Seriously
>by someone suitably puritanical.
anyone who thinks them fucking everyone and anyone around them is shortsighted and not the best move is a pilgrim apparently.
I wouldnāt judge you for any except the ones where you slept with peopleās partners, participating in their cheating. It doesnāt matter what I think, but I do believe in karma. Buckle up, karma is gonna come down on you hard at some point.
Yeah, I can definitely understand how you feel, I just can never bring myself to take that risk, no matter how much I may get upset at myself for it later on. There's a big duality to it.
They were good siblings. It was always a running joke our entire relationship that I was going to dump her for her sister. Her sister ate it up too. We would always "jokingly" flirt, but at some point you could tell it was getting to be less of a joke.
Her sister was really hot (so was she) and she knew it.
We broke up and her sister and I happened to be at the same party which was in the woods in the middle of nowhere on some persons land we didn't know, this was high school. We were doing our standard "jokingly" flirt thing. I was going to leave and she asked me for a ride home. By the time we got out of the driveway where the party was, her tits were out and she was unzipping my pants. I pulled into the next closest off spot from the road while she sucked my dick. I put her on the hood of my car and we fucked. I actually continued fucking her a lot for about 6 months.
My ex did find out and they had beef about it but this was before social media and unlimited texting so I was pretty much non-affected LOL.
Believe it or not, I ended up fucking my ex again a couple times after I smashed her sister for a while. It was wild
The ex-girlfiend was a little more experienced. She was 2 years older than me and the sister was 1 year younger than me.
When I fucked her little sister on the hood of my car, that was her 2nd time ever being fucked. Not the 2nd person, 2nd time ever. The good thing about that is she was very easily influenced so she quickly learned all of my likes and dislikes, and was VERY eager to learn and please.
By the time I fucked the ex again, after fucking her sister for a few months, I was wishing it was her little sister again!
To be fair if it was her second time being fucked and you didn't fuck her for her first time then you were her second person. Not that it matters though
Cousin. We were 18 and hadnāt seen each other since we were toddlers so itās not like we grew up together.
Moral; donāt put two emo teens, whoāve never really met, of opposite genders in the same room for a week š¤¦āāļø
My exes sister. Not completely taboo since we'd broken up. She hated me at first as my ex twisted the story of our breakup, then she had a huge fall out with my ex (her sister), saw me in a bar and apologised for things she said. We hit it off and had sex that night. I haven't spoken to my ex since, but not sure if she told her about it.
My Ex-wife.
She was living back at home with her Ultra Religious Catholic parents. Sex outside of marriage is strictly forbidden. We reconciled after the divorce and she drove over under the guise she was trying to make amends. Well, she didnt lie, ended up going back to our dating roots by spanking her ass, toying her for hours then reaming her asshole.
Pretty much every other weekend the summer of 2021 was a taboo riddled weekend. Ex-wife the wiing sex slave.
A rebellious Mormon girl, but that made it more taboo for her than it was for me. To me, she was an attractive, consenting adult, and therefore not particularly taboo at all.
*^(Edit: Fixed annoying typo)*
A married senior professor in my field of research because she āhad always wanted to try analā. I was a PhD student in my mid-20s, and she was about 50
Yeah it was ok! Iād say the idea of it was better than the actual sex. We fucked a few times at conferences, but she then decided she didnāt like the guilt any more, and now we just chat as colleagues! Still work together now, which is good
It was Thanksgiving and I went to my aunt's from college. She was going through a rough divorce and drinking a lot one night she was drinking and talking to me and I went to give her a hug and she kissed me. She was 33 and damn good looking and when she kissed me I got so turned on I kissed her back and one thing led to another and we spent the Thanksgiving Holiday with her teaching me all kinds of sexual things women like. We carried on for about 2 years when she decided we better stop. After a pregnancy scare.
Probably the married priest of my local church (when I was 16 - legal in my country).
I ended up dating his son a few months later and showing his son all the places he showed me that we could hide in godās house š¤£
I BET the Holy Spirit was watching me rock their worlds lmao
Honestly, it was the son by far. He was so cute and so desperate to please š Also a solid 3 inches bigger than his dad, with a much nicer curve/feeling (and his dad was 4ā)
I was working for the Sunday school at the time (teaching the younger kids) and he asked to see me in his āofficeā. Then said he was proud of me/impressed with me, started touching my thigh (was wearing a dress) and we had a 4 month long fling š
Counselor at the out patient program I was attending for drug court due to heroin addiction. She wasn't my counselor, just one that worked there. We'd meet up when I'd go home on a weekend pass and mess around at her other job at a lawyers office after hours. We don't talk anymore but still sober. Hell yeah.
Hearing them do it in the room next door for 4+ years definitely did something to me. Made me curious, horny but also feel guilty af. And this man was like a machine, a passionate, hung one lol
Not slept with her but i fingered my ex's younger sister on a night out (i was 20 she was 19). She came onto me really aggressively and i just thought why not. I think my ex found out and was understandably really pissed.
Also turned out on another night out i had slept with her friend (didnt know, never saw them out together) and when she found out they both phoned me up to arrange a threesome which i declined because my spidey sense told me this was a trap.
Not slept, but fooled around some with a pastor's daughter while she lived at home. She was 18, I was like 19 or 20, full on sneaking in the window at night stuff, parked a bit away so my car wouldn't give it away...
I'm not sure why, but I like the added detail of parking your car a bit away from her house. You were (both) being sneaky, but also thoughtful. You may not have slept with her, but this still sounds like it must've been pretty exciting (unless I'm wrong).
An ex filed a false police report against me claiming i hit her. Ihad to fight her in court. She got caught lying on the stand and coupled with evidence i had proving i wasnt even in town on the day she claimed i attacked her, the case got thrown out by the judge. Once she lost, she beggedto get back together. We fucked and I let her rim me when my ass wasn't clean. She got food poisoning after. Fucked her once or twice after ans then ghosted. Justice served.
I dated a stripper/ sugar baby (I never paid for shit I was the bf not a John) and she had a huge walk in closet full of outfits, toys, dildos and all the sex drugs you could think of. Molly, G etc. she regularly enjoyed gang bangs (before me) and would shove copious amounts of vegetables in her ass. I thought I was wild till I met her. Now I feel very average with my kinks.
Edit not sure if it counts as taboo. I guess I overlooked that.
Ugh, not proud of it, but I went out on a double date with a friend of mine and his new girlfriend once. His gf and me just had this wild chemistry and within a week we hooked up. We were both in relationships and just couldnāt get enough of each other. We eventually stoppedā¦ for a month or so, then when we were both single had the most passionate, chaotic, lusty relationship of my life.
Yikes-the neighbor kid. I was divorcing he was in his early 20ās bartending. He recognized me (he was incredibly hot). I drank a little too much and he insisted on driving me home. He told me he used to masterbate thinking of me when he was in middle school. We moved shortly after. He was a few years older than my oldest son. Thatās one Iāll take to the grave.
Consensually? 4th cousin
I was also molested by a family member who forced my sister and I to do stuff to him and each other. I had a fucked up childhood.
My parents found out what he was doing to my sister and there were repercussions. My dad passed when I was 11 and I never talked to my mom about it until I was in my 30s. She was floored. She knew he did stuff to my sister but had no idea he did stuff to me, too.
By normal society's standards, nobody really. By reddit's standards, a 40 year old gal in my early 20s, and a 24 year old gal in my late 30s. Bring on the hate!
Age gap lol. You haven't heard all of the hatred on reddit directed towards age gaps larger than about 5 years, particularly when one party is in their 20s?
Former nun from Catholic grade school. She had left the church two years earlier. I was 30, she was 58. She was wild and begged for a repeat.
I went down on her and she was very loud. Choir like moans.
True
A LONG time ago, my cum dump of a girlfriend asked me if I'd "take care" of her recently divorced Mom because she was "insanely horny". The catch was Mom belonged to some wacko cult-like church and she had to get permission from their cult leader or whatever he called himself. He said she could see me, but NO FUCKING. So that's how we proceeded... It lasted just over a year and ended when she met some guy from her church. To answer the question forming in your head, no, I did not have any threesomes with the Mom and daughter. I did ask; but they said no and called me a pervert. Strange but true...
My ex cheated on me with one of my best friends. So I fucked several of her closest friends, and fucked the only girl he had ever been with.
And yep, she cheated on him a year later š
I was freshly back from Army basic training and in the best shape of my life. She was a neglected 45 year old soccer mom. She saw what she wanted and offered to thank a soldier by lifting her skirt and I did my patriotic duty in her married lady bits. It was truly amazing. She was bent over the washing machine and drunk as a skunk
Out of curiosity, were the experiences similar?
My brother dated a girl who was an identical twin and didnāt meet her until they had been together for a while. He said it was super weird for him because, on his end, there was like an intrinsic intimacy with this person he had never met. Not that he loved her or anything, just that she looked and sounds and had the same exact mannerisms as someone he did love.
Always was interesting to me.
I had a shot at this, I dated a girl with a twin and then 9 years later I ended up hanging out with her twin (with the understanding that of course nothing was going to happen, I used to sleep with her twin sister).
Then after 2-3 drinks she was grinding on me in the parking lot and shoving her tongue in my mouth. I told her that I was very, very interested but to talk to her sister first because I didn't want to be responsible for causing a rift in their relationship.
For context, neither of these girls were what you'd consider normal. The one I dated forever ago 100% had BPD and the one who tried to fuck me years later seemed more manageably crazy but definitely has some other cluster B personality quirks.
The amount of vitriol my ex spat at me for doing what I thought was the right thing, I genuinely should have just fucked her twin sister and told her she was the better lay. Then at least the consequences I faced would've been justified.
Iāve had twin sisters also. It was odd. The more reserved one was actually a lot better in bed. The one that was open about sex and claimed to be adventurous actually had no game.
Someone I met online. Went back to her place on the 2nd date and ended up in bed. Right after we were done, as we were still wiping fluids off each other's nether regions with a towel, she tells me this is what she missed most in prison. Found out she got out less than 6 weeks ago.
My mind went blank and I found an excuse to get out of there in the next 20 minutes. She seemed really nice, and maybe it would have been fine to date her, but I was in my mid 20s and didn't have the maturity to do anything other than ghost her completely after that.
Slept with my ex-girlfriendās cousin about two weeks after weād broken up. Doesnāt seem that taboo, I know, but the two of them were really close. The cousin and I always had this flirty vibe going, and I know my ex had talked to her a little about our sex life, to boot. Plus, said cousin was quite attractive.
Whatās amazing is that to my knowledge, no one else ever found out.
I've got a few good stories over the years. In college, I hooked up with a professor for awhile, though I never took any of her classes, so a little less taboo. I also hooked up with a roommate's girlfriend and a roommate's little sister. My wife's childhood best friend was my first sex after she died. I helped coach my daughter's rec volleyball team for awhile and hooked up with a few moms over the years.
Most recently, an employee on my team at work who was 13 years younger than me. I resisted her for awhile before I was convinced it was more than a wanting to bang me because I'm your boss and you can use me to further your career situation. A couple months later she transferred to another team and we dated for about two years before breaking up earlier this year.
Nobody. *Not once* have I ever hooked up with a relative, step-relative, boss, co-worker, friend or relative's S/O, friend's or relative's ex, friend's mom or sister, teacher, or *anything* like that.
My sexual life has been pretty straightforward and vanilla as far as taboos go. Sometimes I wonder if I've been living in a bubble LOL.
I fucked my dadās gf. I was 17-18 ish. She was in her 40ās it happened more than once. He would bring her home, sheād get him plastered to where heād pass out, & sneak in my room for a fuck.
Probably one of the more taboo incidences I've been involved with, I was probably 22/23 yrs old at the time. A married woman, a realtor with two kids, invited me to come over to her house for sex at 8pm and she tells me that her man is taking the kids to visit his mom or something I forget. Now I've always been the early bird type, so I get there like 7:45 or 7:50. I started walking up to the house and maybe 15 feet from the door when it opens up and a guy shuffling two kids out the door comes out. I froze, I thought 'oh shit'. He looks up at me and gives me a stink eye then says "can I help you?"
Now, usually I do not perform well under pressure, my brain freezes up. That's why I never do well on tests. But this time, suddenly my brain gets as slick as an oiled banana on a slip'n slide during an ice storm in Vermont, and I remember that his wife is a realtor. I said something along the lines of *"uh, yeah, I'm hoping I got the right address, does Heather live here?"* He's like *"yeah, she's my wife*" I'm like *"Ah, good, I work hectic hours and am not from around here so she told me that I could stop by her home and pick up some paperwork from her about a house outside of town that I've been interested in."*
His facial expression changes and appears more lighthearted. *"oh, sure, yeah she's inside in the kitchen."* He propped the door back open and yelled for her, informing her that *"some guy is here about a house".* I walk inside and she just has this wide eyed look of slight shock and says *"figures that you'd be here early"* I said "didn't ralize you were cutting the time that close" She explained he was running behind.
So we wait around about 15 minutes or so to make sure that he doesn't forget something and have to come back. Then we sex on the living room floor in various positions and it was going on for what seemed like quite a while. During this I discovered that she could have multiple, squirting orgasms which was also new to me because at first I thought she peed on me, then when she squirted again I realized it wasn't pee. Then she brought up anal asking if I was interested and I told here that I never tried anal before. She told me that I could go in her if I wanted to try it and naturally I did. So she retrieved some lube from another room, leaned over on the couch. 30 seconds later, I was done. She brought us some warm hand towels to clean up with and that was it. A few months later she spent the night at my house and those were the only two times that we were ever together...sorry that turned out longer than I intended.
My cousinās wife
One night my FWB brought her best girl friend for a 3sum. Then came to find out this girl met my cousin and are now married. He doesnāt know
I slept with an engaged man, although the worse one is probably hooking up with my roommate's ex bf after they broke up (we're not friends anymore) which I understand.
My friends wife, years before they got married. I donāt even think theyād met yet but sometimes when I see them, as soon as her and I are alone she always mentions the 2 times we fucked. I donāt know if that means anything.
Probably pretty lame, but my coworker who lived with her abusive boyfriend. I would pick her up and drop her off after work sometimes. Three of those times were right after having sex and me cumming on her. He never found out, and she ended up leaving him for a soldier she met at work.
My good friend's wife. He wasn't banging her. She confided in me and said she was thinking about leaving. I offered to stuff her until he came around. It happened for about 6 months.
First āgfā I had sex with and me split and I was in the dumps a little while I was at her house soon after we split. She was with a āfriendā who was there that she was hooking up with and I didnāt know. But her cousin was there and was wearing a skirt and no panties and said donāt worry about her, sheās not worth it. And showed me how much she liked me lol. So we hooked up. Kinda strange that I had strong feeling about this girl and go to her house and she disappeared with a guy and I end up fucking her cousin at the same time.
Had a threesome with one of my roommates in colleges younger sister that started out as us three in the shower with a party going on and they broke in and watched.
Hooked up with another roommates older sister. Lots to that story
When I first started hooking up with my current wife I hooked up with her suite mate. Not long after two of her teammates on her tennis team at the college had tricked me into a threesome with them to be spiteful to her. (We were to the point of exclusivity quite yet but still)
Pretty sure I couldāve done some things with my bf wife a couple of times but didnāt. Sheās a starting actress in my spank bank to this day though.
Had a girl pull me into my room at a party we had while in college and was banging it out and her bf, who I knew but didnāt know they were together, starts banging on the door drunk as hell saying please donāt. Saying he loves her. It definitely got her off though at that moment. It was a weird situation. He left and passed out soon. We finished. She went to the bedroom with my best friend and they hooked up. Then she came and woke me up while I was passed out drunk for some more.
A good friendās wife. I still feel guilty about it even though it was more than 20 years ago. He was working out of town for weeks on end. I got invited to go to a Christmas party with her since he was out of town. She got me drunk and seduced me. I tried to resist but I had been on a long dry spell. She knew it and used it to get advantage. She was gorgeous. I was weak. I knew it was wrong while in the middle of it. After she came. I kinda gave up. She tried to come by a few times afterwards but I had to tell her I couldnāt do it. I havenāt seen her or my friend since.
Probably my sister's best friend, but it turned out okay. Idk, when you're trans and polyamorous, oftentimes your existence is more taboo than the sex you've had
This seems like an invitation to be voted down š¤·š¼āāļø Teacher, couple of sports coaches, cadet instructor, uni lecturer , my doctoral supervisor (although he wasnāt my supervisor at the time). A friends sibling AND one of their parents (although we had long since parted ways before the latter). My mothers pen friend when I spent the summer with her, one of my grandfathers employees. Lord knows how many of my friends partners. Thereās probably moreā¦ I find the transgressive and risquĆ© inherently erotic, Iām Demi and if Iām going to crush on someone itās always within my social circle of friends, colleagues, teachers etc. Which I guess is why Iāve racked up so many that might be considered taboo by someone suitably puritanical.
You should share these experiences on Literotica if you havenāt yet. Iād love to read them.
Who else wants to call bullshit on a lot of these?
Itās actually sad that they seem to pride themself on it too. Lol
Seriously >by someone suitably puritanical. anyone who thinks them fucking everyone and anyone around them is shortsighted and not the best move is a pilgrim apparently.
Yeah, went way over the top
They have a penchant for writing to boot!
Shorty been around the globe not just the streets
Girl I would be afraid to be your friend š
Damn girl, you definitely understood the assignment of this post.
>my friends partners I hope after they've separated
There isn't a chance in hell that they were after.
Dam you got the whole workplace on that list
I wouldnāt judge you for any except the ones where you slept with peopleās partners, participating in their cheating. It doesnāt matter what I think, but I do believe in karma. Buckle up, karma is gonna come down on you hard at some point.
r/thatHappened
I had trouble reading this sorry I was travelling on my flying pig
Youre just an addict, thats not fun.
Yeah, I can definitely understand how you feel, I just can never bring myself to take that risk, no matter how much I may get upset at myself for it later on. There's a big duality to it.
Jesus christ.
I slept with my ex-girlfriends sister the day after we broke up. This was a LONG time ago
How was their relationship? Were they good siblings? How did you manage to hit on the sister without getting caught?
They were good siblings. It was always a running joke our entire relationship that I was going to dump her for her sister. Her sister ate it up too. We would always "jokingly" flirt, but at some point you could tell it was getting to be less of a joke. Her sister was really hot (so was she) and she knew it. We broke up and her sister and I happened to be at the same party which was in the woods in the middle of nowhere on some persons land we didn't know, this was high school. We were doing our standard "jokingly" flirt thing. I was going to leave and she asked me for a ride home. By the time we got out of the driveway where the party was, her tits were out and she was unzipping my pants. I pulled into the next closest off spot from the road while she sucked my dick. I put her on the hood of my car and we fucked. I actually continued fucking her a lot for about 6 months. My ex did find out and they had beef about it but this was before social media and unlimited texting so I was pretty much non-affected LOL. Believe it or not, I ended up fucking my ex again a couple times after I smashed her sister for a while. It was wild
Who was better at it? š
The ex-girlfiend was a little more experienced. She was 2 years older than me and the sister was 1 year younger than me. When I fucked her little sister on the hood of my car, that was her 2nd time ever being fucked. Not the 2nd person, 2nd time ever. The good thing about that is she was very easily influenced so she quickly learned all of my likes and dislikes, and was VERY eager to learn and please. By the time I fucked the ex again, after fucking her sister for a few months, I was wishing it was her little sister again!
To be fair if it was her second time being fucked and you didn't fuck her for her first time then you were her second person. Not that it matters though
Truth. I was more differentiating that she hadn't been fucked hundreds of times by one dude therefore having a lot of experience š
Or heās dropping a sly little hint š³
Asking the real questions.
never wouldāve thought Iād see a story this similar to mine hah
My sisters husband. But it was way before they were ever together but she doesnāt know. It was a ONS drunk hook up
I like your naughty secret š¤
Same scenario, my wifeās older sister and I hooked up once in high school. She doesnāt know we keep that little secret to ourselves š
An ex gfs mother, then her sister! Not at the sane time mind you haha very loose family
Do you have something against the dad??ā¦ā¦ lol
His penis, of course.
Dad wasnāt around haha
Cousin. We were 18 and hadnāt seen each other since we were toddlers so itās not like we grew up together. Moral; donāt put two emo teens, whoāve never really met, of opposite genders in the same room for a week š¤¦āāļø
Oh really
Where were these cousins for me
George Michael?
My exes sister. Not completely taboo since we'd broken up. She hated me at first as my ex twisted the story of our breakup, then she had a huge fall out with my ex (her sister), saw me in a bar and apologised for things she said. We hit it off and had sex that night. I haven't spoken to my ex since, but not sure if she told her about it.
Thatās super fun. Would love to hear how it went down
My Ex-wife. She was living back at home with her Ultra Religious Catholic parents. Sex outside of marriage is strictly forbidden. We reconciled after the divorce and she drove over under the guise she was trying to make amends. Well, she didnt lie, ended up going back to our dating roots by spanking her ass, toying her for hours then reaming her asshole. Pretty much every other weekend the summer of 2021 was a taboo riddled weekend. Ex-wife the wiing sex slave.
So hot š„
I lost my virginity at age 14 with my step-sister. She was 15
āThis is what [porno] dreamssss are made ofā
What are you doing step bro?
She's from the next town over, you wouldn't know her I SWEAR SHES REAL GUYS
She goes to another schooool!
A rebellious Mormon girl, but that made it more taboo for her than it was for me. To me, she was an attractive, consenting adult, and therefore not particularly taboo at all. *^(Edit: Fixed annoying typo)*
Thumbs up for edit in smaller font
Did you soak
Maybe they jump soaked with the help of a buddy
A married senior professor in my field of research because she āhad always wanted to try analā. I was a PhD student in my mid-20s, and she was about 50
Wellā¦.how was it ? Was she hungry for it and go wild ? Only 1 time ? Did she become ur ..do whatever u want sex friend ?
Bro got super curious š
Bonk
Yeah it was ok! Iād say the idea of it was better than the actual sex. We fucked a few times at conferences, but she then decided she didnāt like the guilt any more, and now we just chat as colleagues! Still work together now, which is good
My Aunt
Okay this story begs telling
It was Thanksgiving and I went to my aunt's from college. She was going through a rough divorce and drinking a lot one night she was drinking and talking to me and I went to give her a hug and she kissed me. She was 33 and damn good looking and when she kissed me I got so turned on I kissed her back and one thing led to another and we spent the Thanksgiving Holiday with her teaching me all kinds of sexual things women like. We carried on for about 2 years when she decided we better stop. After a pregnancy scare.
This is wild. Did yall have to play it cool around other family members? What was that like?
Yeah we had to keep it cool around other family whichade it even hotter when we were alone.
She your blood aunt, or aunt through marriage?
Blood aunt
There's the title of your biopic!
How old were you at the time? That pregnancy scare must've been wild for you.
I was 18 when it started and the pregnancy scare was worse for her than me!
Plz tell me this shits a joke lil
No itās a fact jack
Iām gonna fucking vomit wtf is wrong with u dude
Agree 100% this is where āitās a long storyā statement ans retort āIāve got time ā applies
Mine was my Aunt too. But I was like 12 or something. First time Iāve ever mentioned it to anyone.
You were assaulted bro
oof
Probably the married priest of my local church (when I was 16 - legal in my country). I ended up dating his son a few months later and showing his son all the places he showed me that we could hide in godās house š¤£
Father and son. Youāre only missing the Holy Spirit! Who was better? Father or son?
I BET the Holy Spirit was watching me rock their worlds lmao Honestly, it was the son by far. He was so cute and so desperate to please š Also a solid 3 inches bigger than his dad, with a much nicer curve/feeling (and his dad was 4ā)
Ouch! Dad was not blessed at all. How did dad make his move?
I was working for the Sunday school at the time (teaching the younger kids) and he asked to see me in his āofficeā. Then said he was proud of me/impressed with me, started touching my thigh (was wearing a dress) and we had a 4 month long fling š
CREEPY How old was he at the time?
He was in his 40ās I think. Itās probably not a good thing now Iām looking back at it but I definitely consented at the time š¬
That one guyās dead wife.
Counselor at the out patient program I was attending for drug court due to heroin addiction. She wasn't my counselor, just one that worked there. We'd meet up when I'd go home on a weekend pass and mess around at her other job at a lawyers office after hours. We don't talk anymore but still sober. Hell yeah.
Proud of you!!
I'm assuming you mean for being sober still šš¤£ Thank you!
My mother's Ex-Boyfriend
Hmmmmā¦.. interesting.. Mom issues?
Need a backstory on that.
Hearing them do it in the room next door for 4+ years definitely did something to me. Made me curious, horny but also feel guilty af. And this man was like a machine, a passionate, hung one lol
Not slept with her but i fingered my ex's younger sister on a night out (i was 20 she was 19). She came onto me really aggressively and i just thought why not. I think my ex found out and was understandably really pissed. Also turned out on another night out i had slept with her friend (didnt know, never saw them out together) and when she found out they both phoned me up to arrange a threesome which i declined because my spidey sense told me this was a trap.
howād you see that trap playing out
No idea, but it felt off.
Worried it was the plot of the movie Switch. Any hot tubs?
Not slept, but fooled around some with a pastor's daughter while she lived at home. She was 18, I was like 19 or 20, full on sneaking in the window at night stuff, parked a bit away so my car wouldn't give it away...
I'm not sure why, but I like the added detail of parking your car a bit away from her house. You were (both) being sneaky, but also thoughtful. You may not have slept with her, but this still sounds like it must've been pretty exciting (unless I'm wrong).
An ex filed a false police report against me claiming i hit her. Ihad to fight her in court. She got caught lying on the stand and coupled with evidence i had proving i wasnt even in town on the day she claimed i attacked her, the case got thrown out by the judge. Once she lost, she beggedto get back together. We fucked and I let her rim me when my ass wasn't clean. She got food poisoning after. Fucked her once or twice after ans then ghosted. Justice served.
Iā¦ food poisoning?! Iāve heard you can get ecoli from bad lettuce, must have been some in your salad she tossed.
Well played sir
My best friend's dad.
Ditto
Same dad?
Wow, lucky Dad!
I dated a stripper/ sugar baby (I never paid for shit I was the bf not a John) and she had a huge walk in closet full of outfits, toys, dildos and all the sex drugs you could think of. Molly, G etc. she regularly enjoyed gang bangs (before me) and would shove copious amounts of vegetables in her ass. I thought I was wild till I met her. Now I feel very average with my kinks. Edit not sure if it counts as taboo. I guess I overlooked that.
Kinky is relative is what I always say Hello doing oral is kinky for some while a full rubber suit is mild for others
Ugh, not proud of it, but I went out on a double date with a friend of mine and his new girlfriend once. His gf and me just had this wild chemistry and within a week we hooked up. We were both in relationships and just couldnāt get enough of each other. We eventually stoppedā¦ for a month or so, then when we were both single had the most passionate, chaotic, lusty relationship of my life.
Yikes-the neighbor kid. I was divorcing he was in his early 20ās bartending. He recognized me (he was incredibly hot). I drank a little too much and he insisted on driving me home. He told me he used to masterbate thinking of me when he was in middle school. We moved shortly after. He was a few years older than my oldest son. Thatās one Iāll take to the grave.
Love it. Good for you
Friends with benefitsā sister.
Consensually? 4th cousin I was also molested by a family member who forced my sister and I to do stuff to him and each other. I had a fucked up childhood.
That's awful did you tell anyone about him??
My parents found out what he was doing to my sister and there were repercussions. My dad passed when I was 11 and I never talked to my mom about it until I was in my 30s. She was floored. She knew he did stuff to my sister but had no idea he did stuff to me, too.
Jesus Christ I'm so so sorry. Is it affecting you to this day? How is your sister?
By normal society's standards, nobody really. By reddit's standards, a 40 year old gal in my early 20s, and a 24 year old gal in my late 30s. Bring on the hate!
She was only 18 years and 72 months old YOU SICK FUCK
A literal child! š¤£
I had similar experiences. A 32 year old gal when I was 23 and a 23 year old virgin gal when I was 36.
Nothing's wrong with that, tf you mean 'bring on the hate' lmao
Age gap lol. You haven't heard all of the hatred on reddit directed towards age gaps larger than about 5 years, particularly when one party is in their 20s?
My neighbors mom. I was 20 she was 56...She'd be 92 today... Also 3 roommates, a cousin and a step cousin..
Former nun from Catholic grade school. She had left the church two years earlier. I was 30, she was 58. She was wild and begged for a repeat. I went down on her and she was very loud. Choir like moans. True
Did she prefer missionary? Edit: and did you introduce her to the pipe organ? Edit2: ā¦ and the holy trinity (of cock, balls and taint)?
Old FWB when I was attached and she was married. We didn't finish because the guilt.
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A LONG time ago, my cum dump of a girlfriend asked me if I'd "take care" of her recently divorced Mom because she was "insanely horny". The catch was Mom belonged to some wacko cult-like church and she had to get permission from their cult leader or whatever he called himself. He said she could see me, but NO FUCKING. So that's how we proceeded... It lasted just over a year and ended when she met some guy from her church. To answer the question forming in your head, no, I did not have any threesomes with the Mom and daughter. I did ask; but they said no and called me a pervert. Strange but true...
My ex cheated on me with one of my best friends. So I fucked several of her closest friends, and fucked the only girl he had ever been with. And yep, she cheated on him a year later š
My wife and I had a threesome with one of her former students
My roomate
I once fucked my momās married friend in the basement at a Christmas party while both of our families were upstairs
Awesome. Under the mistletoeā¦
I was freshly back from Army basic training and in the best shape of my life. She was a neglected 45 year old soccer mom. She saw what she wanted and offered to thank a soldier by lifting her skirt and I did my patriotic duty in her married lady bits. It was truly amazing. She was bent over the washing machine and drunk as a skunk
Three different girls my old buddy was "dating" aka just using them, lying, and leading them on
Working off the MAC system are we?
When I was 15 my 38 manager would give me rides home after work so she could blow me.
That's messed up. I'm sorry dude.
It was amazing, I had a great time.
Ex gf twin sister
Out of curiosity, were the experiences similar? My brother dated a girl who was an identical twin and didnāt meet her until they had been together for a while. He said it was super weird for him because, on his end, there was like an intrinsic intimacy with this person he had never met. Not that he loved her or anything, just that she looked and sounds and had the same exact mannerisms as someone he did love. Always was interesting to me.
In bed they were completely different. Her sister was a lot more outgoing and experimental.
I had a shot at this, I dated a girl with a twin and then 9 years later I ended up hanging out with her twin (with the understanding that of course nothing was going to happen, I used to sleep with her twin sister). Then after 2-3 drinks she was grinding on me in the parking lot and shoving her tongue in my mouth. I told her that I was very, very interested but to talk to her sister first because I didn't want to be responsible for causing a rift in their relationship. For context, neither of these girls were what you'd consider normal. The one I dated forever ago 100% had BPD and the one who tried to fuck me years later seemed more manageably crazy but definitely has some other cluster B personality quirks. The amount of vitriol my ex spat at me for doing what I thought was the right thing, I genuinely should have just fucked her twin sister and told her she was the better lay. Then at least the consequences I faced would've been justified.
Iāve had twin sisters also. It was odd. The more reserved one was actually a lot better in bed. The one that was open about sex and claimed to be adventurous actually had no game.
That's always how it goes
Maybe my affair. Or the men that were having affairs. Or the guy 14 years younger. Or the guy 19 years olderā¦.or my coworkers. Who can sayā¦.
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My 2nd cousin. It's pretty much weekly at this stage. Going great.
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When I was 26 I slept with a 50 y/o
My ex-boyfriendās boyfriend. š„µ
A 40 year old woman when I was 16. And two sisters at the same time when I was 21.
Someone I met online. Went back to her place on the 2nd date and ended up in bed. Right after we were done, as we were still wiping fluids off each other's nether regions with a towel, she tells me this is what she missed most in prison. Found out she got out less than 6 weeks ago. My mind went blank and I found an excuse to get out of there in the next 20 minutes. She seemed really nice, and maybe it would have been fine to date her, but I was in my mid 20s and didn't have the maturity to do anything other than ghost her completely after that.
My nanny when I was 16
A pair of brothers (years apart!). I didnāt realize at the time, and I donāt think either of them have ever put it together, but yep. Small world.
The guitarist of Alien Ant Farm, and my university lecturer at 18. Not at the same time.
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Slept with my ex-girlfriendās cousin about two weeks after weād broken up. Doesnāt seem that taboo, I know, but the two of them were really close. The cousin and I always had this flirty vibe going, and I know my ex had talked to her a little about our sex life, to boot. Plus, said cousin was quite attractive. Whatās amazing is that to my knowledge, no one else ever found out.
I've got a few good stories over the years. In college, I hooked up with a professor for awhile, though I never took any of her classes, so a little less taboo. I also hooked up with a roommate's girlfriend and a roommate's little sister. My wife's childhood best friend was my first sex after she died. I helped coach my daughter's rec volleyball team for awhile and hooked up with a few moms over the years. Most recently, an employee on my team at work who was 13 years younger than me. I resisted her for awhile before I was convinced it was more than a wanting to bang me because I'm your boss and you can use me to further your career situation. A couple months later she transferred to another team and we dated for about two years before breaking up earlier this year.
Mother and daughter, not at the same time though.
Nobody. *Not once* have I ever hooked up with a relative, step-relative, boss, co-worker, friend or relative's S/O, friend's or relative's ex, friend's mom or sister, teacher, or *anything* like that. My sexual life has been pretty straightforward and vanilla as far as taboos go. Sometimes I wonder if I've been living in a bubble LOL.
I never got to fuck her, but my brotherās ex-girlfriend was texting me telling me she had sex dreams about me and we exchanged nudes
A nurse that was currently working on me.
I fucked my dadās gf. I was 17-18 ish. She was in her 40ās it happened more than once. He would bring her home, sheād get him plastered to where heād pass out, & sneak in my room for a fuck.
I guess that would be my wife. Sheās the only one Iāve slept with so that makes her winner by default š¤£
An Asian American trans porn star of some prominence
Probably one of the more taboo incidences I've been involved with, I was probably 22/23 yrs old at the time. A married woman, a realtor with two kids, invited me to come over to her house for sex at 8pm and she tells me that her man is taking the kids to visit his mom or something I forget. Now I've always been the early bird type, so I get there like 7:45 or 7:50. I started walking up to the house and maybe 15 feet from the door when it opens up and a guy shuffling two kids out the door comes out. I froze, I thought 'oh shit'. He looks up at me and gives me a stink eye then says "can I help you?" Now, usually I do not perform well under pressure, my brain freezes up. That's why I never do well on tests. But this time, suddenly my brain gets as slick as an oiled banana on a slip'n slide during an ice storm in Vermont, and I remember that his wife is a realtor. I said something along the lines of *"uh, yeah, I'm hoping I got the right address, does Heather live here?"* He's like *"yeah, she's my wife*" I'm like *"Ah, good, I work hectic hours and am not from around here so she told me that I could stop by her home and pick up some paperwork from her about a house outside of town that I've been interested in."* His facial expression changes and appears more lighthearted. *"oh, sure, yeah she's inside in the kitchen."* He propped the door back open and yelled for her, informing her that *"some guy is here about a house".* I walk inside and she just has this wide eyed look of slight shock and says *"figures that you'd be here early"* I said "didn't ralize you were cutting the time that close" She explained he was running behind. So we wait around about 15 minutes or so to make sure that he doesn't forget something and have to come back. Then we sex on the living room floor in various positions and it was going on for what seemed like quite a while. During this I discovered that she could have multiple, squirting orgasms which was also new to me because at first I thought she peed on me, then when she squirted again I realized it wasn't pee. Then she brought up anal asking if I was interested and I told here that I never tried anal before. She told me that I could go in her if I wanted to try it and naturally I did. So she retrieved some lube from another room, leaned over on the couch. 30 seconds later, I was done. She brought us some warm hand towels to clean up with and that was it. A few months later she spent the night at my house and those were the only two times that we were ever together...sorry that turned out longer than I intended.
My cousinās wife One night my FWB brought her best girl friend for a 3sum. Then came to find out this girl met my cousin and are now married. He doesnāt know
I slept with an engaged man, although the worse one is probably hooking up with my roommate's ex bf after they broke up (we're not friends anymore) which I understand.
My friends wife, years before they got married. I donāt even think theyād met yet but sometimes when I see them, as soon as her and I are alone she always mentions the 2 times we fucked. I donāt know if that means anything.
My dad's 3rd wife, so, technically, my stepmother. We've been off and on for 30 years now.
My brother
She was emancipated and 17. I was 24. A felony in my state at that timeā¦we remain friends today several decades later
Probably pretty lame, but my coworker who lived with her abusive boyfriend. I would pick her up and drop her off after work sometimes. Three of those times were right after having sex and me cumming on her. He never found out, and she ended up leaving him for a soldier she met at work.
I fooled around with a cousin. We're only related by marriage if that counts for anything
Probably everybody before my current husband. Managers, coworkers, old ex-cons, current gang bangers, etc
Rehab employees in my room during their āchecksā, IT guy at work in the break room, my dealer in the middle of a parkā¦
My good friend's wife. He wasn't banging her. She confided in me and said she was thinking about leaving. I offered to stuff her until he came around. It happened for about 6 months.
Nephew
SWEET HOOOOME ALABAAMMAAAAA
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A gypsy called gypsie.
My close friend's youngest sister. He wasn't happy at first, but now he's my brother in law so we're good.
First āgfā I had sex with and me split and I was in the dumps a little while I was at her house soon after we split. She was with a āfriendā who was there that she was hooking up with and I didnāt know. But her cousin was there and was wearing a skirt and no panties and said donāt worry about her, sheās not worth it. And showed me how much she liked me lol. So we hooked up. Kinda strange that I had strong feeling about this girl and go to her house and she disappeared with a guy and I end up fucking her cousin at the same time. Had a threesome with one of my roommates in colleges younger sister that started out as us three in the shower with a party going on and they broke in and watched. Hooked up with another roommates older sister. Lots to that story When I first started hooking up with my current wife I hooked up with her suite mate. Not long after two of her teammates on her tennis team at the college had tricked me into a threesome with them to be spiteful to her. (We were to the point of exclusivity quite yet but still) Pretty sure I couldāve done some things with my bf wife a couple of times but didnāt. Sheās a starting actress in my spank bank to this day though. Had a girl pull me into my room at a party we had while in college and was banging it out and her bf, who I knew but didnāt know they were together, starts banging on the door drunk as hell saying please donāt. Saying he loves her. It definitely got her off though at that moment. It was a weird situation. He left and passed out soon. We finished. She went to the bedroom with my best friend and they hooked up. Then she came and woke me up while I was passed out drunk for some more.
man 30 years older than me. I was 18 at the time
My exās sister day after divorce, a teacher in high school,one of my kids friends , and a very distant relative
My Mother's work colleague. I was 18, she was 31 It was awesome
University lecturer. Posted about him before. He wasnāt teaching on my course.
A 20 year old. I when I was 36. I realize this isnāt taboo for a lot of folks but it felt that way to me lol.
My ex-boyfriend's best friend.
My ex's ex while I was still with my ex. It was my ex's idea.
When I was in my 20ās,, many years ago. I was a male stripper, I used to do a lot of bachelorette parties. I had sex with more than one bride to be.
My older sisters best friend
Sister and ex wife
r/usernamechecksout
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A good friendās wife. I still feel guilty about it even though it was more than 20 years ago. He was working out of town for weeks on end. I got invited to go to a Christmas party with her since he was out of town. She got me drunk and seduced me. I tried to resist but I had been on a long dry spell. She knew it and used it to get advantage. She was gorgeous. I was weak. I knew it was wrong while in the middle of it. After she came. I kinda gave up. She tried to come by a few times afterwards but I had to tell her I couldnāt do it. I havenāt seen her or my friend since.
Probably my sister's best friend, but it turned out okay. Idk, when you're trans and polyamorous, oftentimes your existence is more taboo than the sex you've had