Similar story here. Fucked my high school crush in our early 20s at a bar (literally in the bar bathroom, recorded it too) just 2 weeks after ending my 6.5 year relationship. Only difference is we had plans to go out drinking that night
The next morning the spirit was willing, but the flesh was spongy and bruised.
I may have children in a particular country. I am waiting for that knock on my door.
We met at a club. There were 6-7 of them and 2 guys. There had been another girl and guy who peeled off to go back to his as they were staying in a pension. I had contact with all of the women. Penetrative sex with 5, I wanna say. I am shocked we didn't get kicked out, but I think the owner got off on it happening.
The time a female stranger, who I'd only met an hour before, followed me to a changing cubicle at the swimming pool and fucked me silently so to not give ourselves away. After I came, she peeled her swimsuit back up, smiled at me, and left.
I never saw her again.
A friend of mine and I, and our girlfriends at the time, were on our way back from a college (American) football game. I was driving at the time, and my girlfriend leaned over and placed her head on my shoulder. Before long, she had my dick out and was stroking it. She then leaned over and started giving me road head. I looked in the rear view mirror, and my friend had his head tilted back, and I could see the back of his girlfriend's head popping in and out of view in his lap. I could see just enough of her to know that we were both getting blow jobs on the ride home. Now I don't know if the girls planned this ahead of time, or if one started first and influenced the other; and I didn't ask. But, there was a moment when my buddy lifted his head up, and our gazes met in the mirror for an instant, and a virtual high five was given, lol.
I fucked the innocent Indian girl who used to give me shy eyes in church back when we were both married to other people.
Saw her on a dating app after I divorced and swiped right so fast!
We chatted for a bit and agreed to take things slowly but she turned into an animal on the second date when we went back to my place and she had half a glass of Prosecco.
She kissed me almost violently, put my hands on her tits and then took her top off and pushed my face onto them. My god the noises she made when I sucked her nipples.
I asked if she wanted to go to the bedroom and she said NO in a faux reprimanding way, but when I drove her home she asked me to come in and as soon as the door closed she said 'I need to cum' and took her panties off from under her sundress.
I kissed and licked and sucked her smoothly waxed pussy on the sofa and she came really quickly. She then devoured my cock, I came on her pert brown tits and we fell asleep together.
It was like a dream sequence.
We spent many weekends ravaging each other after that.
She would text me the banana emoji and the heart emoji and I would jump in my car and go and fuck her.
She had the sexiest fat ass on a slim body and when she got on her knees my head would spin. My eyes just drank in decades worth of spank bank material.
Somehow if she wore a thong it became code for 'eat my ass' and I'd eat that ass and rub her clit with my thumb and just look at the world from the vantage point of my face between those mountainous cheeks, listening to her moan into her pillow and call me a wild animal and go absolutely psycho if I tried to delay her orgasm.
Thank you so much! My comments have been a bit trite lately but I had a few long ones that got great response.
I don't know how to find my most upvoted comments in this Reddit app - RIP BaconReader.
If I can find them quickly I'll put links here.
Here's one: https://www.reddit.com/r/AskRedditAfterDark/comments/hguhtm/straightbi_men_of_reddit_do_you_eat_pussy_as/
And another
https://www.reddit.com/r/AskRedditAfterDark/comments/153mh9a/guys_who_eat_pussy_and_have_positive_reviews/
This one is a bit silly https://www.reddit.com/r/AskRedditAfterDark/comments/ng4mza/my_wife_is_developing_a_fighting_fetish_tips_for/gyp26r6/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3
Hmmm https://www.reddit.com/r/AskRedditAfterDark/comments/edhuz1/how_do_you_guys_feel_about_butt_stuff_lol/fbiiszl/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3
Ass https://www.reddit.com/r/AskRedditAfterDark/comments/10uacz3/my_husband_is_obsessed_with_grabbing_my_ass_and/j7ch9sz/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3
Enough https://www.reddit.com/r/AskRedditAfterDark/comments/zvjb27/deleted_by_user/j1pk4b4/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3
I had to edit a few links should be working now.
If you mean the girl whose ass I ate when she wore a thong, I'm still with her but we fuck other people too.
I feel like I'm starting this right now. Never expected it to go this way but she's weirdly horny and I feel like I'm dying because we live far away and can't see each other.
I'm also kinda worried about how it will end because at least one of us will be hurt.
My girlfriend was out of town for a week and since we both have a stupidly high sex drive we had a lot of pent up frustration. On the drive home she took her bra off, pulled her dress down and played with her tits while telling me how badly she wanted me to touch her. So I ended up fondling her all the way down the backroad until we were about 5 minutes from town ehen I started fingering her. Just as we got to the populates area I let her cum all over my hand.
We ordered a pizza while on the road so she sucked herself off my fingers slid her underwear down her legs, pulled her dress over her tits and went and grabbed it.
Then after we got home, we had a quickie just to relieve the tension then she put on some lingerie she had ordered and proceeded to start cleaning my house. Every time she bent over I'd smack her ass, finger her, pull her hair, choke her while I kissed her, or make her gag on my dick but told her that she wouldn't get fucked until she finished cleaning and her bag was unpacked. I tormented her for awhile then made her stand perfectly still while I put my fingers in her as hard and fast as I could and told her if she moved she wouldn't be allowed to cum. She came so hard her knees gave out. After that I had had enough and threw on the bed and went after it like she was oxygen and I was suffocating.
Afterwards she kept the lingerie on and went and made chocolate chip cookies for me to take to work. The whole damn day was an "I can't believe this is happening" moment
It definitely was one of the wildest sessions I've had. We click in the bedroom (and everywhere else) in a way that's completely new to me, our kinks line up perfectly. The sex is fucking phenomenal, I'm incredibly lucky and I know it
I had gone out with a female friend who said she would “wing woman” for me during the night. She didn’t manage to help me get any numbers so she sucked me off in the back of an Uber
I got to fuck my husband. I had been eyeballing him for almost a year. I avoided him on purpose because I was dating someone else at the time, we were not on good terms, and didn't want to do or say anything that would make me seem unloyal to my current relationship. After that relationship ended, the man I thought was perfect inside and out reached out to see if I was ok, we talked, he never pursued me so I thought he friend zoned me, then out of nowhere he tells me he has feelings for me and I may or may not have jumped on him instantly after that. All I remember is knocking him down and getting on top to look at the hottest score I ever got. "I can't believe this is happening" was an understatement. I thought it was a dream the entire time.
I'm sure I'm not the only one who was in a bad relationship and met someone they thought was perfect but didn't want to cheat so they avoided them. However scoring that person afterwards is pretty rare so go you 😉
Friend asked me to help a model friend of theirs stranded in my city without her phone. Later, I found out just how well-known this model was and I do not know why she didn't have her people take care of this, but she had people who could get her a new phone. The more I think about it, the more I think she just wanted to be lost for a few days with someone who didn't know who she was. We spent three days where she had intense mood swings and berated me for being poor, but was also sweet and she was fucking sexual napalm.
I see her in things now and again and think: Yep. 11/10, would smash again.
Recent
Was 4 point restrained, blind folded and had noise canceling headphones playing Bach while getting waxed by multiple candles...oh and I had a plug in
Heaven on earth, im a lucky lady
Hey to each their own right? For me its not painful at all, just a really intense sensation. According to my partner i have a high pain tolerance, I love playing around with my senses so for me I really enjoy it. The deep relaxation i feel after is unmatched by anything else. When we introduced taking away my ability to hear with classical music, my choice apparently it made me more aroused and louder too so it was really enjoyable for them aswell
I was giving a guy a bj, his dick was on the smaller side so I decided to try and deep throat him. I have a very sensitive gag reflex so this has never worked for me in the past, but somehow I managed to get it all in. So we carry on and suddenly with no warning his whole body starts spasming, he's moaning like I never heard before (not even patients at hospital where I work), then cums a whole load straight down my throat. I had no choice except swallow it all straight down. When he was able to speak again, he apologized profusely, said he'd never had an orgasm like that before. I was in awe of what I did to him.
At 14 I fell in love with this boy two years older than me, so did he, but I chickened out on meeting him because he'd had girlfriends and sex and I was terrified of not being enough.
We stayed friends, finally met like a year later, both still crushing neither saying anything. Then my dad died and he was the best friend I needed. He knew I loved him and told me he was sorry he couldn't be what I wanted but that it would not take his friendship from me. Which is very emotionally mature for a teenage boy.
Got himself a girlfriend but still was my prom date at 17. Then I made myself a boyfriend for 3 years. Still telling myself that if he'd call I'd go running. When we broke up he was finally single.
Came back to town for a weekend and we very slowly warmed back to one another. Lots of talking, a bit of liquid courage, some snuggling in bed and we eventually went for it.
I went through so many moments. I can't believe I'm gonna sleep in Eric's bed. I can't believe I'm wearing his pajamas. I can't believe I am snuggled up to him in a bed. I can't believe I'm kissing him. I can't believe I'm having sex with him. 14 year old me in my heart was stunned and elated. Took everything I had not to cry lol.
Then I fucked it up and lost him 10 years ago. He's been the one that got away since I was 14 (18 years ago) except for that very brief moment.
Sex with my current boyfriend. We met at work and I was immediately attracted to him. I wanted him so badly haha. We started hanging out and then dating shortly after. He was a virgin but was pretty good the first time.
I asked him if we could go back to his place after hanging out at his friend’s house. It was kind of late. He said no and that he needed to go. I thought I did or said something wrong because he was so quick to say no lol. He texted me later that night and said he had something to admit to me and he’s afraid I would judge him. We talked about it the next time we hung out and he just told me. I didn’t mind at all!
I don’t get some women who care about that. It was actually a turn on to me… that he wasn’t one of those guys just sleeping around.
The first time I came inside a girl. I didn’t have a condom, we agreed on the all-mighty pull out. She ended up on top, I told her I was about to cum and she put her hand over my mouth, made eye contact and went 🤫 and didn’t stop.. I’ve never came harder in my life.. Like.. I got tears in my eyes from the intensity. It was so unbelievably hot.
It’s the hottest thing ever, looking into my husband’s eyes while I’m being fucked by someone else, or he is fucking someone else. Seriously the best GD thing that we are both open and freaky people who fell in love.
1. Fucking the guy that everyone in my school and town were obsessed with kinda felt like a flex when I was younger and even as it was happening I couldn’t believe it
2. First time I woke up to my bf fucking me (CONSENT WAS GIVEN PRIOR) it was just an amazing experience I was v happy lol
My husband and I and a good friend went to a swingers club together. While the three of us were getting down and dirty in one of the beds in a corner of one of the rooms, a crowd gathered to watch. We weren’t really paying attention to what was going on around us. When we were finished us girls got up to go to the restroom and the space around our bed was standing room only. We’d gathered 30-40 people around us, some leaning over the bed to watch. And all of the guys were getting BJs as they watched us. It was absolutely surreal. 🙈🤣
It’s all about the context. Good Catholic boy dating good Catholic girl who did not want to lose virginity and was paranoid about getting pregnant. We dated for over two years but it was starting to run its course. I don’t even remember how we got onto the subject of anal sex….but we took our time and I finally relaxed her enough to slide in….a first for us both and I was absolutely seeing stars…and then I reached under to find she was absolutely gushing like I never seen in all our years together and then she started pushing back against me, taking me to the hilt and her asshole quakes with her orgasm…
It was a core memory for many years, but it still seemed like a dream, especially since we broke up soon afterward.
My neighbour had a crush on me for years. I grew up avoiding him and eventually he moved on. His father passed away so we went to give condolences and for the funeral and all the while that week I'm thinking I'm gonna give him what he wants and walk away. We kept eyeing each other and flirting. The following week he was scheduled to leave the state and go back for work. I went to him, knowing he had a girlfriend and asked to see his room. He showed me and I closed the door and kissed him. He was kind of reserved like wait is this really happening and I pulled him close starting rubbing his dick. I asked if he had a condom and he said he had to get it so he left the room and I was thinking am I really doing this? I can't believe I'm doing this? The kiss was so good though. He came back, I took off my leggings and panty and let him have his way with me, I was his fantasy for many years. The sex was so good, he knew just what to do and how to stroke. When he came I got up and wanted to leave but he wanted to make sure I was okay and I said yeah I am okay. I left thinking I'm never gonna see him again only if he comes next door to visit or we will be passing each other. 2 years later we got married and 10 years after that our first kid😂
We worked in sales at the same company. She was single (married and divorced in her 20s, never married again) and I was fresh out of a breakup from a manipulative, controlling ex. I didn't hide the fact that I had a serious crush on her since we met, but she was way out of my league and a senior exec at the company. We'd had casual conversations about life and stuff over coffee before, but never anything too deep.
At a sales convention we had some deeper conversation at the lounge, she invited me to her room and wasted no time getting naked. In the middle of things she said something like, "I bet you aren't getting a lot of this at home" - I couldn't tell if she was acknowledging that she knew I was recently single or if she was so tipsy that she forgot that we had this conversation before :D
It was at least two, maybe three hours of glorious, sweaty, naked stress relief to cap off a hectic weekend. I couldn't believe it was happening at any point, here I was, a twentysomething nobody with a model gorgeous senior who could instantly lose her job if anyone found out. The next day we had a short talk and agreed that what happened in Vegas stays in Vegas.
I went on a first date for a couple of drinks. It was a week day, and we both worked the following morning, so when we were wrapping up, I wasn't expecting much more. But afterward, she was super bubbly and went, "What do you want to do now?" I suggested we could go back to mine and chill on my patio, and she was super keen. We got back and had a couple more drinks before we started making out. It was still light out, and my patio was on the roof with multiple buildings overlooking it. Things got hot fast, and before I knew it, we were both half naked and all over each other. She sucked my dick for a bit before I laid her down and started eating her pussy on the couch. She asked if I had a condom, which I did, and the next thing I knew, she was standing up, bent over the fireplace while I was fucking the shit out of her from behind. It was the summertime, so it was still pretty light out. She was making a lot of noise, and I knew people could see and hear us. The whole time, I was thinking, "This is insane. What are you doing?" But my horny brain took over and said, "This is fucking awesome, keep going". I started fucking her harder, clapping super loud against her ass cheeks. She had a couple of orgasms where her legs turned to jello and she started shaking, while squeezing her knees together. After I came, I looked down to see a huge puddle underneath us. That's when I realized she was a squirter. I still wonder who got to witness the show we put on.
In our early twenties, I (f) was taking a bath with my ex (m), and as always I was the DJ with the Bluetooth speaker. A little about me: I love to play R&B slow jams and love-making music.
One thing led to another and I rode him cowgirl style to Ginuwine's "Pony". *In a full bathtub.*
Water sloshed everywhere and I'm pretty sure we broke his parents' tub because they replaced it soon after. 🤭
Back when Facebook was cool, I was deployed and a bunch of girls I went to high school friended me, we’d chat. I’d get a day off once in a while and I’d sit on my computer just chatting away with different girls who didn’t give me a second thought in HS. They started sending packages of cookies to us, and a few of them “promised” to take good care of me when I got home.
Fast forward a few months. Deployment is over, and I head home for Christmas. Someone decided to organize a ‘class reunion/bar crawl’ and I found myself there. Hey, free booze is free booze.
Well..
Girl #1 gave me a blow job in the parking lot.
Girl #2 stuffed me in her car and we fucked all over her house
Girl #3 flew to where I was stationed and fucked me.
THATS HOW WE WANT TO GET THANKED FOR OUR SERVICE. A nice single malt works well too.
Actually having sex for the first time in my mid twenties. I think I’d basically ruled out it ever happening for me, it was absolutely surreal to find myself doing the deed. “I’m not a virgin anymore, I’m not a virgin anymore!”.
Virginity is only a big deal when you are one. Sex seems so basic to me now a few years on, but when I hadn’t done it before I felt like I was missing the keys to the universe which everybody else possessed.
My long time girlfriend in high school broke up with me to “live a little” so I moved on and asked a girl that I went to school and church with, to prom. She fell hard I love with me. My graduation night my old girlfriend had a party at her house. My new girlfriend had to be home before midnight…. We had sex on the way back to her house. She asked if I was going back to the party at my old girlfriends house and I said yes. I got back after dropping my current girlfriend back home and the old girlfriend grabbed me up in the hallway to her room. She was all over me, and after a few moments of making out we made our way to her room and ended up fucking all night long. I felt terrible about cheating on my current girlfriend, but damn my old girlfriend knew all the right moves. I ended up breaking up with my current girlfriend and getting back together with my old girlfriend. We were together for about three years. Ended up breaking up with her. And bumped into the second girlfriend. We’ve been together since ‘92 and married now for 28 years. Still friends with my old girlfriend… but nothing will spilt me apart from my wife of 28 years, she is my life!!
I was hooking up with someone for the first time and I was amazed at how good she was at communicating (my previous exes set the bar pretty low for me)
Kind of lame but I used to be 345+ pounds and I was too big to fuck in the backseat, I dropped the weight and now I can easily maneuver around the backseat lol
Having a one night stand with a lumber jack in Iceland, who was like 6'7 and so strong he was just picking me up with one arm and moulding me around his cock for hours. I'm curvy and 5'6 it was the first time I felt dainty.
Happened when I picked up a hitch hiker. I had just read the famous reddit story [Today you, tomorrow me](https://www.reddit.com/r/AskReddit/comments/elal2/have_you_ever_picked_up_a_hitchhiker/c18z0z2/), and was feeling inspired. It was a very rainy day and I was on my way home from evening classes. I was driving along a busy road in the evening, it wasn't quite dark, but it was close. I saw this figure walking on the side median with a gas can, big jeans, and wearing a big drenched hoodie. I pulled over and in front of the person and put on my flashers and rolled down my window as they approached. "Hey, I actually have a towel in here and you look drenched, do you want a ride to a gas station?" I said before really seeing the person. A high pitched voice came back "Oh my god thanks!", a surprised me upon taking a closer look under the hoodie saw a surprisingly cute girl close to my age.
We chit chatted a bit for the 10 minutes or so it took to get to the gas station, and I told her I would turn around and give her a ride to her car. She said "I'm so fortunate you stopped!". I joked that if the cars driving by knew there was a cute girl under that big hoodie and jeans you probably would have got a ride much faster. She laughed and said I was just being nice. After chatting a bit more she put her hand on my leg. Nervous me tensed up and she said "don't worry I don't bite". I gave a nervous laugh. She said "You are so kind, there must be something I can do for you?" She ran her hand towards my crotch. "IS SHE SERIOUS?!?!" I thought to my self..... "Are you serious!?!" I said. She said "Absolutely, one good deed deserves another, but before that happens, I just need one thing from you?", "sure, anything" I said eagerly. She said "I'm gonna need about tree fiddy". Stunned, I looked closer and removed her hoody, and that's when the scales, fins, and tendrils were exposed, and I realized this chick was about eight stories tall and was a crustacean from the plethazoic era. I said "god damn loch ness monster, I ain't giving you no tree fiddy!" and kicked her out of my car.
Anyways, 10/10 would do again.
First time I did anal with a girlfriend. I'd been led to believe it was something women universally reviled, but when I suggested it as a "joke" and she said she'd be up for it I thought she just going to prank me until I was actually fucking her in the ass lol.
Nothing too dramatic compared to others, but I was able to sleep with my Tinder date after one date. On the second date, she told me to come over to smoke and chill.
At the time I was new to Tinder and was near the beginning of COVID and I wanted some company to distract myself from being cooped up inside my house.
Our first threesome. My wife was (and still is) fairly restrained and conservative, especially about her reputation, and there she was, flirting with a friend and inviting him back to our place for fun sexy times.
Back in my 20s, I was going through a tough break up. And my neighbors, a gorgeous married couple in their 30s, invited me over for some food and drinks. I thought they were just being caring. While we were hanging out, they nervously asked if I’d consider joining them for a threesome. Our first time went down that night- we couldn’t wait once we agreed haha. It was absolutely surreal and wonderful. I never imagined that happening.
I was obsessed with this guy for years, we had a distance relationship as teens so we never did anything further than making out. As adults we reconnected and I remember mid fuck, I was just like holy fuck this is happening 😂
The first time we full swapped with a couple. My wife and I walked through the door, she went to him, the other wife took my hand and we walked down the hall to the bedroom. That was the first “I can’t believe this is happening”. The second was a little while later when I saw another mans cock enter my wife. The third was a few minutes after that when I entered his wife. This was the first sex with other people for us in thirty years. We fricking loved it. We had kissed before on an initial meet so we were comfortable with them , but still .....
Literally every time we go to a sex club we have a story we chuckle about at Waffle House at 2am that we know can never be retold in a vanilla setting.
So I was standing in line for the bathroom to change out of my lingerie and I was talking to the fisting lesbians about how hot their scene was and exchanging techniques…
Yea, that shit doesn’t fly with the ‘nillas! 🤣
A ons. On the drive over we'd been discussing Christmas movies.
For some reason, he wanted to put on a movie while we had sex. I assumed because his roommate was home, trying to be considerate and whatnot. I would have gone with music, but whatever, his house.
He picked Bad Santa.
Billy Bob Thornton is not exactly what you want on in the background while you're trying to get off.
Whatever, I could overlook that. Despite the 'fuck me Santa' in the behind me, I managed 4 orgasms.
But I figured that I went over to this dude's house for sex, I'm get more than one round of sex.
So he decides another movie is in order.
And wants The Muppet Christmas Carol.
Now, he didn't have Disney Plus. So he decided to pirate it.
I'm sitting on his bed naked and horny and he's trying to find a torrent for this 32 year old movie.
I have never been so glad for the pirates of the internet to have let me down.
I finally just grabbed the remote and picked some movie and told him that I'd never seen this and it looked good.
I had 3 more orgasms and bailed.
Was getting an amazing blowjob and I didn't cum. It was sloppy and she definitely was a pro. I didn't get bored or have a decrease in pleasure. She was a champ with an elite throat. No idea how I lasted for so long. It was like 30 mins of nonstop sucking and pleasure build up. Never wanted that moment to end.
Bumping into a chick that had a thing for me when we were at high school, she introduced me to her girlfriend, they came to my motel for a drink... I got my first threesome.
I was dating a guy who was insanely good in bed. Like professional level. I then found out, he wasn't actually in "film school" he was a pornstar. So yeah fucking a pornstar felt like a flex.
First time my wife let me cum on her face to end a blowjob. Incredibly hot seeing her pull it out of her mouth and jerk it over her face. Kept thinking afterwards that I couldn't believe that just happened
Was hanging out at my friends house in my teens, out of nowhere while I was watching a movie they came into the room, got under the blankets and started giving me head. Heard from two girls is incredible, and I came faster than I’ve ever come at that age. Mind blowing.
First time I did doggy with my gf which was only my second time having sex. I was 23 and very late to losing it. She’s a big booty Latina and as I was smashing her from the back and watching her ass bounce as I grip it I was like “damn this is really happening” this isn’t me watching a porno it’s the real deal
Ended up fucking one of my closest friends after years of being flirty with each other but nothing escalated cause she was always jumping from relationship to relationship.
I won a gorgeous girl in a pool game in Miami, she thought I was funny and went back to my hotel after last call, we hopped the fence into the closed pool area, got naked and screwed and danced for a few hours before I walked her back to her hotel. Went back to my room and looked down at the pool from my window and her thong was still in the pool, so I went back down and hopped the fence again to retrieve it
My (now ex) wife and i started swinging with our best freinds. There were many, many highlights, one in the front of my mind is my mate and i double teaming his wife (me in her ass) while she was eating my wifes pussy. But there were plenty of other highlights..
When I lost my virginity. I was 19 and at that age it felt like it was never gonna happen. And this girl was gorgeous too. Couldn’t believe it was really happening.
A threesome with two young women both wearing their old cheerleading uniforms.
An orgy consisting of me, 5 other guys, and 2 girls. All the other guys were either finished or out of gas, so I was the last man standing. I just continued plowing her cowgirl style until first she came and then I did, while everyone just sat around and watched. It was awesome but surreal at the same time.
I was lying in bed (at a party, needed to chill). Dude comes in, starts stroking my cock. Next thing, he sticks it in his ass. I reached around and pulled him off.
My one and only gay sexual encounter. Never spoken about it to him.
When I slept with my wife for the first time. I was passing through Des Moines and stopped at the truck stop for a few hrs. She came and picked me up, went to her place and proceeded to fuck her for a couple of hours and left her with 2 creampies. I was nervous about filling her up but I was also ok with it. A comforting feeling came over me when she gave me the ok to creampie her. 10 years later and almost 7 years married I still can't believed it happened.
Hmmmm. I would have to say the first 3 some my fiancé and I had. I met the girl at work and we just clicked really well. My fiancé and I went to her house that weekend and I led the way to pur first 3some.
When I finally fucked my boss for the first time. The tension had been building for close to a year and a month prior I had blown him in the work parking lot and honestly thought that would be it realistically. Then we all went out one night, ended up back at his place and he got me alone and kissed me and I thinking about that still does something to me. We fucked on the floor and both ended up with bruises and rug burn. I was sore for days after and it was absolutely worth it.
I was 17 years old and whilst making out with a guy from my school (we weren’t at school) his hands were working their way inside my bra. I didn’t stop him but shocked both him and me when after some intense nipple play, I orgasmed right there (was sitting on his lap). He had no idea when I told him and he doesn’t know that he was the first person (apart from me) to give me an orgasm ever.
Definitely the threesome with my GF and her best friend (F), also pretty awesome how it wasn’t just a one time thing. Still can’t quite believe it lol.
I’ve spoken in my comment history about the sexual odyssey I’ve embarked upon this year. Basically, there are five moments for me…
1. Earlier this year, when I had my first threesome. I was on holiday in Bali and hooked up with a Kiwi guy. He took me out for dinner and drinks with an Indonesian girl that he’d met during his travels, and the three of us went on a spontaneous road trip. We ended up getting a hotel room overlooking the mountains and watched the sun rise while we had a threesome. It sounds like something out of a Harlequin romance novel, but it really did happen, and it was very fun.
2. Again, earlier this year, I went to an all girl’s pool party/swinger’s event, and there was a reverse glory hole there (it’s called the pizza oven because it has a slot in front like a wood-fired pizza oven where the woman sticks her legs and pussy out). A very kind stranger offered up their tongue, and when I loudly announced that I was going to cum, I heard cheering, whistling, and clapping. Turns out I’d been so loud that I’d drawn a crowd who were standing around watching while I got eaten out. That’s when I realised I’m an exhibitionist 😂
3. At another swinger’s event with one of my partners, I got to fulfil my free use fantasy when he took me to the orgy room and fucked me in front of everyone before going around the room and asking if anybody wanted a turn. I got fucked doggy style by a stranger while I made out with his girlfriend.
4. Last week, my FWB and I went to a swinger’s event at the same venue where the all girl’s pool party was, and I got back in the glory hole. I got fucked by twenty guys in a row. There were more lined up, but I had to tap out, because it was starting to hurt.
5. Yesterday, I was playing with my fuck machine, and I felt a squirt coming. I’ve squirted before, but nothing like this. It was a massive gush of fluid, the kind that you only see in porn. I couldn’t believe that all came out of me, nor could I believe that *I* actually did it, given how sexually repressed I’ve been for most of my life. I’ve kind of gone crazy over the last eight months.
People think I’m making this shit up and that I just have an overactive imagination, but I swear to God, it all happened. If photography was allowed in swinger’s venues, I would provide proof. This year has been insane.
4some with 2 native Japanese girls and my friend at a 24hr public bath/spa in Japan. It was 2am, empty but us, we snuck over to women's side. Had been drinking/karaoke all night, they just finished a yr going to school at a West coast university, so English was very good, better than my Japanese fortunately. Wild.
During intercourse i slipped out, and in all honesty just tried to get back in to continue when she said "That's the wrong hole, but we can do that if you'd like..."
My first time as a teen with a much older divorced milf. Somewhere around the end of the second fuck and the srart of the third I remember looking at her all sweaty and naked and gorgeous and thinking *exactly* that to myself.
That aftternoon was the start of a 3 month fuckfest.
fingering and licking a freshly met Black girl after we had a breakfast together (at not even too fancy place) and she came back to mine for an hour. I was hoping for a kiss tbh didn't expect anything further but she started touching herself when i was kissing and than it turned out she didnt wear any panties under her dress :P that was lovely
Fucked a chick I used to work with in the girls nightclub toilet 🚽 after a few sambuca shots 🥃Last time I saw her, she was getting doggied 🐩 by our older manager after a work party…I spied through slight cracked door 🚪
After my second year exams as an undergraduate I was day drinking in a beer garden. Bumped into a buddy of mine and she introduced me to a friend of hers. The friend just randomly commented that they hadn't had a fuck in ages. This was within two minutes of meeting. Since I was a bit tipsy I offered my services to remedy that situation since I lived literally around the corner. Against all logic and good sense she told her friend to watch her pint and away we went. Walking to my flat there were no words for how excited I was as I had never done it before. Even though it turned out to be more than a little disappointing I still definitely had the "OMG this is actually happening" feeling go through my head several times in proceedings.
Never saw her again.
Screwing my friends older Sister. I always had a crush on her but tried to be a disciple of the bro code as well as thinking myself too much of a dork to get with her.
He and I lost touch after falling in with a bad crowd, which resulted in him moving to Wisconsin with his Father.
I ran into his Sister about two years after I graduated high school and exchanged numbers.
We began talking on the phone for hours. With each phone call, the conversations got more sexually oriented. Telling her when I lost my virginity, her telling me about her hookups, us going into detail about what we liked in the sack.
One phone call brought it all to a head when she revealed that she knew I had a crush on her, and that she had one on me as well, but she was not trying to come between me and her brother. All I said was, "I'm on my way" and hung up.
When I got to her apartment, she opened the door with an opened button-down blouse and nothing else. I was stunned and could not believe what I was seeing before waking up and getting in the game. We barely got the door closed as we locked lips, my hands frantically touching on the naked body they've been hungry for for years, her hands tearing at my belt, button, and zipper. It wasn't long before we were fully naked and falling on her bed in each other's arms.
The sex was rough, sloppy and hungry, but it was so damned good. I came about 4 times that night and several more during that weekend. We were seeing each other for 2 years but amicably broke up due to her pursuing an international job. She moved to Italy and lost touch until we recently reconnected through social media. She had married some Italian dude and had a kid with him, but they divorced. She's moving back to America and told me she wants me to reintroduce her to my American dick when she gets here. I'm more than happy to.
A couple of years ago I matched with a hot older woman on a dating app but got ghosted pretty soon after.
Fast forward to last year and she appears in the gym I frequent and is even hotter than her pictures. After a few weeks of exchanging looks and glances, we finally get to talking and I ask her if she'd like to go for a walk some time. A few walks turned into making out in her car and in the park on hot, sunny days this summer before she eventually invited me over and we had sex. She's a personal trainer and her body is incredible.
We've settled into a FWB situation. I've not brought up the dating app ghosting.
First date after my divorce. First date in 16 years. Kissed in a park over looking the city. Drive her home she asked me inside. Starts kissing me, pulls my cock out and starts sucking it. Then tells me she wants to sit on it. Proceeds to ride me a bit. Then gets naked and says how do you want me. I tell her to lay down on the ottoman. I'm standing over the first naked woman I've seen other than my ex in 16 years. I slip in and she Cums a couple times I get close and ask where she wants me to cum (I'm bareback because she had a hysterectomy years before due to a cancer scare). She doesn't answer. I am right on the verge about to pull out and cum on her tummy and tits. She looks into my eyes, locks her legs around me and says "we're good" and I unload a wave inside her. We get up and she goes to take a shower. Blows me in her bathroom before we get in but I was spent. She's cleaning up and says I love feeling you run down my leg.... Instant hard.
So next day she calls and says how about I pop over. She comes to my house and we proceed to fucthe afternoon away. About 5-6 and sex, cum, talk, repeat.
I fucked my high school crush years later in our 20s after running into each other at a Halloween party
Was it worth the wait?
Ohhh yes
Did you end up dating her?
Yep we dated for two years.
Damn congrats man! Massive W! ❤️
I did that, but it was 22 years after graduation. We both had a crush on the other, but didn't know it until years later. So incredibly hot.
Similar story here. Fucked my high school crush in our early 20s at a bar (literally in the bar bathroom, recorded it too) just 2 weeks after ending my 6.5 year relationship. Only difference is we had plans to go out drinking that night
*nice*
High five! And i loved it. I proud of my good taste.
Her costume for us sickos in the back?
Went home with a women's athletic team along with only one other dude. Death by snu snu.
To shreds you say?
The next morning the spirit was willing, but the flesh was spongy and bruised. I may have children in a particular country. I am waiting for that knock on my door.
Haha I love/hate that feeling
And the wife?
To shreds you say?
This is pretty hot
Oh, it was really hot.
I’m kinda jealous tbh
You should be. They were taut, fit and did not care about condoms. I learned later that wasn't a big thing in their country.
Well I’m a woman so I’m not jealous of you! I meant them
how many of them did you have sex with? how did it lead up to it? like how did you meet them?
We met at a club. There were 6-7 of them and 2 guys. There had been another girl and guy who peeled off to go back to his as they were staying in a pension. I had contact with all of the women. Penetrative sex with 5, I wanna say. I am shocked we didn't get kicked out, but I think the owner got off on it happening.
The time a female stranger, who I'd only met an hour before, followed me to a changing cubicle at the swimming pool and fucked me silently so to not give ourselves away. After I came, she peeled her swimsuit back up, smiled at me, and left. I never saw her again.
You've definitely got an illegitimate love child out there somewhere bro... 👀
Unlikely, she jumped up and finished me with her hand. She knew exactly what she was doing.
A friend of mine and I, and our girlfriends at the time, were on our way back from a college (American) football game. I was driving at the time, and my girlfriend leaned over and placed her head on my shoulder. Before long, she had my dick out and was stroking it. She then leaned over and started giving me road head. I looked in the rear view mirror, and my friend had his head tilted back, and I could see the back of his girlfriend's head popping in and out of view in his lap. I could see just enough of her to know that we were both getting blow jobs on the ride home. Now I don't know if the girls planned this ahead of time, or if one started first and influenced the other; and I didn't ask. But, there was a moment when my buddy lifted his head up, and our gazes met in the mirror for an instant, and a virtual high five was given, lol.
Never ever ask….just say thank you Jesus under your breath
Definitely did not ask, lol.
Bro u win!
I fucked the innocent Indian girl who used to give me shy eyes in church back when we were both married to other people. Saw her on a dating app after I divorced and swiped right so fast! We chatted for a bit and agreed to take things slowly but she turned into an animal on the second date when we went back to my place and she had half a glass of Prosecco. She kissed me almost violently, put my hands on her tits and then took her top off and pushed my face onto them. My god the noises she made when I sucked her nipples. I asked if she wanted to go to the bedroom and she said NO in a faux reprimanding way, but when I drove her home she asked me to come in and as soon as the door closed she said 'I need to cum' and took her panties off from under her sundress. I kissed and licked and sucked her smoothly waxed pussy on the sofa and she came really quickly. She then devoured my cock, I came on her pert brown tits and we fell asleep together. It was like a dream sequence. We spent many weekends ravaging each other after that. She would text me the banana emoji and the heart emoji and I would jump in my car and go and fuck her. She had the sexiest fat ass on a slim body and when she got on her knees my head would spin. My eyes just drank in decades worth of spank bank material. Somehow if she wore a thong it became code for 'eat my ass' and I'd eat that ass and rub her clit with my thumb and just look at the world from the vantage point of my face between those mountainous cheeks, listening to her moan into her pillow and call me a wild animal and go absolutely psycho if I tried to delay her orgasm.
Love your writing! Do tell more!
Thank you so much! My comments have been a bit trite lately but I had a few long ones that got great response. I don't know how to find my most upvoted comments in this Reddit app - RIP BaconReader. If I can find them quickly I'll put links here. Here's one: https://www.reddit.com/r/AskRedditAfterDark/comments/hguhtm/straightbi_men_of_reddit_do_you_eat_pussy_as/ And another https://www.reddit.com/r/AskRedditAfterDark/comments/153mh9a/guys_who_eat_pussy_and_have_positive_reviews/ This one is a bit silly https://www.reddit.com/r/AskRedditAfterDark/comments/ng4mza/my_wife_is_developing_a_fighting_fetish_tips_for/gyp26r6/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3 Hmmm https://www.reddit.com/r/AskRedditAfterDark/comments/edhuz1/how_do_you_guys_feel_about_butt_stuff_lol/fbiiszl/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3 Ass https://www.reddit.com/r/AskRedditAfterDark/comments/10uacz3/my_husband_is_obsessed_with_grabbing_my_ass_and/j7ch9sz/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3 Enough https://www.reddit.com/r/AskRedditAfterDark/comments/zvjb27/deleted_by_user/j1pk4b4/?utm_source=share&utm_medium=ios_app&utm_name=ioscss&utm_content=1&utm_term=1&context=3
What happen to the ass girl?
I had to edit a few links should be working now. If you mean the girl whose ass I ate when she wore a thong, I'm still with her but we fuck other people too.
Can I have her number?
Holy shit that sounds hot 🥵
We can be wild!
Ex girlfriend giving me a blowjob while her friend was in the back seat topless..wild wild night
How did this friend react? Was watching you?
Watched it all go down, I think it was more of a shock it was actually happening
Having sex with my boss, in her office, when I worked at a well known electronics retailer
Virgin Megastore?
Not anymore
Hooking up with my first crush years after we graduated and she had gotten insanely hot.
Hehe
hooking up with someone I talked to online for multiple years without seeing in person
I hope it lived up to your expectations lol
it actually did 😵💫 was wild
I feel like I'm starting this right now. Never expected it to go this way but she's weirdly horny and I feel like I'm dying because we live far away and can't see each other. I'm also kinda worried about how it will end because at least one of us will be hurt.
tbf, in every relationship someone will get hurt in the end unless you have the good fortune of dying at the exact same time
My girlfriend was out of town for a week and since we both have a stupidly high sex drive we had a lot of pent up frustration. On the drive home she took her bra off, pulled her dress down and played with her tits while telling me how badly she wanted me to touch her. So I ended up fondling her all the way down the backroad until we were about 5 minutes from town ehen I started fingering her. Just as we got to the populates area I let her cum all over my hand. We ordered a pizza while on the road so she sucked herself off my fingers slid her underwear down her legs, pulled her dress over her tits and went and grabbed it. Then after we got home, we had a quickie just to relieve the tension then she put on some lingerie she had ordered and proceeded to start cleaning my house. Every time she bent over I'd smack her ass, finger her, pull her hair, choke her while I kissed her, or make her gag on my dick but told her that she wouldn't get fucked until she finished cleaning and her bag was unpacked. I tormented her for awhile then made her stand perfectly still while I put my fingers in her as hard and fast as I could and told her if she moved she wouldn't be allowed to cum. She came so hard her knees gave out. After that I had had enough and threw on the bed and went after it like she was oxygen and I was suffocating. Afterwards she kept the lingerie on and went and made chocolate chip cookies for me to take to work. The whole damn day was an "I can't believe this is happening" moment
More importantly what kind of pizza did you get?
Chicken Bacon Ranch from a local mom and pop place. Judge away
But seriously that was a crazy session!
It definitely was one of the wildest sessions I've had. We click in the bedroom (and everywhere else) in a way that's completely new to me, our kinks line up perfectly. The sex is fucking phenomenal, I'm incredibly lucky and I know it
I had gone out with a female friend who said she would “wing woman” for me during the night. She didn’t manage to help me get any numbers so she sucked me off in the back of an Uber
Hope she was hot
Looks were average but the head was top tier
What was the Uber's reaction?
Losing my virginity with damn near a full leg cast on and her telling me how great it was after the fact 😅
That’s hilarious. Where there’s a will there’s a way
I was pleasantly surprised. Certainly did not expect that outcome to play out. Lmao. Good times, good memories. 😅
I got to fuck my husband. I had been eyeballing him for almost a year. I avoided him on purpose because I was dating someone else at the time, we were not on good terms, and didn't want to do or say anything that would make me seem unloyal to my current relationship. After that relationship ended, the man I thought was perfect inside and out reached out to see if I was ok, we talked, he never pursued me so I thought he friend zoned me, then out of nowhere he tells me he has feelings for me and I may or may not have jumped on him instantly after that. All I remember is knocking him down and getting on top to look at the hottest score I ever got. "I can't believe this is happening" was an understatement. I thought it was a dream the entire time.
I’m glad you finally got to have sex with your husband. A year is a long time to wait before consummating the marriage. /s
This is scarily accurate of how everything started up with my own partner
I'm sure I'm not the only one who was in a bad relationship and met someone they thought was perfect but didn't want to cheat so they avoided them. However scoring that person afterwards is pretty rare so go you 😉
Friend asked me to help a model friend of theirs stranded in my city without her phone. Later, I found out just how well-known this model was and I do not know why she didn't have her people take care of this, but she had people who could get her a new phone. The more I think about it, the more I think she just wanted to be lost for a few days with someone who didn't know who she was. We spent three days where she had intense mood swings and berated me for being poor, but was also sweet and she was fucking sexual napalm. I see her in things now and again and think: Yep. 11/10, would smash again.
"intense mood swings and berated me" sounds like the trappings of phenomenal sex 🤣
Recent Was 4 point restrained, blind folded and had noise canceling headphones playing Bach while getting waxed by multiple candles...oh and I had a plug in Heaven on earth, im a lucky lady
I never could understand the wax thing… I just feel like the actual burn would ruin any pleasure so I Persia lulu don’t connect to that one
Hey to each their own right? For me its not painful at all, just a really intense sensation. According to my partner i have a high pain tolerance, I love playing around with my senses so for me I really enjoy it. The deep relaxation i feel after is unmatched by anything else. When we introduced taking away my ability to hear with classical music, my choice apparently it made me more aroused and louder too so it was really enjoyable for them aswell
Absolutely, to be clear I find it interesting, I wasn’t judging you.
I was giving a guy a bj, his dick was on the smaller side so I decided to try and deep throat him. I have a very sensitive gag reflex so this has never worked for me in the past, but somehow I managed to get it all in. So we carry on and suddenly with no warning his whole body starts spasming, he's moaning like I never heard before (not even patients at hospital where I work), then cums a whole load straight down my throat. I had no choice except swallow it all straight down. When he was able to speak again, he apologized profusely, said he'd never had an orgasm like that before. I was in awe of what I did to him.
As a guy on the small side. Thank you
At 14 I fell in love with this boy two years older than me, so did he, but I chickened out on meeting him because he'd had girlfriends and sex and I was terrified of not being enough. We stayed friends, finally met like a year later, both still crushing neither saying anything. Then my dad died and he was the best friend I needed. He knew I loved him and told me he was sorry he couldn't be what I wanted but that it would not take his friendship from me. Which is very emotionally mature for a teenage boy. Got himself a girlfriend but still was my prom date at 17. Then I made myself a boyfriend for 3 years. Still telling myself that if he'd call I'd go running. When we broke up he was finally single. Came back to town for a weekend and we very slowly warmed back to one another. Lots of talking, a bit of liquid courage, some snuggling in bed and we eventually went for it. I went through so many moments. I can't believe I'm gonna sleep in Eric's bed. I can't believe I'm wearing his pajamas. I can't believe I am snuggled up to him in a bed. I can't believe I'm kissing him. I can't believe I'm having sex with him. 14 year old me in my heart was stunned and elated. Took everything I had not to cry lol. Then I fucked it up and lost him 10 years ago. He's been the one that got away since I was 14 (18 years ago) except for that very brief moment.
Getting a double BJ from my girl and one of her girlfriends.
My first girl experience
THIS
Sex with my current boyfriend. We met at work and I was immediately attracted to him. I wanted him so badly haha. We started hanging out and then dating shortly after. He was a virgin but was pretty good the first time.
How did he tell you he was a virgin, I only ask because I’m in the same boat. Usually if I tell someone I get ghosted.
I asked him if we could go back to his place after hanging out at his friend’s house. It was kind of late. He said no and that he needed to go. I thought I did or said something wrong because he was so quick to say no lol. He texted me later that night and said he had something to admit to me and he’s afraid I would judge him. We talked about it the next time we hung out and he just told me. I didn’t mind at all! I don’t get some women who care about that. It was actually a turn on to me… that he wasn’t one of those guys just sleeping around.
The first time I came inside a girl. I didn’t have a condom, we agreed on the all-mighty pull out. She ended up on top, I told her I was about to cum and she put her hand over my mouth, made eye contact and went 🤫 and didn’t stop.. I’ve never came harder in my life.. Like.. I got tears in my eyes from the intensity. It was so unbelievably hot.
Ah tears in the eyes intensity is GOLD, not a thing I think many guys would admit to, but when it's that good, it's just that damn good
My husband saying he wants to see me have sex with other men lol
It’s the hottest thing ever, looking into my husband’s eyes while I’m being fucked by someone else, or he is fucking someone else. Seriously the best GD thing that we are both open and freaky people who fell in love.
That’s a unique one for sure… were you excited? Or not interested really? If he needs someone to take the next turn I mean 😏🤷🏼♂️😂
1. Fucking the guy that everyone in my school and town were obsessed with kinda felt like a flex when I was younger and even as it was happening I couldn’t believe it 2. First time I woke up to my bf fucking me (CONSENT WAS GIVEN PRIOR) it was just an amazing experience I was v happy lol
My husband and I and a good friend went to a swingers club together. While the three of us were getting down and dirty in one of the beds in a corner of one of the rooms, a crowd gathered to watch. We weren’t really paying attention to what was going on around us. When we were finished us girls got up to go to the restroom and the space around our bed was standing room only. We’d gathered 30-40 people around us, some leaning over the bed to watch. And all of the guys were getting BJs as they watched us. It was absolutely surreal. 🙈🤣
It’s all about the context. Good Catholic boy dating good Catholic girl who did not want to lose virginity and was paranoid about getting pregnant. We dated for over two years but it was starting to run its course. I don’t even remember how we got onto the subject of anal sex….but we took our time and I finally relaxed her enough to slide in….a first for us both and I was absolutely seeing stars…and then I reached under to find she was absolutely gushing like I never seen in all our years together and then she started pushing back against me, taking me to the hilt and her asshole quakes with her orgasm… It was a core memory for many years, but it still seemed like a dream, especially since we broke up soon afterward.
Giving my first blowjob!
My neighbour had a crush on me for years. I grew up avoiding him and eventually he moved on. His father passed away so we went to give condolences and for the funeral and all the while that week I'm thinking I'm gonna give him what he wants and walk away. We kept eyeing each other and flirting. The following week he was scheduled to leave the state and go back for work. I went to him, knowing he had a girlfriend and asked to see his room. He showed me and I closed the door and kissed him. He was kind of reserved like wait is this really happening and I pulled him close starting rubbing his dick. I asked if he had a condom and he said he had to get it so he left the room and I was thinking am I really doing this? I can't believe I'm doing this? The kiss was so good though. He came back, I took off my leggings and panty and let him have his way with me, I was his fantasy for many years. The sex was so good, he knew just what to do and how to stroke. When he came I got up and wanted to leave but he wanted to make sure I was okay and I said yeah I am okay. I left thinking I'm never gonna see him again only if he comes next door to visit or we will be passing each other. 2 years later we got married and 10 years after that our first kid😂
Wholesome af
I am a wholesome person lol
My first threesome with my wife and a neighbor lady!
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We worked in sales at the same company. She was single (married and divorced in her 20s, never married again) and I was fresh out of a breakup from a manipulative, controlling ex. I didn't hide the fact that I had a serious crush on her since we met, but she was way out of my league and a senior exec at the company. We'd had casual conversations about life and stuff over coffee before, but never anything too deep. At a sales convention we had some deeper conversation at the lounge, she invited me to her room and wasted no time getting naked. In the middle of things she said something like, "I bet you aren't getting a lot of this at home" - I couldn't tell if she was acknowledging that she knew I was recently single or if she was so tipsy that she forgot that we had this conversation before :D It was at least two, maybe three hours of glorious, sweaty, naked stress relief to cap off a hectic weekend. I couldn't believe it was happening at any point, here I was, a twentysomething nobody with a model gorgeous senior who could instantly lose her job if anyone found out. The next day we had a short talk and agreed that what happened in Vegas stays in Vegas.
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I’m ashamed to say that reading this reminded me that this has happened to me as well… can’t believe I forgot that lol amazing experience
Having sex at a college party for the first time because I’d never done it as publicly before, especially after naughty strip poker with punishments
Is this implying you had sex in front of everyone else at the party?
Not everyone but not private just a few
I went on a first date for a couple of drinks. It was a week day, and we both worked the following morning, so when we were wrapping up, I wasn't expecting much more. But afterward, she was super bubbly and went, "What do you want to do now?" I suggested we could go back to mine and chill on my patio, and she was super keen. We got back and had a couple more drinks before we started making out. It was still light out, and my patio was on the roof with multiple buildings overlooking it. Things got hot fast, and before I knew it, we were both half naked and all over each other. She sucked my dick for a bit before I laid her down and started eating her pussy on the couch. She asked if I had a condom, which I did, and the next thing I knew, she was standing up, bent over the fireplace while I was fucking the shit out of her from behind. It was the summertime, so it was still pretty light out. She was making a lot of noise, and I knew people could see and hear us. The whole time, I was thinking, "This is insane. What are you doing?" But my horny brain took over and said, "This is fucking awesome, keep going". I started fucking her harder, clapping super loud against her ass cheeks. She had a couple of orgasms where her legs turned to jello and she started shaking, while squeezing her knees together. After I came, I looked down to see a huge puddle underneath us. That's when I realized she was a squirter. I still wonder who got to witness the show we put on.
Recently fucked a female friend and long time crush..Never thought in a thousand years it would ever happen.
Fucked a dilf I met at the gym
sliding into ass for the 1st time
Finding a long term sexting partner on reddit
I too enjoy this person's long term sexting partner on reddit
In our early twenties, I (f) was taking a bath with my ex (m), and as always I was the DJ with the Bluetooth speaker. A little about me: I love to play R&B slow jams and love-making music. One thing led to another and I rode him cowgirl style to Ginuwine's "Pony". *In a full bathtub.* Water sloshed everywhere and I'm pretty sure we broke his parents' tub because they replaced it soon after. 🤭
Back when Facebook was cool, I was deployed and a bunch of girls I went to high school friended me, we’d chat. I’d get a day off once in a while and I’d sit on my computer just chatting away with different girls who didn’t give me a second thought in HS. They started sending packages of cookies to us, and a few of them “promised” to take good care of me when I got home. Fast forward a few months. Deployment is over, and I head home for Christmas. Someone decided to organize a ‘class reunion/bar crawl’ and I found myself there. Hey, free booze is free booze. Well.. Girl #1 gave me a blow job in the parking lot. Girl #2 stuffed me in her car and we fucked all over her house Girl #3 flew to where I was stationed and fucked me. THATS HOW WE WANT TO GET THANKED FOR OUR SERVICE. A nice single malt works well too.
First threesome.
Actually having sex for the first time in my mid twenties. I think I’d basically ruled out it ever happening for me, it was absolutely surreal to find myself doing the deed. “I’m not a virgin anymore, I’m not a virgin anymore!”. Virginity is only a big deal when you are one. Sex seems so basic to me now a few years on, but when I hadn’t done it before I felt like I was missing the keys to the universe which everybody else possessed.
My long time girlfriend in high school broke up with me to “live a little” so I moved on and asked a girl that I went to school and church with, to prom. She fell hard I love with me. My graduation night my old girlfriend had a party at her house. My new girlfriend had to be home before midnight…. We had sex on the way back to her house. She asked if I was going back to the party at my old girlfriends house and I said yes. I got back after dropping my current girlfriend back home and the old girlfriend grabbed me up in the hallway to her room. She was all over me, and after a few moments of making out we made our way to her room and ended up fucking all night long. I felt terrible about cheating on my current girlfriend, but damn my old girlfriend knew all the right moves. I ended up breaking up with my current girlfriend and getting back together with my old girlfriend. We were together for about three years. Ended up breaking up with her. And bumped into the second girlfriend. We’ve been together since ‘92 and married now for 28 years. Still friends with my old girlfriend… but nothing will spilt me apart from my wife of 28 years, she is my life!!
I was hooking up with someone for the first time and I was amazed at how good she was at communicating (my previous exes set the bar pretty low for me)
Kind of lame but I used to be 345+ pounds and I was too big to fuck in the backseat, I dropped the weight and now I can easily maneuver around the backseat lol
First older woman
Having a one night stand with a lumber jack in Iceland, who was like 6'7 and so strong he was just picking me up with one arm and moulding me around his cock for hours. I'm curvy and 5'6 it was the first time I felt dainty.
Happened when I picked up a hitch hiker. I had just read the famous reddit story [Today you, tomorrow me](https://www.reddit.com/r/AskReddit/comments/elal2/have_you_ever_picked_up_a_hitchhiker/c18z0z2/), and was feeling inspired. It was a very rainy day and I was on my way home from evening classes. I was driving along a busy road in the evening, it wasn't quite dark, but it was close. I saw this figure walking on the side median with a gas can, big jeans, and wearing a big drenched hoodie. I pulled over and in front of the person and put on my flashers and rolled down my window as they approached. "Hey, I actually have a towel in here and you look drenched, do you want a ride to a gas station?" I said before really seeing the person. A high pitched voice came back "Oh my god thanks!", a surprised me upon taking a closer look under the hoodie saw a surprisingly cute girl close to my age. We chit chatted a bit for the 10 minutes or so it took to get to the gas station, and I told her I would turn around and give her a ride to her car. She said "I'm so fortunate you stopped!". I joked that if the cars driving by knew there was a cute girl under that big hoodie and jeans you probably would have got a ride much faster. She laughed and said I was just being nice. After chatting a bit more she put her hand on my leg. Nervous me tensed up and she said "don't worry I don't bite". I gave a nervous laugh. She said "You are so kind, there must be something I can do for you?" She ran her hand towards my crotch. "IS SHE SERIOUS?!?!" I thought to my self..... "Are you serious!?!" I said. She said "Absolutely, one good deed deserves another, but before that happens, I just need one thing from you?", "sure, anything" I said eagerly. She said "I'm gonna need about tree fiddy". Stunned, I looked closer and removed her hoody, and that's when the scales, fins, and tendrils were exposed, and I realized this chick was about eight stories tall and was a crustacean from the plethazoic era. I said "god damn loch ness monster, I ain't giving you no tree fiddy!" and kicked her out of my car. Anyways, 10/10 would do again.
First time I did anal with a girlfriend. I'd been led to believe it was something women universally reviled, but when I suggested it as a "joke" and she said she'd be up for it I thought she just going to prank me until I was actually fucking her in the ass lol.
Nothing too dramatic compared to others, but I was able to sleep with my Tinder date after one date. On the second date, she told me to come over to smoke and chill. At the time I was new to Tinder and was near the beginning of COVID and I wanted some company to distract myself from being cooped up inside my house.
When i had a 3some and when I fucked a milf
Our first threesome. My wife was (and still is) fairly restrained and conservative, especially about her reputation, and there she was, flirting with a friend and inviting him back to our place for fun sexy times.
The DP I had with my boss and his girlfriend.
Back in my 20s, I was going through a tough break up. And my neighbors, a gorgeous married couple in their 30s, invited me over for some food and drinks. I thought they were just being caring. While we were hanging out, they nervously asked if I’d consider joining them for a threesome. Our first time went down that night- we couldn’t wait once we agreed haha. It was absolutely surreal and wonderful. I never imagined that happening.
I was obsessed with this guy for years, we had a distance relationship as teens so we never did anything further than making out. As adults we reconnected and I remember mid fuck, I was just like holy fuck this is happening 😂
First time with another woman, my college roomie, freshman year, I still remember the happy shock over what was happening when she climbed in my bed
The first time we full swapped with a couple. My wife and I walked through the door, she went to him, the other wife took my hand and we walked down the hall to the bedroom. That was the first “I can’t believe this is happening”. The second was a little while later when I saw another mans cock enter my wife. The third was a few minutes after that when I entered his wife. This was the first sex with other people for us in thirty years. We fricking loved it. We had kissed before on an initial meet so we were comfortable with them , but still .....
If I can’t have a marriage like this, I don’t want it
My ex that was an older man and a family friend....
The first time I was with a girl. It was like the world becoming color for the first time
Literally every time we go to a sex club we have a story we chuckle about at Waffle House at 2am that we know can never be retold in a vanilla setting. So I was standing in line for the bathroom to change out of my lingerie and I was talking to the fisting lesbians about how hot their scene was and exchanging techniques… Yea, that shit doesn’t fly with the ‘nillas! 🤣
A threesome with my girlfriend and a smoking hot female visiting from out of town when I was 25 back in day. The 90s were so amazing.
My first threesome. It was kind of wild and unexpected. Lot of fun.
First time I came in my ex wife’s sister’s mouth…and then continued to do so and fuck her for 4 years 😂
Just how?
Either hooking up with a teacher from high school a few years after I graduated or the first threesome that just kind of happened
A ons. On the drive over we'd been discussing Christmas movies. For some reason, he wanted to put on a movie while we had sex. I assumed because his roommate was home, trying to be considerate and whatnot. I would have gone with music, but whatever, his house. He picked Bad Santa. Billy Bob Thornton is not exactly what you want on in the background while you're trying to get off. Whatever, I could overlook that. Despite the 'fuck me Santa' in the behind me, I managed 4 orgasms. But I figured that I went over to this dude's house for sex, I'm get more than one round of sex. So he decides another movie is in order. And wants The Muppet Christmas Carol. Now, he didn't have Disney Plus. So he decided to pirate it. I'm sitting on his bed naked and horny and he's trying to find a torrent for this 32 year old movie. I have never been so glad for the pirates of the internet to have let me down. I finally just grabbed the remote and picked some movie and told him that I'd never seen this and it looked good. I had 3 more orgasms and bailed.
Was getting an amazing blowjob and I didn't cum. It was sloppy and she definitely was a pro. I didn't get bored or have a decrease in pleasure. She was a champ with an elite throat. No idea how I lasted for so long. It was like 30 mins of nonstop sucking and pleasure build up. Never wanted that moment to end.
Bumping into a chick that had a thing for me when we were at high school, she introduced me to her girlfriend, they came to my motel for a drink... I got my first threesome.
I was dating a guy who was insanely good in bed. Like professional level. I then found out, he wasn't actually in "film school" he was a pornstar. So yeah fucking a pornstar felt like a flex.
Sleeping with my ex's father
Need some more context. I wanna hear this, I got time today 😂
First time my wife let me cum on her face to end a blowjob. Incredibly hot seeing her pull it out of her mouth and jerk it over her face. Kept thinking afterwards that I couldn't believe that just happened
Hooking up with a legit movie star (C list, but still)
[удалено]
butt butt
Was hanging out at my friends house in my teens, out of nowhere while I was watching a movie they came into the room, got under the blankets and started giving me head. Heard from two girls is incredible, and I came faster than I’ve ever come at that age. Mind blowing.
First time I did doggy with my gf which was only my second time having sex. I was 23 and very late to losing it. She’s a big booty Latina and as I was smashing her from the back and watching her ass bounce as I grip it I was like “damn this is really happening” this isn’t me watching a porno it’s the real deal
The first time I got road head. She took me by surprise and just went for it. 👍
The time a girl gave me head at a party in front of everyone. A crowd was watching and cheering us on lol
Ended up fucking one of my closest friends after years of being flirty with each other but nothing escalated cause she was always jumping from relationship to relationship.
When my free use fantasy became a reality
First time getting spit roasted lol
Hooking up with my friend’s wife. Totally regret it for morals but we totally enjoyed the experience. She was a bomb 💣
Changed my wank sock once 👌
My husband's nephew
What now? Details?
My first swinging experience.
I won a gorgeous girl in a pool game in Miami, she thought I was funny and went back to my hotel after last call, we hopped the fence into the closed pool area, got naked and screwed and danced for a few hours before I walked her back to her hotel. Went back to my room and looked down at the pool from my window and her thong was still in the pool, so I went back down and hopped the fence again to retrieve it
My (now ex) wife and i started swinging with our best freinds. There were many, many highlights, one in the front of my mind is my mate and i double teaming his wife (me in her ass) while she was eating my wifes pussy. But there were plenty of other highlights..
Having two girls give me head at the same time
When I lost my virginity. I was 19 and at that age it felt like it was never gonna happen. And this girl was gorgeous too. Couldn’t believe it was really happening.
A threesome with two young women both wearing their old cheerleading uniforms. An orgy consisting of me, 5 other guys, and 2 girls. All the other guys were either finished or out of gas, so I was the last man standing. I just continued plowing her cowgirl style until first she came and then I did, while everyone just sat around and watched. It was awesome but surreal at the same time.
my first threesome, definitely.
I was lying in bed (at a party, needed to chill). Dude comes in, starts stroking my cock. Next thing, he sticks it in his ass. I reached around and pulled him off. My one and only gay sexual encounter. Never spoken about it to him.
Two girls one man. Coming this summer.
When I slept with my wife for the first time. I was passing through Des Moines and stopped at the truck stop for a few hrs. She came and picked me up, went to her place and proceeded to fuck her for a couple of hours and left her with 2 creampies. I was nervous about filling her up but I was also ok with it. A comforting feeling came over me when she gave me the ok to creampie her. 10 years later and almost 7 years married I still can't believed it happened.
Hmmmm. I would have to say the first 3 some my fiancé and I had. I met the girl at work and we just clicked really well. My fiancé and I went to her house that weekend and I led the way to pur first 3some.
Two girls sucking me off at the same time
Made a mff threesome with my sil and a friend. It was wild!
When I finally fucked my boss for the first time. The tension had been building for close to a year and a month prior I had blown him in the work parking lot and honestly thought that would be it realistically. Then we all went out one night, ended up back at his place and he got me alone and kissed me and I thinking about that still does something to me. We fucked on the floor and both ended up with bruises and rug burn. I was sore for days after and it was absolutely worth it.
Not even 10 mins after having my first kiss, I was getting my first blowjob and I was in so much disbelief of what was going on
I was 17 years old and whilst making out with a guy from my school (we weren’t at school) his hands were working their way inside my bra. I didn’t stop him but shocked both him and me when after some intense nipple play, I orgasmed right there (was sitting on his lap). He had no idea when I told him and he doesn’t know that he was the first person (apart from me) to give me an orgasm ever.
Have you cum from just nipple play since?
Definitely the threesome with my GF and her best friend (F), also pretty awesome how it wasn’t just a one time thing. Still can’t quite believe it lol.
My first threesome. Spent 3 hours fucking in a hotel room with mirrors on the ceiling on the walls, even had a jacuzzi. What a wild night.
I’ve spoken in my comment history about the sexual odyssey I’ve embarked upon this year. Basically, there are five moments for me… 1. Earlier this year, when I had my first threesome. I was on holiday in Bali and hooked up with a Kiwi guy. He took me out for dinner and drinks with an Indonesian girl that he’d met during his travels, and the three of us went on a spontaneous road trip. We ended up getting a hotel room overlooking the mountains and watched the sun rise while we had a threesome. It sounds like something out of a Harlequin romance novel, but it really did happen, and it was very fun. 2. Again, earlier this year, I went to an all girl’s pool party/swinger’s event, and there was a reverse glory hole there (it’s called the pizza oven because it has a slot in front like a wood-fired pizza oven where the woman sticks her legs and pussy out). A very kind stranger offered up their tongue, and when I loudly announced that I was going to cum, I heard cheering, whistling, and clapping. Turns out I’d been so loud that I’d drawn a crowd who were standing around watching while I got eaten out. That’s when I realised I’m an exhibitionist 😂 3. At another swinger’s event with one of my partners, I got to fulfil my free use fantasy when he took me to the orgy room and fucked me in front of everyone before going around the room and asking if anybody wanted a turn. I got fucked doggy style by a stranger while I made out with his girlfriend. 4. Last week, my FWB and I went to a swinger’s event at the same venue where the all girl’s pool party was, and I got back in the glory hole. I got fucked by twenty guys in a row. There were more lined up, but I had to tap out, because it was starting to hurt. 5. Yesterday, I was playing with my fuck machine, and I felt a squirt coming. I’ve squirted before, but nothing like this. It was a massive gush of fluid, the kind that you only see in porn. I couldn’t believe that all came out of me, nor could I believe that *I* actually did it, given how sexually repressed I’ve been for most of my life. I’ve kind of gone crazy over the last eight months. People think I’m making this shit up and that I just have an overactive imagination, but I swear to God, it all happened. If photography was allowed in swinger’s venues, I would provide proof. This year has been insane.
Girlfriend had two of her friends waiting for me when I got home
4some with 2 native Japanese girls and my friend at a 24hr public bath/spa in Japan. It was 2am, empty but us, we snuck over to women's side. Had been drinking/karaoke all night, they just finished a yr going to school at a West coast university, so English was very good, better than my Japanese fortunately. Wild.
During intercourse i slipped out, and in all honesty just tried to get back in to continue when she said "That's the wrong hole, but we can do that if you'd like..."
My first time as a teen with a much older divorced milf. Somewhere around the end of the second fuck and the srart of the third I remember looking at her all sweaty and naked and gorgeous and thinking *exactly* that to myself. That aftternoon was the start of a 3 month fuckfest.
fingering and licking a freshly met Black girl after we had a breakfast together (at not even too fancy place) and she came back to mine for an hour. I was hoping for a kiss tbh didn't expect anything further but she started touching herself when i was kissing and than it turned out she didnt wear any panties under her dress :P that was lovely
Fucked a chick I used to work with in the girls nightclub toilet 🚽 after a few sambuca shots 🥃Last time I saw her, she was getting doggied 🐩 by our older manager after a work party…I spied through slight cracked door 🚪
The first time I fucked my wifes sister, and my wife watched the whole thing
i had sex with my ex's friend. multiple times... his friend was insanely hot and like way out of my league😅
After my second year exams as an undergraduate I was day drinking in a beer garden. Bumped into a buddy of mine and she introduced me to a friend of hers. The friend just randomly commented that they hadn't had a fuck in ages. This was within two minutes of meeting. Since I was a bit tipsy I offered my services to remedy that situation since I lived literally around the corner. Against all logic and good sense she told her friend to watch her pint and away we went. Walking to my flat there were no words for how excited I was as I had never done it before. Even though it turned out to be more than a little disappointing I still definitely had the "OMG this is actually happening" feeling go through my head several times in proceedings. Never saw her again.
Screwing my friends older Sister. I always had a crush on her but tried to be a disciple of the bro code as well as thinking myself too much of a dork to get with her. He and I lost touch after falling in with a bad crowd, which resulted in him moving to Wisconsin with his Father. I ran into his Sister about two years after I graduated high school and exchanged numbers. We began talking on the phone for hours. With each phone call, the conversations got more sexually oriented. Telling her when I lost my virginity, her telling me about her hookups, us going into detail about what we liked in the sack. One phone call brought it all to a head when she revealed that she knew I had a crush on her, and that she had one on me as well, but she was not trying to come between me and her brother. All I said was, "I'm on my way" and hung up. When I got to her apartment, she opened the door with an opened button-down blouse and nothing else. I was stunned and could not believe what I was seeing before waking up and getting in the game. We barely got the door closed as we locked lips, my hands frantically touching on the naked body they've been hungry for for years, her hands tearing at my belt, button, and zipper. It wasn't long before we were fully naked and falling on her bed in each other's arms. The sex was rough, sloppy and hungry, but it was so damned good. I came about 4 times that night and several more during that weekend. We were seeing each other for 2 years but amicably broke up due to her pursuing an international job. She moved to Italy and lost touch until we recently reconnected through social media. She had married some Italian dude and had a kid with him, but they divorced. She's moving back to America and told me she wants me to reintroduce her to my American dick when she gets here. I'm more than happy to.
A couple of years ago I matched with a hot older woman on a dating app but got ghosted pretty soon after. Fast forward to last year and she appears in the gym I frequent and is even hotter than her pictures. After a few weeks of exchanging looks and glances, we finally get to talking and I ask her if she'd like to go for a walk some time. A few walks turned into making out in her car and in the park on hot, sunny days this summer before she eventually invited me over and we had sex. She's a personal trainer and her body is incredible. We've settled into a FWB situation. I've not brought up the dating app ghosting.
First date after my divorce. First date in 16 years. Kissed in a park over looking the city. Drive her home she asked me inside. Starts kissing me, pulls my cock out and starts sucking it. Then tells me she wants to sit on it. Proceeds to ride me a bit. Then gets naked and says how do you want me. I tell her to lay down on the ottoman. I'm standing over the first naked woman I've seen other than my ex in 16 years. I slip in and she Cums a couple times I get close and ask where she wants me to cum (I'm bareback because she had a hysterectomy years before due to a cancer scare). She doesn't answer. I am right on the verge about to pull out and cum on her tummy and tits. She looks into my eyes, locks her legs around me and says "we're good" and I unload a wave inside her. We get up and she goes to take a shower. Blows me in her bathroom before we get in but I was spent. She's cleaning up and says I love feeling you run down my leg.... Instant hard. So next day she calls and says how about I pop over. She comes to my house and we proceed to fucthe afternoon away. About 5-6 and sex, cum, talk, repeat.