Manager of a different department who worked at the same company. She was a hardass on all her crew members but I folded that filipina in half and had her seeing stars.
A chick from school , we hated each other but then she asked me if I wanted some weed , and I was like wtf, I went over and we fucked our brains out and several more times
My first college girlfriend. She was way out of my league. Gorgeous. Major politician’s daughter. Five years older than me at 18. Always had a string of the most eligible guys chasing her.
my all-time college crush. spent hours talking at a bar, just me and her. her friend came up asking if she wanted a ride home with her. crush said “no we’re gonna go back to my house”
my jaw dropped so low, it was a ridiculous move. so hot
Years ago I worked for a fairly high end mens formalwear clothier. Every year we at management level would fly to California for a few days of conferences. Also in attendance one year was the guy who did the voice over for our training videos. I’d never seen or met this guy and he had the most godawful monotonous voice ever, perfect for corporate training videos. The last night there was always a drink-fest, I caught glances with this really cute guy and started chatting, it turned out to be him. He took me back to his room. There wasn’t anything boring about what followed, and I never looked at training videos the same way again after that lol.
I can tell you a story. One day I was depressed so I was drinking 99 bananas straight all day. Well, out of the blue, this one girl I hooked up with before months ago and asked to come over.
Well, I lived in a gated community, so you have to answer the phone and let them in. I did that and proceeded to projectile vomit everywhere, including on myself.
I JUST let her in the community and I had 60 seconds to fix it. My roommate took my shirt off and pushed me in the bathroom to brush my teeth.
When she gets to the door, I answer without a shirt, a shit eating grin. Mouth all wet from drunkenly brushing my teeth. Vomit all over the walls and porn playing on the TV bc my friend just got a DVD and was checking it out.
Under normal circumstances, anybody would run from that. Instead, without a word, she grabs my hand and drags me into the bedroom and we banged for a couple of hours.
At one point, we were doing it doggy style and m6 drunk ass fell over hitting my head on the wall. Fortunately, I have a hard head and didn’t miss a beat lol.
Fucked a female cis porn star off of Grindr. Was looking for a couple to get with and found this profile looking for someone to fuck this guys wife. She was super bimbofied (if that’s the word you used to describe it) super large fake tits and ass, lip job all that you can ask for. They had kids so I fucked her in their van while he watched inside on a video feed. I know she did onlyfans cause she told me but she never disclosed her name for privacy so who knows if there’s just a video of me fucking a porn star in a van somewhere on the internet.
So, I’m african and live in a African country where the belief of witchcraft is very common and strong.
I had just turned 18 and was finishing high school, I met this girl who always wore black and seemed to be super shy. We became friends and ended up having sex in her place.
I was admired by the fact That she lived alone even tho she was just 1 year older than me.
When we finished the high school, we lost contact but I ended up being close to a girl that used to be her friend too, she told me that the reason she lived alone in the town was because she was accused of witchcraft by her family and forced to flee from her old town by death treaths…
When I found out, I ran to my grandma so she could give me a “purification singing ritual” just because kkkkkkk
I’m 22 now and I realize how pointless and dangerous most of these beliefs are, and even tho we haven’t been in touch since, I really hope she’s fine. Cause she seemed like a really nice girl.
A neighbor chick who’s boyfriend stormed off one day because for some reason he thought she’d been fucking me. Up to that day I’d never done anything more than exchange pleasantries in passing with her.
After he split she came over to apologize for his behavior (I had overheard the argument) and introduce herself. Next thing I know I’m waking up in her big soft bed after an all night romp.
My best friend’s mom. Happened one night while sleeping over when I was in my 20’s & she was in her 50’s. She had been divorced for a couple of years so she was getting kinda desperate & her sex drive way up at that time so she also started getting very aggressively flirty/horny when we were alone together. Me being easily turned on I couldn’t say no. She wasn’t my first but she definitely was one of the best I’ve hooked up with. She also looked great for her age too. She also had already been through menopause(didn’t need to worry about getting her pregnant) & both of us didn’t have any STDs so no condoms were needed which was awesome.
Older lady from rehab. Was 22 and she was 40 something… we dated for afew months until she got arrested again. Didn’t expect to find anyone in recovery
This hot manager at my company. She sat a couple of desks away from me, wasn’t on my team, but we’d made eye contact a couple of times. Anyway, I go out drinking with my friends one night and after I’m a few beers down, I head to the john to relieve myself. On the way back, guess who I see downing tequila shots at the bar. The liquor in my bloodstream emboldened me with the confidence to approach and greet her. She was pretty drunk too, because she sprung up and hugged me. She admitted that she was pretty depressed after this guy she was seeing just vanished into thin air. After talking for god knows how long, she says “btw I have this really good chinese wine back at my place. Wanna check it out?” We head back to her place and no sooner than the door is latched, do we start furiously making out and taking each other’s clothes off.
My bar manager from a stress shift at work, we closed up the bar late, had a drink, got chatting, one of us made a pass and the other basically was like “Oh wow, let’s go back to mine right now.”
My friend’s housemate’s friend who didn’t speak a word of English. I smiled at her during a houseparty then about 2 hours later she grabbed my hand and led me into the spare bedroom.
Girl I met on Craigslist. I was bored and responded to a post and she responded and had a photo, was pretty hot and honestly thought it was a fake post, turned out not to be the case. She ended up being super hot and was actually a model in town for a shoot. We met at her hotel and sat in the hot tub for a while before we hooked up. I actually asked her how I got to be the lucky one, I’m a bigger guy and maybe average looking, and she said that I wasn’t a dick in emails.
Met an extremely attractive woman at a park one day. Got to chatting. Developed a close friendship and connected. Fucked like rabbits for just over a year. Turns out she was a high end and exclusive escort and she had fallen for me. She’s happily married with two kids now and we’re still friends.
I am not an attractive guy, so having such an attractive woman find me in any way fuckable was astounding to me.
Gunna get roasted but here it goes.
My cousin . We were 17 meeting each other for the first time. I’m going to hell and yeah it’s messed up so no need to tell me that. But yeah it was pretty hot. We never spoke again after
Someone who I absolutely used to hate as a teen. A few years back when I was 26 I had sex with her after a party she attended (mutual friends thing) after not seeing her since high school. Next day we hungout for a bit and I was reminded that why I couldn’t stand her.
She had great tits though.
The “woman” in this clip is pretty much spot on how she is lol.
The wife of the then 6 times world kickboxing champion. In her car, outside a bar that he was in. I gave her a fake name, and for months after the kick boxer was asking around about my fake persona. About a year later I sat next to him at a press conference for a fight. I waved at his wife but she ignored me
We were out at a work function and she made a comment about her pubic hair in response to a joke about the curtains matching the carpet and I got interested.
I didn’t even do anything to pick her up, I just danced with her for a while and then told her I’d like to see sometime.
To which she pretty much said OK, let’s go. And about half an hour later was having what was the best sex of my life.
My wife. When I was like 13/14 I’d fantasize about sleeping with her. I thought she was so hot and I just wanted to build a life with her and make love to her. I asked her out at 17 or so and got shot down. Fast forward like 6 years, can’t forget about her, hit her up and ask her out again and she basically says fuck it, we date, she’s religious and sheltered so we don’t have sex for a long while. But we’re coming up to 2 year anniversary in July and I still can’t believe it. After we do the deed I still find myself looking at her and thinking “I can not believe I just had sex with (wife’s name)”
the person i lost my virginity with. people made fun of me for how conventionally unattractive she was when they found out who but in reality she was a pretty cool person, we had a similar personality and she was better in bed then a few other women ive met after but yeah i didnt stay for long. i hope she’s doing well
The 60 year old receptionist where I worked when I was 30. She was flirty and sorta milfy hot. I was stuck overnight in a hotel because of weather (I lived 70 miles from work), and she was at the downstairs bar. I’m a beer guy, but she insisted on buying shots of tequila, and the next thing I knew, she invited herself to my room. We had a blast with each other. She told me it had been 8 years since she had sex, and she orgasmed in literally seconds, and then multiple times all night. We both called in sick the next day and were like rabbits. I never slept with her again but she would give me a bj anytime we were safely alone for the next couple of years. I could fingerbang her to orgasm in just seconds and she would thank me over and over.
A girl who was sitting next to me on a plane. She was drawing and i watched 3 of the flight attendants comment on how beautiful the drawing was so i made a joke about the odds of another person walking by and saying the same thing. We chatted for a while and we happened to be flying to the same city, she lived there. As we were getting off the plane, i asked if she would want to show me around the city sometime and to my surprise she said yes! We hungout probably about a dozen times, had sex every time. We did not do it on the plane though.
Edit: no change just want to see how many redditors will make the same joke in my replies 🥱
Does oral count? My best friend new I was having a bad day and she said go home, relax and have a few beers. I said I don’t think that’s gonna cut it. She asked what I needed to feel better and I jokingly said “about 6 beers, 10 grand, and a blow job” or something like that. She said she could help with 2 of those things and about an hour later she showed up at my apartment with a 6 pack.
The coffee roaster filling in as a barista near my work. Couple years back, I would go in and get coffee before my shift every day and often times a second time on my 15. I knew everyone working there for a few months until they all quit within a few days of each other. The company sent one of their roasters to basically run the store, hire new people, and keep it afloat in the meantime. I was my normal friendly-but-introverted self with her, but didn’t realize she was slowly charging me less and less, and occasionally just giving me drinks. It wasn’t until she said “hey this is my last week as a barista here, what’s your insta?” that it clicked what was happening. Her first message to me was basically “I’m not usually this forward, but I’m poly and partnered. Let’s hang if you’re cool with that.” We hooked up for a month or so before life moved us apart from each other.
She is seriously the most attractive person I’ve ever seen. My absolute dream woman. Had the absolute biggest crush on her when I first met her in high school. Long story short, we ran into each other at college freshman orientation and have been together ever since. There are times, even today a quarter century later, that I still can’t believe we’re together.
A classmate came over to my dorm to study for an art-history test back in university. We hadn’t really had much to do with one another during class, but out of nowhere she asked me if I wanted to study together for an upcoming test. I agreed, and had invited her over to my dorm. Since it was a dorm, there wasn’t much space to study, so we were sitting together on my bed. She was sitting up with her back against the headboard, and I was half-laying on my side kind of curled up toward her so that we could see the same notes.
At some point she started to run her finger along the back edge of my earlobe (which is a big turn-on spot for me). I did not clue in at all though, and said something dumb like, “whoa, you probably shouldn’t tickle me there!” so she stopped and went back to studying. A few minutes later she starts with the slow finger rub on my ear again, so I thought maybe she didn’t realize what I was talking about, so I said, “Seriously, you really shouldn’t tickle me there. It’s a bit of a special spot, and if you keep doing that sort of thing, I may try to jump your bones!” So she stopped again, and we continued studying.
After a few more minutes, she starts up with ear again. I couldn’t believe that she wasn’t getting the message, so I turned to look up at her with the “I don’t know if I’ve made myself clear here” speech ready, but she cut me off by looking directly into my eyes and saying, “So, when are you going to make with the jumping of the bones?” … and the clueless-boy lightbulb finally lit up!
The Lowe’s employee that helped me find some deck screws. It was the first time a girl asked me out. Ended up just being fuck buddies for a year or so till I moved out of state. Best ass I’ve ever seen in person.
A coworker I never liked. We were forced to work together once. Turns out she is really nice to work with and talk to. One thing led to another and now we’ve been together for 13 years now.
I’ve had sex with one of my best friends who’s a lesbian multiple times over our 20+ year friendship. We both had fun and joked about it later. We’re still great friends and hang out often. I guess I know her well enough to know it is what it is. She told me my oral skills were on par with a lesbian. One of the best compliments I’ve ever received lol!
Oh boy, I think I have the perfect story for this. 21 years ago I was standing in my high school hallway and this girl walked by and time stopped. From that moment on when my friends were talking about the Christina Aguileras and Shakiras of the world, I’d talk about her. Okay, the perfect face, the biggest and most perfect tits and this tight runners ass, all on a 5ft 4 half Japanese frame.
Life goes on and we were nothing but Facebook acquaintances. She got married, I got married.
I got divorced, she got divorced.
I was high as fuck playing games in bed excited that I had the next 2 days off of work and a message came through from her. My genuine first thought was “oh shit she got hacked”…. Opened it anyways because that’s the dream girl. It wasn’t a hack, she was asking how I’ve been. Fast forward a few months and we are going on our first date and I’m so nervous… we end up in my bedroom and she sucks the soul out of me and bends over and tells me to fuck her… I slide in and think “holy fuck this isn’t real life” and then I go soft. Nerves have never killed me until that moment. I start panicking thinking she will never talk to me again. She laughs and we cuddle.
Next week, date #2…. The exact same fucking shit happens, now I’m certain it’s over. We cuddle again and I just can’t help but fall madly in love. She’s hilarious, loves video games and my music.
Following week is the 3rd date… we try again. SAME. FUCKING. SHIT. We collapse and I say sorry and she kisses me and then I tell her I love her. I’m not joking when I say the moment I said it I was immediately hard and we fucked for hours and it was the best sex of both of our lives at that point… she asks me to stay inside her forever.
We get married next week and she’s been texting me all day telling me I’ve earned the sloppiest blowjob of my life tonight.
Had the biggest crush on this girl in highschool, but we never had a conversation beyond random pleasantries since we were in completely different social groups. Fast forward a few years after graduation I was going to Australia for a while and a friend told me about this girl from our highschool who was apparently living there now. So I randomly hit her up on instagram seeing if she’d like to meet up at all. Ended up spending the entire month with her and we were hooking up pretty much the entire time
17 year old me would be so proud of 25 year old me
I slept with alicia silverstone… i was an extra in one of her movies in the late 90’s…. We met at the craft table. She twisted my nipple and for the duration of the shoot we flirted intensely… at the wrap up party she invited me back to her hotel room and we didnt leave it for 3 days. That was unexpected.
I was a nerdy 18 year old who had only been with one girl. A girl I had just graduated with started a tattoo apprenticeship and I commented on her Facebook post congratulating her. She randomly DMed me a few days later and asked if I wanted to maybe watch LOTR with her. Hell yeah I wanted to watch LOTR. So she came over to my place and before I realized what was happening we were making out. I just wanted to watch my favorite movie and instead had the best sex ever with an almost stranger. Situation ended up with me having a ferret, a urinary tract infection, and a bad tattoo in a noticeable spot
Girl from high school. She was considered one of the hottest girls in our school, easily. Unobtainable queen bee. Not in a mean way luckily she was actually super nice. Shortly after graduating, maybe a year or two, we ended up hanging out through a mutual friend. We found out we had a lot in common and we very quickly went from friends to friends with benefits for one amazing summer before parting ways amicably. That girl was my sexual awakening too. She was down to do anything, anytime, anywhere, with enthusiasm. I still look back on that time with great fondness and I hope she’s doing well.
Comments
My best friend.
Manager of a different department who worked at the same company. She was a hardass on all her crew members but I folded that filipina in half and had her seeing stars.
My friend’s mom.
Random dude from a hookup subreddit.
Classmate from college while we were playing crash bandicoot.
A chick that ended up working in the same building as me didn’t know it was even a thing till she wanted to grab “lunch”
A chick from school , we hated each other but then she asked me if I wanted some weed , and I was like wtf, I went over and we fucked our brains out and several more times
Unexpected? Shiiiit, my wife 3 weeks ago 😭
MY LEFT HAND…
My first college girlfriend. She was way out of my league. Gorgeous. Major politician’s daughter. Five years older than me at 18. Always had a string of the most eligible guys chasing her.
Not me but that one lady who hooked up with the new pope when they were like 20 probably has the best answer.
my all-time college crush. spent hours talking at a bar, just me and her. her friend came up asking if she wanted a ride home with her. crush said “no we’re gonna go back to my house”
my jaw dropped so low, it was a ridiculous move. so hot
A Latino mom of 4, who was 20 years older than me. Best sex I’ve ever had. But the life that went along with it was a bit loco for me.
Years ago I worked for a fairly high end mens formalwear clothier. Every year we at management level would fly to California for a few days of conferences. Also in attendance one year was the guy who did the voice over for our training videos. I’d never seen or met this guy and he had the most godawful monotonous voice ever, perfect for corporate training videos. The last night there was always a drink-fest, I caught glances with this really cute guy and started chatting, it turned out to be him. He took me back to his room. There wasn’t anything boring about what followed, and I never looked at training videos the same way again after that lol.
I can tell you a story. One day I was depressed so I was drinking 99 bananas straight all day. Well, out of the blue, this one girl I hooked up with before months ago and asked to come over.
Well, I lived in a gated community, so you have to answer the phone and let them in. I did that and proceeded to projectile vomit everywhere, including on myself.
I JUST let her in the community and I had 60 seconds to fix it. My roommate took my shirt off and pushed me in the bathroom to brush my teeth.
When she gets to the door, I answer without a shirt, a shit eating grin. Mouth all wet from drunkenly brushing my teeth. Vomit all over the walls and porn playing on the TV bc my friend just got a DVD and was checking it out.
Under normal circumstances, anybody would run from that. Instead, without a word, she grabs my hand and drags me into the bedroom and we banged for a couple of hours.
At one point, we were doing it doggy style and m6 drunk ass fell over hitting my head on the wall. Fortunately, I have a hard head and didn’t miss a beat lol.
A waitress after her shift ended. I had never met or even spoken to her prior to her serving me black coffee at like 11pm.
Fucked a female cis porn star off of Grindr. Was looking for a couple to get with and found this profile looking for someone to fuck this guys wife. She was super bimbofied (if that’s the word you used to describe it) super large fake tits and ass, lip job all that you can ask for. They had kids so I fucked her in their van while he watched inside on a video feed. I know she did onlyfans cause she told me but she never disclosed her name for privacy so who knows if there’s just a video of me fucking a porn star in a van somewhere on the internet.
A Witch…
So, I’m african and live in a African country where the belief of witchcraft is very common and strong.
I had just turned 18 and was finishing high school, I met this girl who always wore black and seemed to be super shy. We became friends and ended up having sex in her place.
I was admired by the fact That she lived alone even tho she was just 1 year older than me.
When we finished the high school, we lost contact but I ended up being close to a girl that used to be her friend too, she told me that the reason she lived alone in the town was because she was accused of witchcraft by her family and forced to flee from her old town by death treaths…
When I found out, I ran to my grandma so she could give me a “purification singing ritual” just because kkkkkkk
I’m 22 now and I realize how pointless and dangerous most of these beliefs are, and even tho we haven’t been in touch since, I really hope she’s fine. Cause she seemed like a really nice girl.
A neighbor chick who’s boyfriend stormed off one day because for some reason he thought she’d been fucking me. Up to that day I’d never done anything more than exchange pleasantries in passing with her.
After he split she came over to apologize for his behavior (I had overheard the argument) and introduce herself. Next thing I know I’m waking up in her big soft bed after an all night romp.
My son’s center supervisor at his preschool.. we are both female.
My friend’s twin sister
My best friend’s mom. Happened one night while sleeping over when I was in my 20’s & she was in her 50’s. She had been divorced for a couple of years so she was getting kinda desperate & her sex drive way up at that time so she also started getting very aggressively flirty/horny when we were alone together. Me being easily turned on I couldn’t say no. She wasn’t my first but she definitely was one of the best I’ve hooked up with. She also looked great for her age too. She also had already been through menopause(didn’t need to worry about getting her pregnant) & both of us didn’t have any STDs so no condoms were needed which was awesome.
A stripper in a hot tub, twice. Wife was involved the 2nd time.
Single dad I babysat for 🤷🏼♀️ He was 40, I was 24. I always had a HUGE crush on him but never thought it could happen
Older lady from rehab. Was 22 and she was 40 something… we dated for afew months until she got arrested again. Didn’t expect to find anyone in recovery
A squatter in my apartment building
My probation officer.
This hot manager at my company. She sat a couple of desks away from me, wasn’t on my team, but we’d made eye contact a couple of times. Anyway, I go out drinking with my friends one night and after I’m a few beers down, I head to the john to relieve myself. On the way back, guess who I see downing tequila shots at the bar. The liquor in my bloodstream emboldened me with the confidence to approach and greet her. She was pretty drunk too, because she sprung up and hugged me. She admitted that she was pretty depressed after this guy she was seeing just vanished into thin air. After talking for god knows how long, she says “btw I have this really good chinese wine back at my place. Wanna check it out?” We head back to her place and no sooner than the door is latched, do we start furiously making out and taking each other’s clothes off.
My bar manager from a stress shift at work, we closed up the bar late, had a drink, got chatting, one of us made a pass and the other basically was like “Oh wow, let’s go back to mine right now.”
Fuck me, what a night.
Sister in law. And yes, my wife knows.
My friend’s housemate’s friend who didn’t speak a word of English. I smiled at her during a houseparty then about 2 hours later she grabbed my hand and led me into the spare bedroom.
Girl I met on Craigslist. I was bored and responded to a post and she responded and had a photo, was pretty hot and honestly thought it was a fake post, turned out not to be the case. She ended up being super hot and was actually a model in town for a shoot. We met at her hotel and sat in the hot tub for a while before we hooked up. I actually asked her how I got to be the lucky one, I’m a bigger guy and maybe average looking, and she said that I wasn’t a dick in emails.
My best friend, who was also female. She gave me my first ever orgasm, and oh my God. Even though she’s married and everything… I wouldn’t say no.
Met an extremely attractive woman at a park one day. Got to chatting. Developed a close friendship and connected. Fucked like rabbits for just over a year. Turns out she was a high end and exclusive escort and she had fallen for me. She’s happily married with two kids now and we’re still friends.
I am not an attractive guy, so having such an attractive woman find me in any way fuckable was astounding to me.
I don’t know her name!
Decades ago, I was in a nightclub. It was near the end of the night and I was just sitting in the corner, drunk.
Some random chick sits down next to me. Next thing I now we’re making out. Barely a word exchanged.
A few minutes later the lights go up, it’s kicking out time.
We go round the back of the venue, things get steamy. We “do the deed”.
Afterwards she stumbles off one way, I go the other.
Never got her name. Nevr saw her again.
Definitely unexpected!
Ex girlfriend’s older sister after the break up. She came onto me and I went for it.
Gunna get roasted but here it goes.
My cousin . We were 17 meeting each other for the first time. I’m going to hell and yeah it’s messed up so no need to tell me that. But yeah it was pretty hot. We never spoke again after
Someone who I absolutely used to hate as a teen. A few years back when I was 26 I had sex with her after a party she attended (mutual friends thing) after not seeing her since high school. Next day we hungout for a bit and I was reminded that why I couldn’t stand her.
She had great tits though.
The “woman” in this clip is pretty much spot on how she is lol.
https://m.youtube.com/watch?v=qswjaM5yCro
I mean I fucked myself over pretty bad. Does that count?
Mothers best friend 🙋🏻♂️
My current gf. We’ve been on really shaky ground lately, and this morning at 6am she sent me a text saying only, “Sex?”.
Well ya, I folded on that one.
An onlyfans star. We had some playful banter. I joked about wanting to be a guest star if she ever did a fuck a fan video
6 months later I’m getting my dick sucked by a porn star in a hotel. Dreams do come true folks
The wife of the then 6 times world kickboxing champion. In her car, outside a bar that he was in. I gave her a fake name, and for months after the kick boxer was asking around about my fake persona. About a year later I sat next to him at a press conference for a fight. I waved at his wife but she ignored me
My wife.
We were at best acquainted work colleagues.
We were out at a work function and she made a comment about her pubic hair in response to a joke about the curtains matching the carpet and I got interested.
I didn’t even do anything to pick her up, I just danced with her for a while and then told her I’d like to see sometime.
To which she pretty much said OK, let’s go. And about half an hour later was having what was the best sex of my life.
We’ve now been together almost 20 years.
Me reading all the comments very deeply, thinking I’ve been too behind in this fucking world☹️
My wife. When I was like 13/14 I’d fantasize about sleeping with her. I thought she was so hot and I just wanted to build a life with her and make love to her. I asked her out at 17 or so and got shot down. Fast forward like 6 years, can’t forget about her, hit her up and ask her out again and she basically says fuck it, we date, she’s religious and sheltered so we don’t have sex for a long while. But we’re coming up to 2 year anniversary in July and I still can’t believe it. After we do the deed I still find myself looking at her and thinking “I can not believe I just had sex with (wife’s name)”
the person i lost my virginity with. people made fun of me for how conventionally unattractive she was when they found out who but in reality she was a pretty cool person, we had a similar personality and she was better in bed then a few other women ive met after but yeah i didnt stay for long. i hope she’s doing well
My fiance…. I didn’t see a real life crush ever coming true.
I understand how that sounds. But in my past relationships it was more a build up to love.
I straight up just crushed on her then we had a beautiful connection unexpectedly.
I love her so much.
The 60 year old receptionist where I worked when I was 30. She was flirty and sorta milfy hot. I was stuck overnight in a hotel because of weather (I lived 70 miles from work), and she was at the downstairs bar. I’m a beer guy, but she insisted on buying shots of tequila, and the next thing I knew, she invited herself to my room. We had a blast with each other. She told me it had been 8 years since she had sex, and she orgasmed in literally seconds, and then multiple times all night. We both called in sick the next day and were like rabbits. I never slept with her again but she would give me a bj anytime we were safely alone for the next couple of years. I could fingerbang her to orgasm in just seconds and she would thank me over and over.
A girl who was sitting next to me on a plane. She was drawing and i watched 3 of the flight attendants comment on how beautiful the drawing was so i made a joke about the odds of another person walking by and saying the same thing. We chatted for a while and we happened to be flying to the same city, she lived there. As we were getting off the plane, i asked if she would want to show me around the city sometime and to my surprise she said yes! We hungout probably about a dozen times, had sex every time. We did not do it on the plane though.
Edit: no change just want to see how many redditors will make the same joke in my replies 🥱
Does oral count? My best friend new I was having a bad day and she said go home, relax and have a few beers. I said I don’t think that’s gonna cut it. She asked what I needed to feel better and I jokingly said “about 6 beers, 10 grand, and a blow job” or something like that. She said she could help with 2 of those things and about an hour later she showed up at my apartment with a 6 pack.
The coffee roaster filling in as a barista near my work. Couple years back, I would go in and get coffee before my shift every day and often times a second time on my 15. I knew everyone working there for a few months until they all quit within a few days of each other. The company sent one of their roasters to basically run the store, hire new people, and keep it afloat in the meantime. I was my normal friendly-but-introverted self with her, but didn’t realize she was slowly charging me less and less, and occasionally just giving me drinks. It wasn’t until she said “hey this is my last week as a barista here, what’s your insta?” that it clicked what was happening. Her first message to me was basically “I’m not usually this forward, but I’m poly and partnered. Let’s hang if you’re cool with that.” We hooked up for a month or so before life moved us apart from each other.
An Olympic medalist a few months after she won. I had no idea until the morning after.
My wife.
She is seriously the most attractive person I’ve ever seen. My absolute dream woman. Had the absolute biggest crush on her when I first met her in high school. Long story short, we ran into each other at college freshman orientation and have been together ever since. There are times, even today a quarter century later, that I still can’t believe we’re together.
A classmate came over to my dorm to study for an art-history test back in university. We hadn’t really had much to do with one another during class, but out of nowhere she asked me if I wanted to study together for an upcoming test. I agreed, and had invited her over to my dorm. Since it was a dorm, there wasn’t much space to study, so we were sitting together on my bed. She was sitting up with her back against the headboard, and I was half-laying on my side kind of curled up toward her so that we could see the same notes.
At some point she started to run her finger along the back edge of my earlobe (which is a big turn-on spot for me). I did not clue in at all though, and said something dumb like, “whoa, you probably shouldn’t tickle me there!” so she stopped and went back to studying. A few minutes later she starts with the slow finger rub on my ear again, so I thought maybe she didn’t realize what I was talking about, so I said, “Seriously, you really shouldn’t tickle me there. It’s a bit of a special spot, and if you keep doing that sort of thing, I may try to jump your bones!” So she stopped again, and we continued studying.
After a few more minutes, she starts up with ear again. I couldn’t believe that she wasn’t getting the message, so I turned to look up at her with the “I don’t know if I’ve made myself clear here” speech ready, but she cut me off by looking directly into my eyes and saying, “So, when are you going to make with the jumping of the bones?” … and the clueless-boy lightbulb finally lit up!
This chick in a bar. Way too hot for me. We’ve been married for 29 years, 2 kids.
The Lowe’s employee that helped me find some deck screws. It was the first time a girl asked me out. Ended up just being fuck buddies for a year or so till I moved out of state. Best ass I’ve ever seen in person.
A coworker I never liked. We were forced to work together once. Turns out she is really nice to work with and talk to. One thing led to another and now we’ve been together for 13 years now.
I’ve had sex with one of my best friends who’s a lesbian multiple times over our 20+ year friendship. We both had fun and joked about it later. We’re still great friends and hang out often. I guess I know her well enough to know it is what it is. She told me my oral skills were on par with a lesbian. One of the best compliments I’ve ever received lol!
Oh boy, I think I have the perfect story for this. 21 years ago I was standing in my high school hallway and this girl walked by and time stopped. From that moment on when my friends were talking about the Christina Aguileras and Shakiras of the world, I’d talk about her. Okay, the perfect face, the biggest and most perfect tits and this tight runners ass, all on a 5ft 4 half Japanese frame.
Life goes on and we were nothing but Facebook acquaintances. She got married, I got married.
I got divorced, she got divorced.
I was high as fuck playing games in bed excited that I had the next 2 days off of work and a message came through from her. My genuine first thought was “oh shit she got hacked”…. Opened it anyways because that’s the dream girl. It wasn’t a hack, she was asking how I’ve been. Fast forward a few months and we are going on our first date and I’m so nervous… we end up in my bedroom and she sucks the soul out of me and bends over and tells me to fuck her… I slide in and think “holy fuck this isn’t real life” and then I go soft. Nerves have never killed me until that moment. I start panicking thinking she will never talk to me again. She laughs and we cuddle.
Next week, date #2…. The exact same fucking shit happens, now I’m certain it’s over. We cuddle again and I just can’t help but fall madly in love. She’s hilarious, loves video games and my music.
Following week is the 3rd date… we try again. SAME. FUCKING. SHIT. We collapse and I say sorry and she kisses me and then I tell her I love her. I’m not joking when I say the moment I said it I was immediately hard and we fucked for hours and it was the best sex of both of our lives at that point… she asks me to stay inside her forever.
We get married next week and she’s been texting me all day telling me I’ve earned the sloppiest blowjob of my life tonight.
Had the biggest crush on this girl in highschool, but we never had a conversation beyond random pleasantries since we were in completely different social groups. Fast forward a few years after graduation I was going to Australia for a while and a friend told me about this girl from our highschool who was apparently living there now. So I randomly hit her up on instagram seeing if she’d like to meet up at all. Ended up spending the entire month with her and we were hooking up pretty much the entire time
17 year old me would be so proud of 25 year old me
I slept with alicia silverstone… i was an extra in one of her movies in the late 90’s…. We met at the craft table. She twisted my nipple and for the duration of the shoot we flirted intensely… at the wrap up party she invited me back to her hotel room and we didnt leave it for 3 days. That was unexpected.
I was a nerdy 18 year old who had only been with one girl. A girl I had just graduated with started a tattoo apprenticeship and I commented on her Facebook post congratulating her. She randomly DMed me a few days later and asked if I wanted to maybe watch LOTR with her. Hell yeah I wanted to watch LOTR. So she came over to my place and before I realized what was happening we were making out. I just wanted to watch my favorite movie and instead had the best sex ever with an almost stranger. Situation ended up with me having a ferret, a urinary tract infection, and a bad tattoo in a noticeable spot
Girl from high school. She was considered one of the hottest girls in our school, easily. Unobtainable queen bee. Not in a mean way luckily she was actually super nice. Shortly after graduating, maybe a year or two, we ended up hanging out through a mutual friend. We found out we had a lot in common and we very quickly went from friends to friends with benefits for one amazing summer before parting ways amicably. That girl was my sexual awakening too. She was down to do anything, anytime, anywhere, with enthusiasm. I still look back on that time with great fondness and I hope she’s doing well.
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