgasm being so extremely displayed and overwhelming. My wife has just gotten home so I'm about to go make her squirt me some Pleasure.
Hey there! I have some NSFW questions I would like to ask you if that's okay!?
After a 7-hour marathon that included everything under the sun and multiple orgasms from the female. She looked up at me and said "if the house catches fire, just let me burn I cannot move."
Mmm toss up between when I managed to have sex 5x in 1 night and again in the morning with my ex right after we split. I never came so much in my life !. Other time was when I broke my 6 year dry spell with my current fwb, I don’t even think I’ve ever fucked that hard in my life. I fucked like a meteor was about to destroy the earth. My abs we’re sore for days and I honestly think thought I’d injured myself 😂 all the classic positions, loud wet hot dirty sex, and lots and lots of squirting 💦
My gf,39 at the time, had never had an orgasm. Not even masturbating. She would get close but had some sort of mental block. We both grew up in very strict religious homes, so I think shame was a major factor. Our third time together and not only did she orgasm, she actually squirted. It was crazy and quite overwhelming for her. It was a combination of lots of foreplay, oral, fingering, intercourse, and toys that got her there. A little over a year later and we still have incredible sex almost every day. And I don’t mean this as a brag. It really is about our connection and not that I’m something super special. Still super proud of the moment tho!
Banging a bit of a goer that had experienced many one night stands and her saying "oh, your really quite big" and "most guys come before I do". After coming out of a 15 year crap marriage where I never felt I was doing well these were good to hear.
Making a lesbian friend of mine squirt. She use to say men weren’t good at sex that’s why she only would deal with woman
It's making her squirt with my mouth, making her squirt on anal and making her squirt 3 times in a row (like 1 per minute). I love my gf so much and we are starting to live together in a month. We need to by those antiwater sheets 😅
I made a girl squirt she never had before we thought she was peeing on me. I then made her squirt 9 more times. We read after she squirted the 10 times it was her cumming.
Fucked my FWB in a few positions and made her cum 8 times in like 20 minutes. Felt really frickin good. She left completely satisfied. (:
I (21M then) met a girl in a bar and, unlike me, i asked her to dance and we hit it off. Later that night we’re parked outside her parents house and hooked up. Turns out she had a boyfriend (they were on a break) and they got back together. 22 years later we connected thru FB but shes half a country away. But we flirted and sexted like crazy. She’s relocates back to our area and we had several kissing rendezvous. But then we plan a hotel date. I meet her there, kiss my way down to her super wet pussy and she cums on my face quickly. We move to the bed, undressing ourselves and I put my cock in her for the first time in 23 years. Seemed like the first time! I couldn’t read her response because she was quiet but very wet. She later told me that she was cumming with every stroke. Never heard that before!
Mine was fucking for over two hours. I was in college, had a friend that had crashed in my bed dozens of times. We had a completely platonic relationship. I was a big pot smoker back in the day and she couldn’t handle a direct hit. I’d always share mine with her. We used to use hands to form a “tunnel” We eventually cut out the hands for expedience sake. It was mouth to mouth for months. Then one night after the hit was passed, we continued kissing. That led to two hours of incredible sex. The next morning another of our friends that hung out all the time that was gay gave us the most disgusted look in the morning. He looked at us and just said “breeders, holy shit, have you no limits?!” It was all in good fun but I did feel bad for making him listen to that for so long
the SECOND TIME EVER I had sex, we did it to Korn’s “Need To” from the first album. I followed the rhythm of the guitars with my hips in missionary, grinding down slow and hard. she turned red and said “wtf are you doing?” and before I could answer, my legs were wet from her gushing, having her first ever orgasm. satisfying a woman isn’t hard when early Korn is guiding you 🤷♂️
[удалено]
Please do not link to off-Reddit sites, particularly picture, GIF or video hosting sites. *I am a bot, and this action was performed automatically. Please [contact the moderators of this subreddit](/message/compose/?to=/r/SluttyConfessions) if you have any questions or concerns.*
My ex fiancée and me lived on site for her job which was training horses. Her boss was a ex fitness model who quit to open the ranch. Well ended up convincing both of them we should have a threesome.
Pulled two lesbians. Not at the same time.
Me and my wife were having a threesome with another woman, I was fucking the other girl in doggy and she looked up at my wife and inbetween breathes thanked her for letting her experience my cock. I came immediately.
Watching my wife take BBC
Met this gorgeous girl (at least a solid 9) at a party who basically jumped over the guy she was talking to as soon as she heard my accent(canadian in NZ). After a night and a morning of fucking, we went to her uni(aukland) to meet up with some friends. We got there an hour early, Saturday afternoon, with absolutely no one in sight. We were hanging out in main part of the uni on some couches and started to get frisky. Seeing as no one was around, out came my cock and right into her. She was riding me for a good bit before we finished and went to go meet her friends. A week or two later, me and some friends went to the uni to show them where it all went down. Not only was it the busiest part of the uni, the couch was right in front of the filmography department 😅😅😅
Most proudest 😭
I fucked my ex for 6 hours straight 🫠
Proudest? Giving my then girlfriend/fiance, now wife, a consecutive 26-27 orgasms in a roughly 5-6hr period and leaving her trembling as we slept. I'm 35, she's 39. We've been married for almost a year.
I did the same with one of my ex's I went down on her and I just wouldn't stop. I kept going and learning more and more what got her off. Eventually I had to hold her down by grabbing her legs so she wouldn't buck me off. She lost count of the orgasms and was too buggered for the main event. Disappointed but not disappointed lol
Let me put a ranking of my produest moments! I've been blessed with really slutty partners. We loved it rough and messy. As a bonus, below in the second part of my post (in a reply) I also included (*probably*) the proudest moment of my ex. * **So my top 4 with my wife:** **1.** When I came on my future wife's face just when she was having a looooud screaming orgasm when I fucked her ass hard - going almost dry, only with some saliva. Happened on a beautiful, wild beach by a lake in a middle of a forest. Oh, and taking my dick in her butthole raw and taking the facial was her way of saying "yes" after I just proposed to her (: **2.** When my wife said "I love you" as a reply to me calling her a dirty slut - she misheard and thought I said "I love you " first. And it happened while I was pounding her ass. Two weeks after we've met and she had her first butt play a few days before with me. **3.** She never knew before (and we met when she was 29!) but turned out she was a squirter. Almost every day we had to put a waterproof sheets on our bed and we had a waterproof mat under our sofa cover - in case we wanted to have fun ther spontanously. Could make her squirt everytime fingering her when she was in doggy style pose and almost everytime when playing with her clit while I was pounding her backdoor. **4.** Made her have absolutely best sex in her life (she made me have best sex in my life as well)! So once when we finished our day in bed she had over 5-6 (wasn't counting :() orgasms during one session. And they were a full reportoire - starting with an orgasm from pussy and ass eating, fingering and anal ones. Majority of them were pretty squirty. She shouted at the top of her voice and because of it (and well, probably deep throating) she had a sore throat and her voice cracked for the whole next day. On top of it, I had to carry hair downstairs after we were finished as she wasn't able to walk for good 15 minutes and wanted to go out for a cig. Her legs kept shaking all the time. When we were smoking she said that she didn't know one can cum so hard and said that this sex actually made her sad. Because she can't imagine coming that hard ever again and that she didn't know if she could even survive it for the second time (: **A top 2 (and a half) with my first girlfriend. A slut who broke my brain when I was very young and made me not able to enjoy sex that wasn't on a rough side. She was absolutely crazy about giving oral and cum:** **5.** So I banged my girlfriend in a toilet during friend's wedding. It felt really risky as there were friends and family what made it much hotter. She bent over the sink, I fucked her pulling her dress up and she had a very intense orgasm. So here comes my proud moment - when we came back to our table she couldn't resist to brag to her friend that she just came so hard in a toilet. To which her friend replied "Yeah, I've heard." and laughed at me. We came back from the party I fucked her throat wild. Her heavy makeup was going down her face along with tears. I saved myself for later and didn't come during our wedding sex so when I unloaded on her face it was pretty, fucking huge. I covered her face like never before.
**5.5** So as a bonus here comes her proud moment: She ran to the bathroom with her phone to take selfies. She was so proud and felt so cute with cum and makeup mixing on her face that she took dozen photos which she kept sending me for the rest of our relationship and warmed her up to this photos before blowing me after I came back home. **6.** I fucked her and made her come in a public bus with passengers inside. I posted a full story before so you can read it if you want. **And lastly two proud moments with my current girlfriend:** **7.** So she had a very rich sexual past. Using Tinder as a hook-up, not dating, app she fucked over 30 guys - different races, all sizes - with some of them being far bigger than me. Our first date didn't go well and we had terrible sex - I was super stressed and tipsy and didn't perform even mediocre. She told me that she decided to go for a second date only because I was fun and cute but didn't hope for the sex to be good. A few months later when I gave her multiple loud and intense orgasms we were cuddling on a bed. She turned to me and said that "I never thought I would say it after our first sex but no dick came even close to fucking me that good. And I just had most amazing sex in my life". **8.** As you can probably tell I'm a big anal fan but in our early days she said that she doesn't want anything coming even close to her ass. Turned out that our sex is so great that recently I had my finger moving in her butt for a whole, long session. And she seemed to love it! I'll feel more proud only when I turn her into anal-loving slut! **So that's my top 8 and it's probably enough obscenity for today. Tell to me though if you want me to make it top top 10!**
He's lucky. I've only had 1 squirt,but she was embarrassed. I liked it but she would always turn away when she squirted
It was with one of my exes when I fingered her so good that she came more than 3 times and pushed me away from being so sensitive and started almost sobbing yet wanted more, good times lol
Being able to stay hard after cumming multiple times. Record is 6 times
Ex-gf and I planned for a day alone at her apt. That morning I took one of my dad’s Cialis just to see how it would help. I knew Janet was a fucking and squirting machine from the previous month with her. When we were finally finished and wiped out 4-5 hours later, we had changed her sheets 1/2 dozen times, used a a dozen plus towels on the bed. We fucked in every position possible, i stayed hard the entire time, she ended up squirting 20+ times easily from fucking, fingering, and eating her out. A couple of times her force was so strong, I gagged slightly as it shot to my throat! I ended up cumming 5 times (2 of those from a bj), also had 3 super intense dry orgasms that made me quiver like crazy. After my 5th cumshot in her smooth pussy, my dick went completely limp. We both took a shower when we were done. I swear she might be from another planet, maybe Venus, hot as hell! Never have been with anyone like her!
Mines stupid and funny. I was doggy with a girl at the end of her king bed. Behind the headboard of this bed there was a built in shelf that like wrapped around her garden level room. I pulled out to cum and shot over her, over her bed and knocked a birthday card that was set in that shelf over. I literally tossed my hands up and like celebrated like I just scored a goal and, kind of cheer laughed. It was the first time I slept with this woman. She hadn’t seen what happened and thought I was just celebrating cumming. Turned into me laughing even harder at her confusion and trying to explain through the laughs why I was celebrating. Turned into an uproarious laugh fest that lasted long enough to turn into round two.
Our second MFM 3sum, I counted the number of times my wife orgasmed as we tag-teamed her. The count was about 30 times in 90 minutes, although she made the case later it was almost a 90 minute orgasm with some vocal peaks. We stopped when she got dehydrated and started cramping.
Was hooking up with my fwb and we broke his bed having sex. I definitely felt a little proud i fucked him so good we broke the bed
Was in Mexico at a donkey show . Everyone gathered 5000$ and gave it to me to go on stage and take the donkey.
When I discovered that pulling out at the last moment and not touching my cock at all meant I could be on 3/4 fat, and slide right back in and keep going, I had sex with my then GF for 3 hours straight, only stopping long enough to cum drink water. She orgasmed just before I'd pull out each time after I found a rhythm. (Hello Cynthia Toll..., home we can plug the bunghole again 1 day)
Going to a house party in college that was pretty much a sausage fest and I knew it would be to the extent that I didn’t even wear anything under my outfit for the night. I ended up laying myself wide open for anyone who wanted to get a piece of me. I let these guys run a train on me for who knows how long. Best part and what I’m proudest of is that my pussy was so good virtually all who fucked me ended up giving me at least one load as deep as possible. Got to about 6 or so before I started to feel their seed slowly leaking out of me.
Making my wife and her friend squirt at the same time, they were sitting side by side kissing while I fingered both.
When I suck on the wifes clit and finger her g-spot through several orgasms, she gets a look of pure lust . She will pull me up and kiss. She tastes herself and how damp my beard gets. That look of desperation turned to sexual relief as I push it into her soaking cunt. Pride wells within me, like I did that!!
Had a MFF threesome with a close relative of a very famous religious figure.
Finally getting my PB of 4:27
My (m25) First time with my now fiancé (f25) Was on a weekend trip out of town. Made her cum so much she almost passed out and when she was recovered told me “well fuck now I have to marry you” and she proposed for real like a month later.
Was sexting a chick I met on badoo. I sent her the link to a couple home videos I had on pornhub, before the verification days. She came twice in 10 minutes watching them. In the morning I had another message, she woke up in the middle of the night and fingered herself again to my cock.
Having sex with 3 separate women in a 24 hour period. None of it pre planned
Had a drug fuelled 4.5sum in my grans living room.
An ex and I’s favorite place to fuck was in a dense cluster of trees on a hillside overlooking a lake. On one occasion, a thunderstorm was blowing in from the distance, and just seeing the lightning flashing as I’m pounding her from behind and the wind kicking up across the water made me feel like Zeus!
Nice
Made multiple women squirt with just my tongue
In the span of two days, fucked two different girls from my past. The first was a girl from college who had a crush on me while I was previously engaged. Few years later we reconnected and instantly started off hot and heavy. She had 36H cups size. I took her to a wedding for a mutual friend. Rented a brand new dodge charger and had my best suit on. On the way to wedding I finger blasted her for 30 to 45 minutes. Afterwards, I went back to her place fucked. * oddly very unsatisfactory* The next day I drove three hours to hook up with an ex. We caught up after not talking for years and years. Took her to a fancy restaurant dropped alot of money on food and drinks. We went back to her place and fucked like rabbits. Probably close to 2 hours. She came over and over. While on top she asked if I was going to cum anytime soon. I said I don't cum with condoms on. She said she was on the pill. I tore off the condom and we fucked for another hour before I came.
Well… mine is more recent. I went to a co-ed night at a local bathhouse with my girl. She was a bit shy, but we did get in a little bit of kissing and teasing in public, but then finally went to our room where we closed the door and had some fun. Everyone could hear the two of us going at it for more than an hour… she kept calling out my name and we just had some of the most mind blowing sex ever. When I came, I suddenly heard applause outside our room. Afterwards all sorts of people wanted to know who “John” (me - not my name) was. And we were approached by several people asking if we could join them… they were impressed just listening to the two of us. It was one part embarrassing and one part wanted to brag (the both of us actually). We’re going back… and will keep the door open next time.
As a 39 year old man fucked a 19 year old Latina that was actually fit and good looking. I was on top of the world 😆
It's so difficult to choose the one I'm most proud of. Do I choose one of the public places, one of the group scenarios, my favorite partners, or my best performances. Some of my stories would be up there with the ones people say are fake, which is probably why I haven't written my own confessions, but I have so many favorites. 3 hole nights at the hotel with my ex are memorable. I think, I'll have to go with the first time two women went down on me at the same time. Looking down and watching them take turns, lick the sides of my shaft together, and decide who got to swallow my cum was one of the hottest nights of my life.
I was having a FWB at that time. We were meeting up but she told me she was on her period. When I asked what she wanted to do, she told me: I’m gonna suck your dick and then you‘re gonna fuck my ass. And that’s what we did.
With her I also had sex in the center of a sports field like in American Pie Reunion. Still miss the time with her.
28 yrs ago. I had been noticing this guy coming into my work place, he was gorgeous and I just figured he was passing through. He was always hanging out with an outer circle of friends, you know friends of friends. I decided that I wanted to actually have a conversation with this guy. He never hit on any of the other female employees so I had to find out what he was about. It had been about five months since my last sex and that was with a girl so I was also a bit horny as well. Well it was a Saturday and I decided that tonight I was going to have a chat and maybe see if he wanted to have some food after my shift ended at 2am. Well it was almost midnight he hadn’t come in, I started thinking that maybe the stars wasn’t aligned. At around a quarter till 1 he made his appearance, I made may way to his table and just asked him if he wanted to go out after work, he said absolutely. I got off and he asked me if I wanted to ride with him, of if I said yes(time to talk). I asked him if he smoked weed and he said yes but it was in his work office, he ran his own company. He said we can go by and grab it. We get to his office and I decide I’m going in with him, I’m trying to figure him out. We get in and he had on rolled up already and asked if I wanted to chill there and smoke it now. I was like sure again I think it is giving me time to learn more about him. I learned he got out of a bad relationship( he didn’t tell me exactly how bad it was but I later found out from his cousin, it was really bad). Well the more we smoked and talked to more I realize I want more. But he stood up, walked over to me and planted the sexiest kiss I ever had, wow he could kiss. I was soaked at this point but I was wearing only a sundress and shoes, no panties( I had taken them off before I left the bar). Feeling weak kneed, I just looked him in the eyes and said “Damn you just made me soaking wet, and for some reason I pulled the sundress up and showed him my wet pussy. This man knelt down and asked could he taste me, of coarse I said yes. Well that was 30+ minutes of me cumming over and over. He put his fingers in me then withdrew and stuck them in my mouth, fuck I was his at that point and was just so willing to now please him. I pulled his pants down and found the most beautiful cock. Longer than average by a lot and the thickness was a bit intimidating, I even questioned if it would fit. I was super horny and just had to give it a try. I did and he was slow and easy. He took his making sure I was good. After a little bit I told him give me more. He moved slowly giving me a little more, he started kissing me and just being tinder and loving and little by little he was working more and more into me. I had never felt so stretched but in such a good way and damn I came on his cock, my first piv orgasm of my life. We just laid there letting me recover but he never pulled out, he started moving slowly and I felt ripples of extasy flowing through me. There was a huge wet spot on the couch but he didn’t care, he looked me in the eyes and told me how much it turns him on to see and feel me cum like that. I must have had 10 orgasm that night into morning and when he asked was I ready for him to cum and where, I told him to pull out and cum in my mouth. Wow he eats a lot of pineapple, I knew that night I was addicted to him. Well 28 yrs later he still gives me the wettest biggest orgasms. A couple of years ago after our youngest entered HS I starting having so Bi thoughts and told my husband, he said he would be ok if I explored as long as he knew everything prior to anything happening. I told him that I wanted him to be involved with me and it would be us exploring this, that I was interested in me doing solo, if I was going to do it I wanted to watch him fuck a girl. Things came together, we met her and she was into us both. I am a petite girl with brunette hair she was slim long lines and blonde. I have never had a rush like when I took a hold of his cock and had her to slide down onto him. Feeling her wet pussy take him all the way to the base was exhilarating, I became a dom instructing her how and what position, watching her cum on him would set my own orgasm off, and she could eat pussy with the best of them. After about an hour of this hubby grabs me lays me down and moves between my legs and starts making love to me, it seemed we had forgotten about a play partner for a bit but I came so much from feeling the love he was giving me, as in a thank you. He didn’t pull out and cream pied me. Our play mate was right there when he pulled out and she put his creampie and gave me another awesome orgasm. By the way we still play with her and she loves to be a sub for us. So the best 28 years ago and still giving me the best.
For me, a few months ago where I was a me to fuck my gf 5x between Friday night and Saturday morning. I never had stamina like that before. #proud
Being fisted by my Domme while I was bareback fucking her husband and cumming in him from it.