I [M] fucked an old classmate’s girlfriend [F] on the street

Well I went to this party, some old classmates from high school invited me.

The party was good and there was this guy with whom I never talked too much, I didn’t hate him or anything, a completely inconsequential relationship. He was accompanied by his girlfriend, what we could call a butterface girl as such, ugly, thin, brown skin and with a seriously amazing ass. She was wearing a very tight black skirt, with that ass it seemed that the skirt was going to explode.

The party progressed, we were in a group of friends at the end only, and this guy along with his girlfriend.

I noticed that the girl was looking at me a little, it is not to show off but I am much more handsome than her boyfriend and I have a better body, I work hard in the gym. But well, the boyfriend was there, and there were no more girls to seduce so I decided to just get drunk so bad.

Home for the Summer [MF] [oral] [rimming] [virgin]

[CHAPTER 1](https://www.reddit.com/r/eroticliterature/comments/iqyt61/home_for_the_summer_ch_1_mf_oral_public/)

*Where’s my fuckin aspirin?* Your head’s pounding, there’s a crick in your neck, and your bladder is about to explode. You climb out the backseat of your truck, walk to the nearest tree, and start pissing. As you relieve yourself, you start looking around to survey the damage of last night. By some miracle, most of the cans are in trash bags and there seems to be no sign fire anywhere other than the fire pit. As you start to think about the events of last night, you can feel yourself starting to get hard again as you remember the feel of Mattie’s lips (both pairs) wrapped around your cock. You search for her car, but don’t see it. *She must’ve skipped out already. I’ll have to text her later.* You climb back into your truck, fumble around in the console for the aspirin bottle, and choke down three with water from a days-old bottle. As you pull out of the cove, you wonder what else you can do to make your hangover (and morning wood) go away.

My first sexual experience

When I was a sophomore in high school I had sort of a fuck buddy/friend with benefits that I had known for several years before that but we hadn’t talked much. Suddenly we started to get to know each other and we started to sext each other and we would jerk off on FaceTime together. She had a beautiful pussy. It was pink and hairy and it was amazing to watch her stroke it and rub it. She wanted to take it a step further and get physical. I was not opposed to this, so I asked her what she had in mind. She really liked having her ass grabbed, and she said she wanted to do that. The thing is, our school has a lot of security cameras, so we had to plan this out. We talked about it for a couple days, then we finally had a plan: I was going to act like I forgot something so I could go back to the building after school was out so we could meet up under the stairs. I went up to my locker, then I found her and we went to the stairs. We set our stuff down and got to it. We were embraced in a hug and I lifted up her skirt and grabbed her ass. She had such a nice ass. It was so soft and squishy. The first time was through spandex, which was good but it was still a little tight to fit my hands under. I was grabbing and massaging her ass and then I asked if I could got in from the front. She said yes and I slipped my right hand into her spandex and my god that was one of the best things I’ve ever felt. It was hairy, and it was wet. I stroked up and down on her pussy and she quivered. She had never before been touched like this. I pulled her spandex down to reveal her beautiful bush. I pulled her closer while grabbing her ass so that she could feel my boner rubbing up against her. My mom started texting me though so I had to go. I let my boner die down then I left. The second time she had on these nike shorts under her skirt that were kinda loose. It was much better than the spandex. It was a lot easier to grab her ass and I think she liked that. I went to put my hand in her pants and she was wetter than before and I slipped my middle finger in. She let out a quiet whimper. She started playing with my hair, and that was great. Then she jumped up on me and I held her while grabbing her ass. I pointed to my boner and said “Look what you’re doing to me.” She told me to pull it out and I did. She stared at it and then grabbed it. She stroked it a few times before she got on her knees and began to suck my cock. This was the first time I had gotten my dick sucked and it was her first time too. She sucked it for about 3 minutes until I told her I was about to cum. She didn’t take her mouth off my cock and she swallowed. She said, “It tasted weird but I didn’t want it to get everywhere.” The third time we met under the stairs I told her I wanted to eat her pussy. She said she would let me, so she sat down on the ground and took off her shorts that were under her skirt. I laid down on the ground and licked her pussy. She trembled, but she told me to keep going. I was eating her pussy and she started shaking and she told me she was about to cum. She let out a big breath and told me she had came. I felt her pussy and she was dripping wet. The fourth and final time we met under the stairs, I told her I wanted to fuck her. She said yes and took off her spandex and bent over on the ground. I licked her pussy to get her lubed up and I slipped my cock in. She let out a little moan, and I kept fucking her. Her pussy was so wet and tight; it felt amazing. I lasted for about 5 minutes because it was my first time. I came inside her but she told me she had been on birth control for several months before that. We had a falling out and then there were no more meet ups under the stairs.

[MF] An affair with my secretary M25, F27

MF] My motivation for this story comes primarily from wanting to tell it for some time, but never being able to. Despite everything that happened, the last thing i would want is for her to get hurt. And if anyone knew, that’s exactly what would happen.
To give you the backstop here, this took place about a year ago. I was engaged to a girl, let’s call her Victoria. To give you a picture, she’s short, blonde and petite though pretty busty with D cups. I should probably describe myself as well, im talk at 6’4″ and in pretty good shape with short brown hair and green eyes. We had been together 8 years, since high school and for most of this time it really was like a fairytale (granted I can be a bit of a romantic, as you’ve likely determined from how this story has started). Well things were pretty perfect until she confessed having an affair with a close friend of mine. I was devastated, but worked with her through it as I was convinced we could work through anything. But of course a bit of resentment was built up there. I ended up befriending a cute, quiet secretary in my office, honestly with no bad intentions but the fact that she was gorgeous didn’t hurt. To paint a picture, she’s real thin with maroon colored hair- the kind you can only get with dye- and small, perky B cups. Best feature was either an amazing ass or the fact that she wore pencil skirts every day to work, occasionally mixing it up with a flirty sundress. But one of the cutest features was a small tattoo on the back of her neck. Let’s call her Karina. I start talking to this girl when she starts leaving smiley face notes on my documents, and go out of my way to be around her. We really start to hit it off, and I creatively found an excuse to text her. We start talking outside of work quite often; nothing flirty, just those exciting conversations about anything and everything. I find myself hiding my phone from Victoria at home, sneaking off just to send a few texts. But I had to hear from her. Finally one night we are talking and she admits she is married.
I was pretty shocked by this, as I thought she was younger than me, but instinctively told her I was engaged as well, realizing only then how hard both of us had been trying to hide this from one another. We agree its not a problem to be friends, and continue talking as normal.
Well this escalated pretty quickly. I soon found myself venting about Victoria to her and she reciprocated the sentiment, often feeling ignored by her husband. We started hanging out outside of the office, mostly at lunch, until shortly afterwards I became her manager and we didn’t want rumors to start. She then suggested we hangout on the weekends, and our first plan was to go hiking at a local park and I could meet her dog (a really cute husky if anyone was curious).
Well we meet on this weekend and start our hike just talking like normal. I showed up in sweat pants and a wicking shirt, and this girl shows up in a short sundress. I really stood no chance.
Well we are walking the dog and I find myself purposefully leading this girl away from the common paths. I want to be alone with her, fuck any of the consequences. Finally we are quite in the middle of no where and she hugs me. Not your usual friend hug, but the holding you too close and very suggestive kind of hug. We just stay in that position for minutes, and I inadvertently become hard. Which wouldn’t have been an issue had I been wearing anything but sweat pants.
Well she definitely felt it and backed away, at first apologizing. She awkwardly makes straight up eye contact with my dick and looks back up at me. She goes “I’m sorry, I’ll fix that” and slides her hand into my sweats. This girl grabs my dick and kindly tucks it into the waste band. I had no words. She then goes on to say “all better!” And starts walking away.
Well we walk for a few more minutes and finally she stops and says “I’m sorry if that was weird.. i would be willing to offer a more permanent solution if you’d like..”
I stared at her, surprised just how forward she was being, until she pulled me in and kissed me. Any ounce of reluctance I had was gone now. Things escalated quickly now. I kissed her and my hands started exploring her body. I had to know what she was wearing under that dress.
Turned out she was wearing nothing. I slowly slid my hand up her thigh (still in the middle of a hiking path) and began teasing her. Finally I slid over her pussy and couldn’t believe how soaked she was. She then moved my hand aside and dropped to her knees, pulling my dick out and in one quick motion it was in her mouth. She was a master, sliding her hand up and down my shaft as she went.
This went on for about 30 seconds as she took me deep into her throat. I’ve never experienced such a skillful blowjob to this day, and from such a quiet, innocent seeming girl. All until her damn dog barked.
Naturally this freaked me out and we both jumped. Seconds later a couple came hiking through the woods and was within eyesight of us. We thought we pulled off the innocent hiking look but Karina was definitely still on her knees when they first approached us. We then continued our hike, turned on as ever, until i got a call from Victoria before we could find a more secluded spot. I had to rush home. Karina texted me later, already feeling the tinge of guilt about what had happened. She said from now on we would just be friends. I agreed, but that was very far from true.
Wow this post went a lot longer than I thought. I have so much more story to tell! If you guys are interested I’ll share the next parts as well :)

Having Some Brie, Chapter 11 END [fm] [Incest] [Brother/Sister]

[Chapter 10](https://www.reddit.com/r/eroticliterature/comments/iqiiu9/having_some_brie_chapter_10_fm_incest/)

Our overnight bags were already in the guest room. Lexi must’ve brought them in while we were at the club. She yawned and stretched.

“Alright, goodnight, you two,” she said with lazy contentment. “Don’t stay up too late. Or do.” With a wink, she retreated to her own room, just like that.

“Definitely need a shower,” I muttered. We were both wearing a layer of sweat from dancing, and I was anxious to peel my shirt off.

“You go first,” Brie suggested.

“We’re not going together?”

She flushed, biting her lip. “‘Y’know, it *is* possible to shower separately. I have some… stuff to take care of.”

“Okay…” I drawled, narrowing my eyes. I wondered what she was up to. Maybe hop into the shower halfway through again? Nope. I brushed my teeth, chuckling inside at the idea that we had our own toothbrushes here.

I carried my balled-up discarded clothes back to the bedroom, tossing them onto the bag next to the bed. Brie carried her duffel with her to the bathroom. The whole bag?

I [F] lost my vaginal and anal virginity as a freshman to a senior who was definitely manipulative and abusive but kept hooking up for a year

I [F, then 18] lost my vaginal and anal virginity as a freshman to a senior was definitely abusive and manipulative but kept hooking up for a year

This was years ago when I just started college. I’m 23 now.

I never had sex in high school. I had a hs boyfriend but we only went so far as oral sex – the only guy I had ever been with before college. When I first got to college I was overwhelmed by all the freedom, parties, and cute guys. I downloaded tinder literally the first day. A few days into it, I met this funny, cute senior guy. We hit it off and I told him I was a virgin, afraid that he wouldn’t like that. He said he didn’t care wanted to hang out. So after about a week of talking I met up with him. He lived off campus in his own apartment which was nice. While I was there just fingered me and ate me out and I gave him a bj, with him finishing in my mouth. It was so intense and I came harder than I had my entire life – he was really talented with his hands and tongue. He didn’t even pressure me to have sex.

Visiting another campus is always great for hookups [MF]. This visit went above and beyond

This is not one of my wilder stories, but it is a hot hookup with a stunning girl that a friend asked me to post, so here we are….

One of my high school buddies made the bold choice of going to college outside the country (Canada). It was really unheard of at my high school, but a few months in I could tell that their was at least one major perk. Looking at the photos he posted on Facebook and Instagram, they were filled with some of the hottest girls I’ve ever seen to that point in my life. It made no sense that this tiny school would have so many incredible woman, plus my friend was not necessarily a hit with woman, but they seemed to be everywhere. I told him I’d come visit as soon as I can, and I might have too much fun that I’d have to pick up everything and move in with him.

S[m]all guy with a big dick

When I was in middle school, puberty hit me pretty early. In the showers, the locker rooms or even during boys pyjama parties, I could clearly see I was the biggest among my friends. After that, I loved showing off or getting naked in front of others just to show my big soft cock. And even in high school when I was more mature and intelligent, I still liked showing it. But in high school, puberty had hit everybody, and some of my friends became confident too.
John (not he’s real name of course) became one of my good friends and when we were 16, we use to hang out a lot together and go sleeping to the others house. John was small, compared to me who was always taller than my friends, but he really wasn’t tall. But it was around this age I discovered he also had a big dick.
One day, he was sleeping at my house, and while I was brushing my teeth in the bathroom, he decided to take a shower and got completely naked in front of me. I was very surprised to see how big his dick was compared to his size, even though he was completely soft. His dick was literally hanging between his legs like a third leg. After that, we just didn’t care showing off in front of each other, and became completely confident about it, and even sometimes walked naked in the bedroom for fun. There was absolutely no desire between the two of us, we were just proudly showing off our dicks.

[Group] I’m going to ask you to imagine something

Imagine this.

Imagine that you’re part of a friend group, a very close friend group, of two guys and three girls. Now imagine you’ve been close friends for maybe 15 years, since early high school, and imagine that this is just an incredibly normal, though somewhat nerdy and academically successful, group of friends.

Imagine that you’re the shyest, nerdiest guy in the group, and naturally, you’ve grown up maybe fantasizing about any – or all – of the three girls in the group on and off over a long period of friendship. That would be natural, right?

Now imagine there’s a fourth girl, who isn’t a part of the main group, but is very close friends with a few of you from the group, and very familiar with it. She occasionally joins you and hangs out as well.

Now imagine you’ve come to back in your late 20s, and you still haven’t had any sexual experience in your life. Every week, you still hang out with your close group of friends, get together and chat, maybe watch something, pretty consistently, every week.

We [FM] had late-night hotel room sex in front of her girlfriend. [FM] [FF]

Some context:

[https://www.reddit.com/r/gonewildstories/comments/ia7bpu/i_m_got_to_watch_a_longterm_flirt_have_passionate/](https://www.reddit.com/r/gonewildstories/comments/ia7bpu/i_m_got_to_watch_a_longterm_flirt_have_passionate/)

[https://www.reddit.com/r/gonewildstories/comments/idwvnj/a_night_to_remember_count_it_up_her_four_orgasms/](https://www.reddit.com/r/gonewildstories/comments/idwvnj/a_night_to_remember_count_it_up_her_four_orgasms/)

——

Rachel and I had been “dating” for about two months. I say “dating”, because if you’ve read my [previous stories about her, you’d know she was in an open relationship with a lovely woman, Gabi](https://www.reddit.com/r/gonewildstories/comments/ia7bpu/i_m_got_to_watch_a_longterm_flirt_have_passionate/). But we *were* dating. I’d even go so far as to call her my girlfriend, and things were really good. She’d stay over at my place sometimes (she lived in Brooklyn but worked in Manhattan, so her commute time was drastically reduced on those nights). Still, most nights she’d be at home with Gabi (or Gabi would stay somewhere else, and I’d stay at their place). It wasn’t “normal” per se but it was a pretty reasonable setup, all things considered.

So, two months of hooking up and I figured “who better to bring to my high school buddy’s (Richie) wedding than Rachel?” Even though we’d only been dating for a relatively short time, I asked her if she wanted to come as my date, and she gladly accepted. I did have to call Richie up and beg him to let me bring a +1 after I told him I was riding solo originally, and he had to ask his fiancee to go with it. They thankfully accommodated us, even though it was two weeks away (in fairness, I confirmed with Richie before I asked Rachel).