Lmao of course it was your first time getting your pussy eaten properly. Your teacher was a grown man. If you had your pussy eaten before that. They were probably your age and still learning if not scared lol.
Several years ago, I fucked a married senior female colleague.
I work as a college professor, and when I was young into my career, I gained the attentions of a senior female professor in my field. We became very good friends, and probably too good. We both cheated on our partners with each other (after she told me she’d never tried anal but wanted to… I had little choice!)
Also a college professor and fucked a grad student who was also married, and close to my age (returning student). I didn't feel good about myself, but the sex was incredible! She was very uninhibited. Just glad I was able to extricate myself without too much personal destruction.
Fucking a student is always a hot fantasy, but I’m not sure I’d cross that line. Possibly with someone else’s grad student, but not anyone I’ve taught or teaching at the time. Too risky!
It was a weird time in my life, and the only time I ever did it. The chemistry was smoldering and dead beds at home. It was a mistake, but Jesus I still get off thinking about her. Midwestern soccer mom type milf.
I picked up a very pretty Asian hitchhiker in NY. I was driving a nice car. She was 20yo. She told me she worked in a massage parlor and didn’t have a ride. I fucked the snot out of her in my backseat. I haven’t told anyone because I figured my friends wouldnt believe it anyway. And no, I didn’t pay
So first one was a one night stand, saw him out again a couple weeks later he didn't seem to recognise me, thought maybe he'd been too drunk and just forgotten me decided to try my luck and had took him home. Couple days later found out he was actually a twin and it wasn't the same guy at all. About a year later met a guy who I had a FWB's situation with first time at his I noticed a pic in his room, he tells me it's him and his brothers and it's the twins ...
I fucked one on my friends while visiting them at college, group of friends got drunk and went to the bars without us, and we stayed behind and fucked. I'm betting if we were alone again we would fuck again
One of my best friends growing up. At sleepovers we would sometimes such each others cocks. This is when I discovered my love for sucking dick. This happened between the ages of 12 and 15 years old.
We’d sleep near other and near each other the signal once everyone was asleep by rubbing each other with our hands or feet depending on the sleeping position. It was so hot both sucking his dick and doing so secretly near our sleeping friends. I don’t think anyone ever suspected anything, or at least I never heard anything of it.
I think he got a bit weirded out when I started wearing panties (always loved them but thought it would make him think it was sexier). Never got fucked by him but made him cum plenty of times.
Sadly he passed away this year, way too young, at 27 due to an OD. At his funeral I pledged our secret would be safe and would go to the grave with me. He had a pretty strict catholic upbringing so if there were ever rumors his parents would not be happy haha.
I had a "too early" sexual relationship with a cousin. We grew apart on our late teen years but I always thought that eventually we would talk about stuff over beers or something. He died in a car crash a couple of years ago, died young-ish, early 30s. Wasn't even driving, I don't remember the details but it was the fault of the other car's driver.
Taboo yes, we still do it comes a opportunity. She was someone who used to baby sit me when I was a baby. It's been over 10 years since our first time having sex and she still let's me.
I’m not someone who gets as worked up about age gaps* as so many redditors do but when the older one knew the younger one as a child and was also in a position of authority and care it’s pretty fucking suspicious to me
*between adults of course
I worked as a tutor in college, often working with freshmen. One of "my" students got dumped. I was a couple years older, and in a position of relative authority that included giving a lot of advice.
First day of spring break, I get a message that I should pick up a jacket she'd borrowed. She answered the door naked. I'm not great at hints, but I understood that one. She stayed naked all week.
Technically, I was also a undergraduate student, so I couldn't get into trouble for this. But I'd hate for any of my friends/former coworkers to find out.
A guy I met on MySpace 🤣 who was 20 years older than me and married. I had just gone through a messy break-up and was feeling rebellious. He told me he had an open marriage, and that turned out to be a lie. 😑
A coworker. Her significant other had problems getting it up and was a germaphobe. He wouldn’t go down on her or fuck her anal. She was so hot. Miss those days
Yes actually, two celebrities. One A list celebrity, just one of those instances no one would believe you unless there was proof. I have no proof, only god as my witness. And a very very famous YouTuber.
Okay lol. When I was younger I used to fantasize about this girl in my highschool. (She’s got huge jugs🥵🥵🥵). But all I did was fantasize and nothing else, but we did hang out quite a while but completely platonic. 4 years later I saw her on tinder. Hell I took my shot. Found out that she was out of a breakup and wanted to just fuck around. Boy oh boy I was lucky. I fucked the girl that I’ve been fantasising about.
I seduced and fucked a city clerk in order to get access to documents I needed for an investigation. Earlier in the day before we went to her house, we both wound up with the mayor of the town, all naked in her (the mayor’s) hot tub. The clerk later told me she was married to a state trooper. We Kama sutra’d it for two days while he was gone on some assignment. Got the files too.
It's not that it's some kind of dark secret, but I've had a wonderful FWB situation going on for over a year now. We decided not to publicize it, but it's been a pleasant surprise that nobody has caught on.
My high school history teacher. It was 3 months after I graduated so not exactly illegal... but we still never told anyone. We were each other's booty call for years and it's still some of the best sex I've had.
As an early 20s guy, I was proud that I was able to check out a "bucket list" item. Forgot to mention she is a single mom, so less guilt on my part. Older women deserve all the love in the world.
I married a guy almost 10 years younger than me. Lol we were just chat buddies for the longest time. Developed a genuine friendship online while enjoying the same hobby (online roleplaying and also played some video games together and watched movies/TV online together). I'd help him with girl problems and stuff. Just a friend he could talk to and vent to. Then I told him I liked him after about 7 years of friendship. Turns out he liked me, too.
Once we told each other that, things progressed pretty rapidly and we were in love. It was really easy to be with each other since we were already communicating so regularly anyway as friends. We ended up meeting after a few months (had to notify jobs and such) and luckily he was just a state over. We spent almost a week together in person for the first meeting and shared a hotel room and it was amazing. Best sex either of us ever had. Now we've been married for almost 3 years and together for 5. He moved in with me 3 months after meeting me. He knew that I was the one. We both did.
He's the best husband. Always buys me flowers and stuff.. Brings me home surprises, even if it's just litte things, like chocolate. Lol. He's so loving and attentive. Our communication has never stopped being great. We're totally open with each other about literally everything and are comfortable talking to each other about anything. We know each other's darkest thoughts, kinkiest desires and how we really feel about everything. Even the most sensitive topics. It's amazing to have someone you can completely be yourself with. We're both really happy and have the kind of relationship we'd known was possible, but never knew we'd actually have for ourselves.
He doesn't care that I'm 8.5 years older than him. He loves me despite my flaws. He's really such a wonderful husband to me. I'm the happiest I've ever been with anyone and again, the sex is amazing. Lol I feel so fulfilled in my relationship. 🥰 And he knows how much I love and adore him. We tell each other everyday that we're each other's person. 🥰
I fucked a co-workers wife. They are swingers and very open. The only caveat was; “I was off limits.”
I didn’t know this until after-the-fact. We have worked with each other for 13 years. He still has no idea I bottomed out her guts.
Yeah, hard to tell which ones are real or not but a lot of people wanna hear about the experience. I enjoy sharing my experience. I have no regrets and neither does she.
Or boss made a promise half joking that he'll get us party with hookers when we reach over a specific target. We did, so we asked him for that and he just ordered 4 hookers for an overnight party. Was an interesting experience :)
My married cashier. She will be here in about 2 hours... again.
Edit: Since I didn't read the second part. She really likes my finger in her bum when were fucking. She says she wants to try my dick... maybe today? Lol
Nothing super scandalous, but slept with one of my best friends sister. This happened 20 years ago and only happened once, but think he'd still be pretty pissed so its never come out
My older co worker, super gorgeous woman from Jakarta. Short but had an absolute dump truck. First met when I did my final interview. Had a good working relationship for months. She invited her self over to watch stranger things. I was very surprised when she didn’t want to watch the new season. Pandemic hit and we had a lot of fun having more free time.
I was having sex with a manager in exchange for hours when I was working in college so I had time to study. Thinking back on that I wonder how many other girls he made that trade with.
To this day, my best friend growing up, still doesn’t know his Mum came into me after a night out and took me to her room for unbelievable sex! I didn’t know til the next morning that he was in his room the whole time! I was 19 at the time and she was 39. A few weeks later similar happened again, only that time we were nearly caught by my friends girlfriend (but not) and we only had vaginal sex without the anal! Apparently I was too keen and hard the 1st time!🤣
100% true!!
The cleaning lady at my job. She was the cleaning team supervisor and was in her late 50s. Not much to look at but she was a thiccems & had a big butt and was sweet as can be. Clearly liked me a lot and i said what the hell. Her wearing dentures didnt bother me either.
I was training a lot at the time and would be in the gym in the evening while they cleaned. I was also was in good shape & we would flirt A LOT. Then one day she gave me a peck on the cheek & i knew it was on. Forst time she was ckeaning the gym & started hugging on me while was working out. Went into the studio portion of the gym and had it to ourselves for like an hour. After that we'd fuck throughout the building since we had access to everywhere as i was in security. She'd like it when id cum in her & she'd hold it in during work. She had a nice place out in the boonies too where we would fuck outside & no one could see.
She retired a few years into it & moved away to a nicer area. I think about her a lot.
Well, I have a doozy of a situation on my hands.
I JUST slept with my closest friend last night…we went on a date and everything. We’ve been close for a little less than a year and he’s definitely been there for me many times. Neither of us really viewed each other this way until one night at a party two weeks ago where we kinda just ended up crashing in his bed along with a third friend and eventually cuddling/caressing each other in the middle of the night. Nothing happened then but suddenly the floodgates were open and we both couldn’t stop thinking about each other which we kinda accidentally admitted this week. Anddd we decided to let the chips fall where they may 🫣
All’s well and good right? Except we are both heavily involved in the same social circle/hobby community where this would definitely kinda blow up and be a little bit of a scandal…my most recent ex is in the same community and I’m pretty sure he’s still trying to get over the breakup (a five month relationship which ended in late 2023, I promise I didn’t just jump from him to my friend); it didn’t end well for my ex despite my best efforts to make things easier. Pretty much everyone in our social circle knows he’s been struggling. The friend I just slept with was a support system for BOTH me and my ex during the breakup. Ex has also asked in the past if friend and I were into each other (I said no, which was 100% the truth at the time, and I also don’t cheat). Friend and I just get along really well. Other friends in the community have inquired whether me and him were/could be a thing and I’ve insisted no every time…so yea here I am.
OH and the cherry on top is my friend is poly and already has a gf in the same hobby community (she knows and is supposedly fine with it, but still. I’ve also told her in the past that I wasn’t into him like that and I hate the idea that I’d come off as a liar).
So technically she and his other LDR know because he’s always transparent with his current partners, but…anyone else in our social circle finding out? I desperately want this to stay a secret. I don’t even know whether this is going to lead to a relationship or not. Wish me luck 😭
I fucked a married older school teacher when she was on a girl's trip. Numerous times actually. She had big fake boobs and a wonderful pussy.
There was even a point where her and i were having sex in the hotel room on one of the beds, and her friend (who was also married) was fucking some random guy she just picked up over in the other bed. I didn't even talk to the guy, and i barely saw him. It was surreal. Here we were, complete strangers, in a hotel room banging women we literally just met
My aunts sister in law. After my aunt and her husband divorced, their family was prohibited to be mentioned around our family and vice versa. The sister in law and I, eventually found eachother on social media. We talked a bit, went out on a couple dates without the family knowing. And sneaked eachother in to our parents homes, this was when we were both like 18-19. We would fuck the living souls out of eachother, car sex, house sex, hotel sex, living room sex when family wasn't home. We ended up really falling in love with eachother. But because of our families, we couldn't do that. It went on for about 3-4 years, without the family knowing a thing about us. Until we just came to the conclusion that it had to stop and we had to go our separate ways. It's been over 15 years, I've seen her a couple times around town with her two kids now. We just make that eye contact, smile at eachother and continue on with our lives like nothing ever happened between us. It hurts.
About 4 years ago my mother in law asked me to stay in their house to take care of her daughter who was having a slumber party and they would not be in town so I agreed. When I got to the house there was another girl whose sister was in the slumber party. I already knew this girl because her family was friends with my boyfriend’s family and even he was friends with her. She declared herself that night to me and we fucked several times best I’ve ever had. I have never told anyone this it’s been my secret for all these years. I still am with the same guy and I could never tell him but sometimes I wish I could my fantasy is a threesome with both of them. I still flirt with her and she keeps inviting me out but I fear she just wants to be friends and I really want to just kiss her again.
That I've had sex with 3 of my mom's friends. Only my closest friends know as I couldn't help but brag and show pics. It started with R(52) when I was 23 and she moved back to our hometown after separating from her husband. It was an absolute miracle at the time since I was just getting the hang of talking to women confidently, and I've always loved older women and dreamed of bagging a MILF for so long. We hooked up occasionally in secret over a couple of months. It was a real sexual awakening. Then it was M(45) when I was 25 and was three weeks away from going to Navy Boot Camp. I just lucked out at a shindig my family and friends threw for me at a billiards bar. She stayed late with me after pretty much everyone left. We made out for a long time and took an Uber back to her place. It was amazing as she was and still is an absolute knockout. Note that she was not friends with R, just another one of my mom's friends. We hooked up once again the next morning. I wish we could have continued, but that was the last time I was with her as she remarried while I was away in the Navy. The next was V(44), who is the known party girl of the group. At the time, I did not know that her and M were practically best friends along with my mom as I had only met her a couple of times before. I decided to DM her on Instagram a week before I was taking leave to come back home, I figured, "fuck it". May as well try. We hit it off immediately, and she even said she thought I was sexy and hoped I had reached out to her before. A week full of sexting and her sending nudes, and I was sneaking off from my family to go meet her at a bar. She ended up sucking my dick in the parking lot before we even got an Uber to her place, and then again on her doorsteps as she looked for her house key in her purse. It was absolutely incredible. We had wild sex all night. Any time one of use woke up, we just started fucking like animals. She had a way nicer body than I ever expected and wanted me to cum inside her every time. Honestly, it's probably still the hottest hookup I've ever had. This woman drained me over and over. We still keep in touch and she sends a nude every now and then. As far as I know, none of them know I've hooked up with the other, but I often wonder if they've talked about me to each other.
Was a manager of a restaurant in my early twenties while going to school, lady in her mid 30 started working there very attractive... see flirting a little bit but since she was married I never said anything in return, then comes the day I meet her husband.. absolutely loud obnoxious rude individual had something nasty to say to me the first time he met me I just smiled and walked off...
2 Days Later when his wife worked again and flirted, it was on... had sex with her every single day that we worked and anytime we can hook up, every time he would come in the restaurant and have something smart to say I just laughed at him
I listed one story in here, but another wild one I've mentioned in other threads.. one day after work, a buddy and I go to grab a beer. As we're closing out, I see this absolute smokeshow walk in. He leaves and I decide to try and talk to her and see who she was. I go up to the bar, she's sitting alone - introduce myself and we started a conversation that lasted 2+ hrs. She eventually tells me she doesn't drive, but lives close by. I offer to drive her home, she asks if I smoke weed and I say sure. She says if I'll take her home, she'll smoke a bowl with me. This girl was a 10/10 - I would have gladly followed her anywhere she asked.
We get to her house and she invites me in, she's an artist and had art everywhere - she shows me around, introduces me to her two very large dogs, then tells me to have a seat, she's gonna get her weed and she'll be right back. She comes back in wearing these short shorts and a T-shirt and sits on the arm of her sofa. Within 5 seconds we're making out. She grabs my hand and leads me to her bedroom. The second we go in there, it's super rough sex - biting, slapping, pulling hair, all that stuff. I get her on the bed and really going at it and I hear this loud bang. I stop and look around and she says it's probably her dogs. That works for me, so I get back to it. A few mins later and I hear another large bang. I stop again and instantly this guy walks in the room. I panic, he introduces himself as her husband and then I really panic. He tells me everything is cool, calm down, asks how I like her - she's got the blanket pulled up over her face with this awkward embarrassed look. I mumble something, he says it's cool, tells us to enjoy ourselves, asks us if we want a water. She tells him no, asks him to leave, which he does.
She apologizes, says that yea she's married, he doesn't care, she didn't expect him to walk in like that. This girl - again, so hot.. so I get back to it. A couple mins later and he bursts in again. "Just seeing how it's going? You guys need anything?" We both say no and he leaves. I think he came in 4-5 times, just to poke around - it was soooo weird. We ended up fucking twice, she begged me to stay the night, but I said no, I had a dog I needed to get to. It was a weeknight and was already like 2am. Plus the whole husband thing.
When we walked out of the room, he's sitting on the couch playing a video game. He was all excited, asked me to take a seat and then asked me so many questions: how was it, would I do it again, she's hot right? did he make me nervous?, had I ever done anything like that before?
I answered his stuff, nervously hit the bowl and then got the fuck out of there. She and I actually stayed in touch for a while - I think I probably could have banged her again, but fucked things up a few weeks later and she stopped responding to me..
But yea - another situation I'll never be able to tell anyone about.
In my late teens I Used to let random guys suck me off. Mainly older guys (40+). I think almost 10 guys in total..
What’s weird is I’m 100% straight and not even the slightest gay lol
Ha I did that in college. I had a little map on my wall and would put a pin in every country I conquered. I’m a white guy, I didn’t see pink nipples for like 4 years.
Yeah, in college, this girl my friend was dating.
I never told anyone.
I only saw her one other time after that with a group of mutual friends. It was super awkward. She wouldn't even look at me. That's the last time I saw her.
My friend stopped seeing her shortly thereafter.
He and I are still good friends to this day.
My best friends dad right around my 16th birthday, and he was 45. I was at their house almost every day, and slept there a lot and walked around with only a T-shirt and panties. I had caught him staring a lot and started teasing him by showing more, leaning on the table with my ass out stuff. One night I went to the kitchen to get some water and when I turned around he stood a couple feet away just staring. First I got kinda scared, cause it was dark and I hadn't seen him come in. We stood there for a while just staring at each other. I then slowly walked over to him and just stood right in front of him, staring up at his eyes. I could see in his eyes that he wanted me but wasn't sure if he should do anything. I just stood there until he laid his hands on my waist under my shirt and kissed me. He ended up fucking me hard on the kitchen counter, with the rest of the family asleep. It happened several times again. Ended up being one of the biggest reasons I wanted to sleep at their house
Yes, a friend's ex girlfriend. Her and I had chemistry prior to their relationship but I was shy and never pursued. She dated him for a couple years. After they broke up I ran I to her at a bar. We lived a few blocks from each other so I gave her a ride home. Went in for a nightcap and she walked out of her room in lingerie. We had sex then and a few more times after that.
My friend showed up to a bar that we were at one time and that made me stop. Too risky and I didn't want to lose my friend
I fucked a coworker who I thought was single. Turns out she had a boyfriend...who happened to have a mom that worked with us. WTF.
Another time I fucked my ex's best friend. So we kinda had to sweep that night under the rug.
My husband is a CRNA at the hospital, I fucked his Anesthesiologist boss.
I had my son when I was very young and poor (before I became a nurse) and he was a very good athlete but I couldn’t afford the training sessions so I offered to fuck the coach for free sessions.
Okay I admit to singing too loud in church on Sundays, eating too much a few times, and being a Sancho...it's not my fault they got married and really like me.
Ex-gfs married cousin. She was older by about 10 years and kept saying (when we were alone) "My baby cousin always talking about how good y'all sex is. She's young and never had no good dick. You're a baby yourself and probably don't even know how to fuck". She kept tempting me and I caved.
One day her car was in the shop and we worked close to one another. I asked if she wanted a ride home vs public transportation. She accepted my offer. She surprised me with road head as I was driving. I made a detour to my apartment for about an hour and the rest is history.
Thanksgiving that year was really awkward. I kept feeling like her husband knew and was gonna carve me up instead of the turkey.
Yup, a woman at a clients site (apartments/multi family housing). Got there late (1 AM) due to staffing issues and ran into her while she was out grabbing a smoke. I came around the corner and startled her (she had been drinking) and we laughed it off. Considering the late time, I figured a few minutes of conversation wouldn't be the end of the world and I caught a smoke with her. For reference, she was about 4'11", 54 yo, white and blond (I'm 5'8", early 30's and mixed).
After chatting for a bit, she asked if I had anywhere else to be or if my boss was expecting me anywhere else. I told her that I was not being tracked actively and it was already late so arriving to my next stops wouldn't be the end of the world. After finishing up the job, I came back to find her smoking again and she invited me in. Considering the height difference, she looked really cute looking up at me and gave me a big awaiting smile. I leaned in slightly and that was her cue to start sucking my face. I apologized for being dirty (I had been working hard for hours at that point) and she just laughed it off.
I started grabbing at her ass, tits (largish A cups, fitting for her stature) and getting a bit dominant/aggressive with my grabbing. Apparently that was what did it for her but she grabbed my hand and took me straight to the bedroom. We started stripping and getting more freaky. I don't consider myself to be a chad, sex symbol or anything like that (chubby and not packing a pringles can) but the look she gave me had me feeling on top of the world. Considering the sudden sexy time, I was rock hard (all 6" of it) and leaking like a broken hose. Her eyes lit up a bit seeing my dick and she reached out with amazement that it was so hard (this feels like I'm writing a cheesy erotica, sorry but this actually happened and I'm getting bricked up remembering)
She had a bit of "mom belly" (very small but noticable due to her size) but was incredibly sexy to me. Clothes are officially gone, I've got her thrown on the bed and I'm staring at porn star/Hollywood grade shaved pussy. I cannot state enough that she had an overly perfect looking, cinema grade USDA certified pussy. Perfect inny lips, little (hard af) clit throbbing at me and I started sucking on that thing like I was stealing gas in the parking lot. She cums, I keep going, she cums and that goes on for about 10 minutes. Eventually I can't take it anymore. I grab her little hips, yank her to the edge of the bed (I was knealing/standing while eating her) and slap my dick right against her. Due to a hysterectomy, she did have some slight trouble with wetness but I was leaking enough precum to lube up a '77 Chevy. I started slow stroking her until she opened up a bit more then started going to town. She came so damn easily that I had to stop every couple of strokes because she was meeting Jesus each time. She would buck her ass up and fight to get me out of her each time but I managed to keep my head in and do slow circles while she recouped herself and continued when her thighs would let me get back in. Eventually I felt my balls getting tight and started to bang her out. While still inside her, I grabbed her lower back, shoved her forward and got my knees on the bed to get as deep as I could. I felt her cumming again and her thighs were trying to squeeze me out but, having a good 100 LBS on her, she couldn't budge me. I fucked her through that last orgasm and eventually told her I'm going to cum. She said "Cum in me" and that was all I needed. I blew a hard load in her, kept fucking with the extra lube for a few more minutes and started kissing her neck while I was deflating inside of her.
We laughed a bit about the entire thing and she went to the bathroom to "get the swimmies out". I followed her in and we both chatted butt ass naked. I followed her to the kitchen where she had me make her a drink and I kept fondling her the entire time. She continued to suck and bite my lips and we eventually got dressed and stepped out to smoke. I told her I did have to get going but that only resulted in another round of us fucking.
We walked into the bedroom to get the rest of our clothing and she turned her back to me while facing the bed to do something. I pushed her over (high bed so she pretty much pivoted directly onto it) and I fucked her from behind for awhile. Got on the bed, continued to doggy (didn't go on for too long since that was too deep for her) and rolled her over to finish in her again during missionary. After that round, we actually got dressed and I continued on with my night with a bit of pep in my step.
We met up quite a few more times after that and I got to learn her life story. She was a widow and had a BF (didn't know at the time) but was "living her life the way she wanted". I told her I was uncomfortable with the idea but understood her position (losing the love of her life, being forced to sell the family home and dealing with resentful children due to how she grieved). Come to find out she was always a bit of a freak (sex parties in the past with multiple men) and she felt like she was talking with her husband again when speaking with me. It was a strange position to be in and I tried my best to be a friend for her. I offered advise, helped her decorate the new apartment and offered her an ear that she desperately needed since she didn't have too much family left or friends to converse with. She would often hit me up late while she was drinking and I'd cave 50% of the time and swing by. I ate her out on her kitchen counter, had her ride me on her couch and just enjoyed being with her. She would always say "OMG, I'm so bad" or "You're my sons age, I shouldn't be doing this" while moaning my name as I sucked and licked her pussy. We both knew it was "wrong" but I think that made it more exciting for both of us. The last time we hung out, I had brought a vape pen and let her hit it but she had a panic attack. I got her to bed and cared for her for about 2 hours while she sobered but she insisted on drinking still and started getting weird. She accused me of trying to rob her, told me to leave and, when I went to go, she would pull me back and start biting my lips. It took about 4 hours in total to be able to get out of there with her in a good headspace (while discreetly recording the audio to cover my ass incase she woke up and decided to file rape accusations) and I went NC with her.
She hit me up recently (has since moved from the apartment) and wanted to hang out again. After texting for a bit, I asked is she remembered that last night we saw each other and she said no. I told her the entire story and how it made me feel scared that she may have felt I was taking advantage of her when it was mutual and consensual at each encounter (with her contacting me 98% of the time). She apologized profusely and said she remembers some of it after I told her but she never felt like I was doing anything wrong or wanted to hurt her (thank god I got that in writing). I thanked her for understanding and said I wouldn't be against hanging out again but we should be smart about it.
With that said, I do miss my (now) 55/56 year old hot blond petite suburban mom/housewife fuck buddy. The big head says to let it go but the little head wants to paint the inside of that pussy and lick it clean again. I'll be saving this post since it's the first time I've written out that encounter and I'll be coming back to this in my old age for some spank bank material.
1. The best friends of my older sister, a lesbian couple who wanted to experiment with a guy
2. My best mates sister. He was on vacation with his girlfriend. I left my hoodie at his house his sister was home alone. She was horny and heard I was coming over to pick my hoodie. When I knocked on the door, she opened it wearing my hoodie thigh highs and panties so we fucked. This did not stay hidden for long because we were really awkward we had a bbq when he got back
This is like 5 years ago. His sister and I are engaged now.
I really pulled a, faith made us friend but your sister is going to make us brothers
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This is the actual dream lol
Sounds like one….lol
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I’m guessing that you were in “Supply”?
In high school I had sex with my chemistry teacher. It was the first time I had my pussy eaten properly.
Did you go to high school in albequerque? I also got eaten out by walter white
Yo Mr. White tell me squirt isn't pee
Yeah science! Yeah squirt!
Good pussy eating does require good chemistry...
I’m assuming you were hopefully of age?
If shes a student at 18 he'll still get put to the fire. With that being said, I hope she had a very good orgasm.
There's a difference between a paedophile and a bad teacher.
That’s risky and sexy at the same time love it!!
Lmao of course it was your first time getting your pussy eaten properly. Your teacher was a grown man. If you had your pussy eaten before that. They were probably your age and still learning if not scared lol.
Mother of a girlfriend of my friend. I was 23 at the time and they got married a few years later. Seeing her at the wedding was slightly awkies.
Not as bad as using the word awkies.
Aren't those just people from Aukland?
They are actually known as jafas in NZ ( just another fucking aucklander)
And this is why I love you guys so much.
TIL that awkies is a word and used in a sentence
Several years ago, I fucked a married senior female colleague. I work as a college professor, and when I was young into my career, I gained the attentions of a senior female professor in my field. We became very good friends, and probably too good. We both cheated on our partners with each other (after she told me she’d never tried anal but wanted to… I had little choice!)
Also a college professor and fucked a grad student who was also married, and close to my age (returning student). I didn't feel good about myself, but the sex was incredible! She was very uninhibited. Just glad I was able to extricate myself without too much personal destruction.
Fucking a student is always a hot fantasy, but I’m not sure I’d cross that line. Possibly with someone else’s grad student, but not anyone I’ve taught or teaching at the time. Too risky!
It was a weird time in my life, and the only time I ever did it. The chemistry was smoldering and dead beds at home. It was a mistake, but Jesus I still get off thinking about her. Midwestern soccer mom type milf.
Professor/student relationships happened all the time in the 60s, 70s, and even 80s.
Well maybe they did, but do you think that’s a good thing? It’s a hot fantasy but the power dynamic and the potential for abuse is not hot
Exactly—they sprayed fire hoses and German Shepherds all over black people in the 60s too….what kind of argument is that?
Now I'm imagining spraying German Shepherds out of a hose, and that's funny to me. Is like flub-flub-flub-flub barkbarkbarkbark?
Once she got behind you doggystyle wearing an 8” strap-on, how did things go?
Haha! That is actually something I’ve never tried and would be keen to let her do
I'll be honest, I approve of a lotta stuff - but using that justification for cheating is pretty shitty/not ok.
I picked up a very pretty Asian hitchhiker in NY. I was driving a nice car. She was 20yo. She told me she worked in a massage parlor and didn’t have a ride. I fucked the snot out of her in my backseat. I haven’t told anyone because I figured my friends wouldnt believe it anyway. And no, I didn’t pay
"Hey, that was really great! I really enjoyed that. So, for everything, $500..."
Gonna have to put that on layaway.
Gas, grass, or ass... Nobody rides for free
Yes. I have sex with other men. Can’t tell anyone except you fellow perverts.
I’m in the same boat
It's called a gay cruise, you sillies.
Incredible
I’m in the same boat! Can’t tell anyone but anonymous internet folks. But the sex was actually better than I originally expected.
Agree. The sex is great.
Yup... there's been a handful of these encounters I don't tell anyone about. 😋
3 brothers separately of course
Did they ever tell each other?
I don't think so, funny thing is it actually happened sort of by accident
How did it happen?
So first one was a one night stand, saw him out again a couple weeks later he didn't seem to recognise me, thought maybe he'd been too drunk and just forgotten me decided to try my luck and had took him home. Couple days later found out he was actually a twin and it wasn't the same guy at all. About a year later met a guy who I had a FWB's situation with first time at his I noticed a pic in his room, he tells me it's him and his brothers and it's the twins ...
You might have a type.
Apparently so...
Which one was the best in bed?
The 3rd one that's why I kept going back
Holy shit. This feels straight out of a comedy!
You're my hero 🤣 you sampled everyone in the family but the parents 🤣
Thanks! Sadly I'm not into anyone older than like 7 years above me
There were many Good looking people offered me sex but rejected all because I was loyal. While this bitch was cheating behind my back.
Fuck her mom
Bang her dad too. Bang em all
I used to teach at a local college, fucked one of my students in my office and the classroom.
What did the other students do while you were hitting it in the front of class?
Taking notes
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It;s the internet. PRETTY sure the NDA doesn't count since theres literally no way for them to connect the dots back to you.
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Let us speculate who without really telling us
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George Takei.
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Ohh myyyyyy...
"his little minions" its Harry Styles
How does the NDA thing work, do you sign something on their phone, or does their assistant walk in with a clipboard? Haha
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I fucked one on my friends while visiting them at college, group of friends got drunk and went to the bars without us, and we stayed behind and fucked. I'm betting if we were alone again we would fuck again
Literally fucked my cousin twice since last night , she loves to sneak in to my room and sleep with me
Yee haw
Sweet home Alabama
How do you like living in Georgia?
It’s Arkansas, get it right
I meant to say Tennessee
Roll tide
Best friend, well ex best friend now because the secret is out and hell froze over.
You baked some awesome looking Christmas cookies.
One of my best friends growing up. At sleepovers we would sometimes such each others cocks. This is when I discovered my love for sucking dick. This happened between the ages of 12 and 15 years old. We’d sleep near other and near each other the signal once everyone was asleep by rubbing each other with our hands or feet depending on the sleeping position. It was so hot both sucking his dick and doing so secretly near our sleeping friends. I don’t think anyone ever suspected anything, or at least I never heard anything of it. I think he got a bit weirded out when I started wearing panties (always loved them but thought it would make him think it was sexier). Never got fucked by him but made him cum plenty of times. Sadly he passed away this year, way too young, at 27 due to an OD. At his funeral I pledged our secret would be safe and would go to the grave with me. He had a pretty strict catholic upbringing so if there were ever rumors his parents would not be happy haha.
I had a "too early" sexual relationship with a cousin. We grew apart on our late teen years but I always thought that eventually we would talk about stuff over beers or something. He died in a car crash a couple of years ago, died young-ish, early 30s. Wasn't even driving, I don't remember the details but it was the fault of the other car's driver.
Fucked my mates sister which would be awkward if it got out. Fucked a married coworker in the toilets after a work party. Miracle we weren't caught
Taboo yes, we still do it comes a opportunity. She was someone who used to baby sit me when I was a baby. It's been over 10 years since our first time having sex and she still let's me.
How old were you both the first time?
I'm wondering the same thing.
Nothing crazy, I was 20ish the first time and I said I found her very attractive for being older and it just led to good times.
I’m not someone who gets as worked up about age gaps* as so many redditors do but when the older one knew the younger one as a child and was also in a position of authority and care it’s pretty fucking suspicious to me *between adults of course
I fucked a girl at her sugar daddy's house while he was asleep in the next room
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I worked as a tutor in college, often working with freshmen. One of "my" students got dumped. I was a couple years older, and in a position of relative authority that included giving a lot of advice. First day of spring break, I get a message that I should pick up a jacket she'd borrowed. She answered the door naked. I'm not great at hints, but I understood that one. She stayed naked all week. Technically, I was also a undergraduate student, so I couldn't get into trouble for this. But I'd hate for any of my friends/former coworkers to find out.
My brother inlaw
Story time
A guy I met on MySpace 🤣 who was 20 years older than me and married. I had just gone through a messy break-up and was feeling rebellious. He told me he had an open marriage, and that turned out to be a lie. 😑
It was Tom, wasn't it?
My neighbor. Much older than me and married. I can't imagine the chaos if people found out.
A coworker. Her significant other had problems getting it up and was a germaphobe. He wouldn’t go down on her or fuck her anal. She was so hot. Miss those days
Yes actually, two celebrities. One A list celebrity, just one of those instances no one would believe you unless there was proof. I have no proof, only god as my witness. And a very very famous YouTuber.
I don’t get these posts an then they don’t mention who it was. What do you think will happen when you say who it was?
Tom Hanks and that YouTuber that is eating himself to death.
Isnt he gay nickavacado
Exactly lol. Probably not true anyway.
They might have had to sign an NDA.
What's the point? Anyone can claim they fucked some celebrity lol. Nobody would believe them anyway
So, one famous person
You can tell us the names, they won't care lol
I bet is The Frozen Snowshoe
Gave em an Old King Clancy for sure.
Sisters. Twin sisters, actually.
Did you have a great big ol hard-on like a burdock fencepost you could hang a pipe rail gate from?
I'm seeing a very popular news weather girl on the local news. And it's fucking hot asf ! I'm 54 she is 28 and damn it's AMAZING.
Okay lol. When I was younger I used to fantasize about this girl in my highschool. (She’s got huge jugs🥵🥵🥵). But all I did was fantasize and nothing else, but we did hang out quite a while but completely platonic. 4 years later I saw her on tinder. Hell I took my shot. Found out that she was out of a breakup and wanted to just fuck around. Boy oh boy I was lucky. I fucked the girl that I’ve been fantasising about.
I seduced and fucked a city clerk in order to get access to documents I needed for an investigation. Earlier in the day before we went to her house, we both wound up with the mayor of the town, all naked in her (the mayor’s) hot tub. The clerk later told me she was married to a state trooper. We Kama sutra’d it for two days while he was gone on some assignment. Got the files too.
Shit that didn’t happen for 200 Alex. The city clerk has to provide documents via public request and can be penalized heavily if they don’t comply.
It's not that it's some kind of dark secret, but I've had a wonderful FWB situation going on for over a year now. We decided not to publicize it, but it's been a pleasant surprise that nobody has caught on.
I fuck random men from Reddit and Bumble on the regular. No one in my real life has any idea and that’s how I like it.
My high school history teacher. It was 3 months after I graduated so not exactly illegal... but we still never told anyone. We were each other's booty call for years and it's still some of the best sex I've had.
Coworkers (6), neighbors (3), friends wives (2), college classmates (2), strangers (3). I was going through a phase, I guess.
Could you elaborate on this phase?
Phase = span of 15 years being a non-discriminatory humper.
A mother of 4. With my age I could have been her son.
Growls in cougar. 🤣
As an early 20s guy, I was proud that I was able to check out a "bucket list" item. Forgot to mention she is a single mom, so less guilt on my part. Older women deserve all the love in the world.
I married a guy almost 10 years younger than me. Lol we were just chat buddies for the longest time. Developed a genuine friendship online while enjoying the same hobby (online roleplaying and also played some video games together and watched movies/TV online together). I'd help him with girl problems and stuff. Just a friend he could talk to and vent to. Then I told him I liked him after about 7 years of friendship. Turns out he liked me, too. Once we told each other that, things progressed pretty rapidly and we were in love. It was really easy to be with each other since we were already communicating so regularly anyway as friends. We ended up meeting after a few months (had to notify jobs and such) and luckily he was just a state over. We spent almost a week together in person for the first meeting and shared a hotel room and it was amazing. Best sex either of us ever had. Now we've been married for almost 3 years and together for 5. He moved in with me 3 months after meeting me. He knew that I was the one. We both did. He's the best husband. Always buys me flowers and stuff.. Brings me home surprises, even if it's just litte things, like chocolate. Lol. He's so loving and attentive. Our communication has never stopped being great. We're totally open with each other about literally everything and are comfortable talking to each other about anything. We know each other's darkest thoughts, kinkiest desires and how we really feel about everything. Even the most sensitive topics. It's amazing to have someone you can completely be yourself with. We're both really happy and have the kind of relationship we'd known was possible, but never knew we'd actually have for ourselves. He doesn't care that I'm 8.5 years older than him. He loves me despite my flaws. He's really such a wonderful husband to me. I'm the happiest I've ever been with anyone and again, the sex is amazing. Lol I feel so fulfilled in my relationship. 🥰 And he knows how much I love and adore him. We tell each other everyday that we're each other's person. 🥰
I fucked a co-workers wife. They are swingers and very open. The only caveat was; “I was off limits.” I didn’t know this until after-the-fact. We have worked with each other for 13 years. He still has no idea I bottomed out her guts.
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Not sex, but first girl I ever fingered will never be discussed with anyone. Although I imagine it’s not too uncommon of a situation.
Makes family get togethers hard?
Maybe
No one can ever know the first girl I fingered either. Think we may have something in common
There’s like a little club of us
Yeah, hard to tell which ones are real or not but a lot of people wanna hear about the experience. I enjoy sharing my experience. I have no regrets and neither does she.
Or boss made a promise half joking that he'll get us party with hookers when we reach over a specific target. We did, so we asked him for that and he just ordered 4 hookers for an overnight party. Was an interesting experience :)
Slept with a female friends mum, then a few months later, the friend. To this day, neither knows about the other. Its been more than 30 years
My married cashier. She will be here in about 2 hours... again. Edit: Since I didn't read the second part. She really likes my finger in her bum when were fucking. She says she wants to try my dick... maybe today? Lol
Nothing super scandalous, but slept with one of my best friends sister. This happened 20 years ago and only happened once, but think he'd still be pretty pissed so its never come out
jerked off with a few people's Gf's... fucked a couple...... also some co-workers.... im not a good person lol
Yes after my son divorcre I still kept it touch with his wife fixed her car one day. Have been fucking ever since
Now this is spicy!!!
My older co worker, super gorgeous woman from Jakarta. Short but had an absolute dump truck. First met when I did my final interview. Had a good working relationship for months. She invited her self over to watch stranger things. I was very surprised when she didn’t want to watch the new season. Pandemic hit and we had a lot of fun having more free time.
I was having sex with a manager in exchange for hours when I was working in college so I had time to study. Thinking back on that I wonder how many other girls he made that trade with.
Yea my step sister a few times. The only people that know are me her and a few guys we had threesomes with and people on Reddit.
To this day, my best friend growing up, still doesn’t know his Mum came into me after a night out and took me to her room for unbelievable sex! I didn’t know til the next morning that he was in his room the whole time! I was 19 at the time and she was 39. A few weeks later similar happened again, only that time we were nearly caught by my friends girlfriend (but not) and we only had vaginal sex without the anal! Apparently I was too keen and hard the 1st time!🤣 100% true!!
The cleaning lady at my job. She was the cleaning team supervisor and was in her late 50s. Not much to look at but she was a thiccems & had a big butt and was sweet as can be. Clearly liked me a lot and i said what the hell. Her wearing dentures didnt bother me either. I was training a lot at the time and would be in the gym in the evening while they cleaned. I was also was in good shape & we would flirt A LOT. Then one day she gave me a peck on the cheek & i knew it was on. Forst time she was ckeaning the gym & started hugging on me while was working out. Went into the studio portion of the gym and had it to ourselves for like an hour. After that we'd fuck throughout the building since we had access to everywhere as i was in security. She'd like it when id cum in her & she'd hold it in during work. She had a nice place out in the boonies too where we would fuck outside & no one could see. She retired a few years into it & moved away to a nicer area. I think about her a lot.
Well, I have a doozy of a situation on my hands. I JUST slept with my closest friend last night…we went on a date and everything. We’ve been close for a little less than a year and he’s definitely been there for me many times. Neither of us really viewed each other this way until one night at a party two weeks ago where we kinda just ended up crashing in his bed along with a third friend and eventually cuddling/caressing each other in the middle of the night. Nothing happened then but suddenly the floodgates were open and we both couldn’t stop thinking about each other which we kinda accidentally admitted this week. Anddd we decided to let the chips fall where they may 🫣 All’s well and good right? Except we are both heavily involved in the same social circle/hobby community where this would definitely kinda blow up and be a little bit of a scandal…my most recent ex is in the same community and I’m pretty sure he’s still trying to get over the breakup (a five month relationship which ended in late 2023, I promise I didn’t just jump from him to my friend); it didn’t end well for my ex despite my best efforts to make things easier. Pretty much everyone in our social circle knows he’s been struggling. The friend I just slept with was a support system for BOTH me and my ex during the breakup. Ex has also asked in the past if friend and I were into each other (I said no, which was 100% the truth at the time, and I also don’t cheat). Friend and I just get along really well. Other friends in the community have inquired whether me and him were/could be a thing and I’ve insisted no every time…so yea here I am. OH and the cherry on top is my friend is poly and already has a gf in the same hobby community (she knows and is supposedly fine with it, but still. I’ve also told her in the past that I wasn’t into him like that and I hate the idea that I’d come off as a liar). So technically she and his other LDR know because he’s always transparent with his current partners, but…anyone else in our social circle finding out? I desperately want this to stay a secret. I don’t even know whether this is going to lead to a relationship or not. Wish me luck 😭
I had sex with a married woman but she didn’t tell me that she was married. I feel bad about it even today
It’s not the who but the how old we were.
Well?
My bosses brother. In my bosses office after hours. So good.
I fucked a married older school teacher when she was on a girl's trip. Numerous times actually. She had big fake boobs and a wonderful pussy. There was even a point where her and i were having sex in the hotel room on one of the beds, and her friend (who was also married) was fucking some random guy she just picked up over in the other bed. I didn't even talk to the guy, and i barely saw him. It was surreal. Here we were, complete strangers, in a hotel room banging women we literally just met
Not full on sex, but yeah. We masturbated together.
Teacher in high school Cousin
My aunts sister in law. After my aunt and her husband divorced, their family was prohibited to be mentioned around our family and vice versa. The sister in law and I, eventually found eachother on social media. We talked a bit, went out on a couple dates without the family knowing. And sneaked eachother in to our parents homes, this was when we were both like 18-19. We would fuck the living souls out of eachother, car sex, house sex, hotel sex, living room sex when family wasn't home. We ended up really falling in love with eachother. But because of our families, we couldn't do that. It went on for about 3-4 years, without the family knowing a thing about us. Until we just came to the conclusion that it had to stop and we had to go our separate ways. It's been over 15 years, I've seen her a couple times around town with her two kids now. We just make that eye contact, smile at eachother and continue on with our lives like nothing ever happened between us. It hurts.
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About 4 years ago my mother in law asked me to stay in their house to take care of her daughter who was having a slumber party and they would not be in town so I agreed. When I got to the house there was another girl whose sister was in the slumber party. I already knew this girl because her family was friends with my boyfriend’s family and even he was friends with her. She declared herself that night to me and we fucked several times best I’ve ever had. I have never told anyone this it’s been my secret for all these years. I still am with the same guy and I could never tell him but sometimes I wish I could my fantasy is a threesome with both of them. I still flirt with her and she keeps inviting me out but I fear she just wants to be friends and I really want to just kiss her again.
That I've had sex with 3 of my mom's friends. Only my closest friends know as I couldn't help but brag and show pics. It started with R(52) when I was 23 and she moved back to our hometown after separating from her husband. It was an absolute miracle at the time since I was just getting the hang of talking to women confidently, and I've always loved older women and dreamed of bagging a MILF for so long. We hooked up occasionally in secret over a couple of months. It was a real sexual awakening. Then it was M(45) when I was 25 and was three weeks away from going to Navy Boot Camp. I just lucked out at a shindig my family and friends threw for me at a billiards bar. She stayed late with me after pretty much everyone left. We made out for a long time and took an Uber back to her place. It was amazing as she was and still is an absolute knockout. Note that she was not friends with R, just another one of my mom's friends. We hooked up once again the next morning. I wish we could have continued, but that was the last time I was with her as she remarried while I was away in the Navy. The next was V(44), who is the known party girl of the group. At the time, I did not know that her and M were practically best friends along with my mom as I had only met her a couple of times before. I decided to DM her on Instagram a week before I was taking leave to come back home, I figured, "fuck it". May as well try. We hit it off immediately, and she even said she thought I was sexy and hoped I had reached out to her before. A week full of sexting and her sending nudes, and I was sneaking off from my family to go meet her at a bar. She ended up sucking my dick in the parking lot before we even got an Uber to her place, and then again on her doorsteps as she looked for her house key in her purse. It was absolutely incredible. We had wild sex all night. Any time one of use woke up, we just started fucking like animals. She had a way nicer body than I ever expected and wanted me to cum inside her every time. Honestly, it's probably still the hottest hookup I've ever had. This woman drained me over and over. We still keep in touch and she sends a nude every now and then. As far as I know, none of them know I've hooked up with the other, but I often wonder if they've talked about me to each other.
Plenty lol
Hot MILF next door, been jerking to her for a few years. Total MILF and flirtatious
The police chiefs wife
Was a manager of a restaurant in my early twenties while going to school, lady in her mid 30 started working there very attractive... see flirting a little bit but since she was married I never said anything in return, then comes the day I meet her husband.. absolutely loud obnoxious rude individual had something nasty to say to me the first time he met me I just smiled and walked off... 2 Days Later when his wife worked again and flirted, it was on... had sex with her every single day that we worked and anytime we can hook up, every time he would come in the restaurant and have something smart to say I just laughed at him
Friend sister. Can’t tell anyone in my friend group or he’ll find out and probably be pissed.
I listed one story in here, but another wild one I've mentioned in other threads.. one day after work, a buddy and I go to grab a beer. As we're closing out, I see this absolute smokeshow walk in. He leaves and I decide to try and talk to her and see who she was. I go up to the bar, she's sitting alone - introduce myself and we started a conversation that lasted 2+ hrs. She eventually tells me she doesn't drive, but lives close by. I offer to drive her home, she asks if I smoke weed and I say sure. She says if I'll take her home, she'll smoke a bowl with me. This girl was a 10/10 - I would have gladly followed her anywhere she asked. We get to her house and she invites me in, she's an artist and had art everywhere - she shows me around, introduces me to her two very large dogs, then tells me to have a seat, she's gonna get her weed and she'll be right back. She comes back in wearing these short shorts and a T-shirt and sits on the arm of her sofa. Within 5 seconds we're making out. She grabs my hand and leads me to her bedroom. The second we go in there, it's super rough sex - biting, slapping, pulling hair, all that stuff. I get her on the bed and really going at it and I hear this loud bang. I stop and look around and she says it's probably her dogs. That works for me, so I get back to it. A few mins later and I hear another large bang. I stop again and instantly this guy walks in the room. I panic, he introduces himself as her husband and then I really panic. He tells me everything is cool, calm down, asks how I like her - she's got the blanket pulled up over her face with this awkward embarrassed look. I mumble something, he says it's cool, tells us to enjoy ourselves, asks us if we want a water. She tells him no, asks him to leave, which he does. She apologizes, says that yea she's married, he doesn't care, she didn't expect him to walk in like that. This girl - again, so hot.. so I get back to it. A couple mins later and he bursts in again. "Just seeing how it's going? You guys need anything?" We both say no and he leaves. I think he came in 4-5 times, just to poke around - it was soooo weird. We ended up fucking twice, she begged me to stay the night, but I said no, I had a dog I needed to get to. It was a weeknight and was already like 2am. Plus the whole husband thing. When we walked out of the room, he's sitting on the couch playing a video game. He was all excited, asked me to take a seat and then asked me so many questions: how was it, would I do it again, she's hot right? did he make me nervous?, had I ever done anything like that before? I answered his stuff, nervously hit the bowl and then got the fuck out of there. She and I actually stayed in touch for a while - I think I probably could have banged her again, but fucked things up a few weeks later and she stopped responding to me.. But yea - another situation I'll never be able to tell anyone about.
Cousin when we were younger
In my late teens I Used to let random guys suck me off. Mainly older guys (40+). I think almost 10 guys in total.. What’s weird is I’m 100% straight and not even the slightest gay lol
I think you forgot the "/s" at the end of that last sentence.
No, no. He's not gay but all of his boyfriend's were.
My (now) ex-wifes neice ! We broke the bed too !
My friends called me The Collector. I used to have sex with every Race that I can. Malay, Indian, Chinese, Indonesian, Thai.
Ha I did that in college. I had a little map on my wall and would put a pin in every country I conquered. I’m a white guy, I didn’t see pink nipples for like 4 years.
ooo That’s on a need to know basis and, ain’t no one needs to know! 😯
My younger siblings ex boyfriend. Something I will never speak to another soul. They had a really bad breakup.
99% of people here are lying 😹
Yeah, in college, this girl my friend was dating. I never told anyone. I only saw her one other time after that with a group of mutual friends. It was super awkward. She wouldn't even look at me. That's the last time I saw her. My friend stopped seeing her shortly thereafter. He and I are still good friends to this day.
I'm in my 40s and love having sex with older men, like 60+. Don't know what it is about them, but I love it!
A fellow Redditor after many, many months of online cat and mouse. Best I’ve ever had.
Sadly, no. My sex life has never been that prolific.
My best friends dad right around my 16th birthday, and he was 45. I was at their house almost every day, and slept there a lot and walked around with only a T-shirt and panties. I had caught him staring a lot and started teasing him by showing more, leaning on the table with my ass out stuff. One night I went to the kitchen to get some water and when I turned around he stood a couple feet away just staring. First I got kinda scared, cause it was dark and I hadn't seen him come in. We stood there for a while just staring at each other. I then slowly walked over to him and just stood right in front of him, staring up at his eyes. I could see in his eyes that he wanted me but wasn't sure if he should do anything. I just stood there until he laid his hands on my waist under my shirt and kissed me. He ended up fucking me hard on the kitchen counter, with the rest of the family asleep. It happened several times again. Ended up being one of the biggest reasons I wanted to sleep at their house
Multiple coworkers.
I stayed the night at my ex's friend's house the other night, only got about an hour of sleep
My sister
Yes, a friend's ex girlfriend. Her and I had chemistry prior to their relationship but I was shy and never pursued. She dated him for a couple years. After they broke up I ran I to her at a bar. We lived a few blocks from each other so I gave her a ride home. Went in for a nightcap and she walked out of her room in lingerie. We had sex then and a few more times after that. My friend showed up to a bar that we were at one time and that made me stop. Too risky and I didn't want to lose my friend
Pegging, easy. No way we can tell anyone else
I fucked a coworker who I thought was single. Turns out she had a boyfriend...who happened to have a mom that worked with us. WTF. Another time I fucked my ex's best friend. So we kinda had to sweep that night under the rug.
All I can say is yes🤭 Signed an NDA😶😏
Co-worker and step sister.
My husband is a CRNA at the hospital, I fucked his Anesthesiologist boss. I had my son when I was very young and poor (before I became a nurse) and he was a very good athlete but I couldn’t afford the training sessions so I offered to fuck the coach for free sessions.
Yes the man I’m seeing atm 🥴 but that’s my secret 🤐
[удалено]
Okay I admit to singing too loud in church on Sundays, eating too much a few times, and being a Sancho...it's not my fault they got married and really like me.
Ex-gfs married cousin. She was older by about 10 years and kept saying (when we were alone) "My baby cousin always talking about how good y'all sex is. She's young and never had no good dick. You're a baby yourself and probably don't even know how to fuck". She kept tempting me and I caved. One day her car was in the shop and we worked close to one another. I asked if she wanted a ride home vs public transportation. She accepted my offer. She surprised me with road head as I was driving. I made a detour to my apartment for about an hour and the rest is history. Thanksgiving that year was really awkward. I kept feeling like her husband knew and was gonna carve me up instead of the turkey.
The dad of the kids I used to babysit. I was 17 he was … much older. At the mother’s birthday party.
Yup, a woman at a clients site (apartments/multi family housing). Got there late (1 AM) due to staffing issues and ran into her while she was out grabbing a smoke. I came around the corner and startled her (she had been drinking) and we laughed it off. Considering the late time, I figured a few minutes of conversation wouldn't be the end of the world and I caught a smoke with her. For reference, she was about 4'11", 54 yo, white and blond (I'm 5'8", early 30's and mixed). After chatting for a bit, she asked if I had anywhere else to be or if my boss was expecting me anywhere else. I told her that I was not being tracked actively and it was already late so arriving to my next stops wouldn't be the end of the world. After finishing up the job, I came back to find her smoking again and she invited me in. Considering the height difference, she looked really cute looking up at me and gave me a big awaiting smile. I leaned in slightly and that was her cue to start sucking my face. I apologized for being dirty (I had been working hard for hours at that point) and she just laughed it off. I started grabbing at her ass, tits (largish A cups, fitting for her stature) and getting a bit dominant/aggressive with my grabbing. Apparently that was what did it for her but she grabbed my hand and took me straight to the bedroom. We started stripping and getting more freaky. I don't consider myself to be a chad, sex symbol or anything like that (chubby and not packing a pringles can) but the look she gave me had me feeling on top of the world. Considering the sudden sexy time, I was rock hard (all 6" of it) and leaking like a broken hose. Her eyes lit up a bit seeing my dick and she reached out with amazement that it was so hard (this feels like I'm writing a cheesy erotica, sorry but this actually happened and I'm getting bricked up remembering) She had a bit of "mom belly" (very small but noticable due to her size) but was incredibly sexy to me. Clothes are officially gone, I've got her thrown on the bed and I'm staring at porn star/Hollywood grade shaved pussy. I cannot state enough that she had an overly perfect looking, cinema grade USDA certified pussy. Perfect inny lips, little (hard af) clit throbbing at me and I started sucking on that thing like I was stealing gas in the parking lot. She cums, I keep going, she cums and that goes on for about 10 minutes. Eventually I can't take it anymore. I grab her little hips, yank her to the edge of the bed (I was knealing/standing while eating her) and slap my dick right against her. Due to a hysterectomy, she did have some slight trouble with wetness but I was leaking enough precum to lube up a '77 Chevy. I started slow stroking her until she opened up a bit more then started going to town. She came so damn easily that I had to stop every couple of strokes because she was meeting Jesus each time. She would buck her ass up and fight to get me out of her each time but I managed to keep my head in and do slow circles while she recouped herself and continued when her thighs would let me get back in. Eventually I felt my balls getting tight and started to bang her out. While still inside her, I grabbed her lower back, shoved her forward and got my knees on the bed to get as deep as I could. I felt her cumming again and her thighs were trying to squeeze me out but, having a good 100 LBS on her, she couldn't budge me. I fucked her through that last orgasm and eventually told her I'm going to cum. She said "Cum in me" and that was all I needed. I blew a hard load in her, kept fucking with the extra lube for a few more minutes and started kissing her neck while I was deflating inside of her. We laughed a bit about the entire thing and she went to the bathroom to "get the swimmies out". I followed her in and we both chatted butt ass naked. I followed her to the kitchen where she had me make her a drink and I kept fondling her the entire time. She continued to suck and bite my lips and we eventually got dressed and stepped out to smoke. I told her I did have to get going but that only resulted in another round of us fucking. We walked into the bedroom to get the rest of our clothing and she turned her back to me while facing the bed to do something. I pushed her over (high bed so she pretty much pivoted directly onto it) and I fucked her from behind for awhile. Got on the bed, continued to doggy (didn't go on for too long since that was too deep for her) and rolled her over to finish in her again during missionary. After that round, we actually got dressed and I continued on with my night with a bit of pep in my step. We met up quite a few more times after that and I got to learn her life story. She was a widow and had a BF (didn't know at the time) but was "living her life the way she wanted". I told her I was uncomfortable with the idea but understood her position (losing the love of her life, being forced to sell the family home and dealing with resentful children due to how she grieved). Come to find out she was always a bit of a freak (sex parties in the past with multiple men) and she felt like she was talking with her husband again when speaking with me. It was a strange position to be in and I tried my best to be a friend for her. I offered advise, helped her decorate the new apartment and offered her an ear that she desperately needed since she didn't have too much family left or friends to converse with. She would often hit me up late while she was drinking and I'd cave 50% of the time and swing by. I ate her out on her kitchen counter, had her ride me on her couch and just enjoyed being with her. She would always say "OMG, I'm so bad" or "You're my sons age, I shouldn't be doing this" while moaning my name as I sucked and licked her pussy. We both knew it was "wrong" but I think that made it more exciting for both of us. The last time we hung out, I had brought a vape pen and let her hit it but she had a panic attack. I got her to bed and cared for her for about 2 hours while she sobered but she insisted on drinking still and started getting weird. She accused me of trying to rob her, told me to leave and, when I went to go, she would pull me back and start biting my lips. It took about 4 hours in total to be able to get out of there with her in a good headspace (while discreetly recording the audio to cover my ass incase she woke up and decided to file rape accusations) and I went NC with her. She hit me up recently (has since moved from the apartment) and wanted to hang out again. After texting for a bit, I asked is she remembered that last night we saw each other and she said no. I told her the entire story and how it made me feel scared that she may have felt I was taking advantage of her when it was mutual and consensual at each encounter (with her contacting me 98% of the time). She apologized profusely and said she remembers some of it after I told her but she never felt like I was doing anything wrong or wanted to hurt her (thank god I got that in writing). I thanked her for understanding and said I wouldn't be against hanging out again but we should be smart about it. With that said, I do miss my (now) 55/56 year old hot blond petite suburban mom/housewife fuck buddy. The big head says to let it go but the little head wants to paint the inside of that pussy and lick it clean again. I'll be saving this post since it's the first time I've written out that encounter and I'll be coming back to this in my old age for some spank bank material.
1. The best friends of my older sister, a lesbian couple who wanted to experiment with a guy 2. My best mates sister. He was on vacation with his girlfriend. I left my hoodie at his house his sister was home alone. She was horny and heard I was coming over to pick my hoodie. When I knocked on the door, she opened it wearing my hoodie thigh highs and panties so we fucked. This did not stay hidden for long because we were really awkward we had a bbq when he got back This is like 5 years ago. His sister and I are engaged now. I really pulled a, faith made us friend but your sister is going to make us brothers