gonewildstories Archives — Page 3670 of 5640 — NSFW story

[MF] How the awkward shy kid [22M] lost his virginity, part 1 (Long)

This is the first of several stories I’ll probably post. All of the following is true. Since this story, I’ve embarked on a journey of sexual exploration and I’ve got lots more to talk about. I’ve always had a high libido and this is when I was finally able to release all that pent-up sexual energy.

This story is also sappy and emotional as well as hot and steamy, so if you’re looking for a quick wank over the toilet, go somewhere else.

College wasn’t amazing for me. It wasn’t bad, just not amazing. I went to a large SEC school with 33,000 students. My social anxiety, it turned out, was not bound to my high school as I thought. It was a parasite that lived within me that I couldn’t get rid of. I was too shy and closed off to make many meaningful friends, and didn’t really have any wild times. That is, until the end of the Summer of 2019, which is where our story begins.

I had spent most of my senior year studying and in therapy, seeing a psychologist upon the reccomendation of family and friends. It wasn’t a cure-all, but my therapist was really helping me figure out what it was that prevented me from getting close to people. I’ll spare you all that experience. Read more »

[FM] First time girlfriend was shared

Girlfriends first time.

GF first experience Pt. 1

Long time lurker so decided to tell the story of first time my longtime girlfriend played. Hope it is enjoyed and I have other encounters to tell if people are interested. I’ve posted this in another subreddit but found that this also belongs here. Edited from last time for clarity and ease of reading.

So girlfriend of about 3 years and I were going to spend some time apart from each other after graduating school. We explored our sexuality together and trusted each other. We both lost our virginity to each other and were always pretty open with each other. Long story short we both admitted finding the idea of her messing around pretty hot. After some encouragement, she was willing to give it a try. She, lets call her Kayla, stands at about 5 foot with brown hair, brown eyes, typical girl next door that looks very innocent. She has perky B cups with the cutest freckles scattered throughout her chest and back. Her flat stomach leads to a great tight pussy that only a 19 year old girl could have. Her best feature would be her ass. While not huge and fat, it is amazing to grab and smack. All of her girl friends make comments about her ass and guys eyes constantly wander to it. Read more »

[MFF] Eventually fulfilled fantasy

Hi all, this just happened Friday night so it’s really fresh in my head. Background, I’m an undergrad 21 M 6 feet tall.

This story goes starts a few years ago. As an international student in US from a very prudish country I was a virgin despite having dated a few people, and was still dating someone from back home after a few months together. First week of school was international orientation at a state school, which meant very very few people on campus. I made this friend at orientation and her and her roommate came to my room to hang out. Her roommate, Beth was fantastic – the tallest girl I’d ever met (5’10 easily) blue eyes and fit to the point that her curves alone had me considering breaking up. Not only was she a major turn on, she had no sense of space and sat as close to me as she could be without actually sitting on me, her tits pushing up against my arms. Couldn’t do anything about it cause I had a girlfriend who I later tried breaking up with so I could hook up with this girl. Orientation ended, work started, and we just got busy with our own things. Remained friends but met only once a month or so. Read more »

Happy Birthday To Me [MF]

“Just so you know, I’m not wearing any underwear.”

I notice the cab driver’s eyes flit towards my girlfriend in his rearview mirror. He sees me catching his gaze and offers a smirk before going back to concentrating on the road. I thought Rena saw it too but she didn’t. Or maybe she didn’t care.

“Uh. What?”

“You heard me.”

I had indeed. It was hard to ignore anything Rena said or did. We’d only been dating a month or so but I was in love with her and she completely captivated me. I’ve mentioned her in previous posts but those descriptions don’t do her justice. Tall, blonde, with a “fuck you” attitude and “fuck me” eyes, Rena was way out of my league. It would be a year till we both realized that. Our relationship was a runaway train careening towards a fiery end. But at that point, I couldn’t see it. From the front of the train, it just looks like a fun ride.

Back in the cab, I start blinking furiously.

“Really?” I sputter.

“Yes,” she whispers back.

“Prove it.” Read more »

[M] Wanking for the girls across the street – Update

[Original post](https://www.reddit.com/r/gonewildstories/comments/dpxzz0/the_girls_across_the_street_watch_me_jerk_off/) for context.

I generally wait till around midnight or later to masturbate so that it doesn’t seem obvious that I’m trying to put on a show for the girls across the street. Unfortunately it seems most of them like an early night, so tonight I went for it much earlier, and boy did it pay off.

It’s been a delicate dance, me pretending not to see them watching, them pretending they aren’t watching, and I’ve been dancing badly. Tonight however, knowing I was going to put on an earlier show than usual I’ve forced myself to control where I look, and let them get some confidence back about looking in my window. When I have glanced I’ve been a lot more sneaky about it, and have been very happy to find them loitering by the window and looking in. They’re still skitish and pay close attention to where I’m looking, the merest flick can send them into hiding. Read more »

[MF] Getting what I called for: car “date”

I could chat with Sud on text for a long time, I could talk to her on phone and connect, I could meet her over coffee and have a laugh, but ever since crossing the line on that fateful afternoon, something changed. I hated wasting time, any time that I could spend getting something out of her.

I could have driven further into more seclusion out of more eyes, but I just couldn’t wait anymore.

So when I crashed into the car seat in the back, Sud probably knew my expectations from that evening. I didn’t know hers. (Well, I didn’t care to find out either.) No words were spoken. She re-tied her hair and started her job. She unbuckled my pants and drew them down. I lifted my butt to let her do it. Then came my underwear, off.

Me: Take it all off and throw it on the front seat.

She picked it up slowly. There was no hurry in her actions. She even gave the pants a quick 3-point fold. Then everything went away to the front seat. She grabbed my erect pole and started sucking on it. Oh yeah, that was what I was craving for. My shoulders, tense from typing all day, suddenly relaxed. Read more »

My [F]irst College Halloween Party

I go to a relatively large college. Not going to say where for privacy but it’s Big 10 and we’re very proud of it. A few weeks ago I got invited to my first Halloween party, and this is how that went.

I came to the party in a “cat” costume that’s was super cheap but fun. Basic mask, short skirt that totally flashes your underwear at everyone, that kind of thing. Throughout the night everyone got a little tipsy, and as they do with teenagers, people started getting handsy.

I found this guy dressed as the Terminator and lead him to the bathroom. We made out for a while, started touching a bit, my top came off all the good stuff. I start going for his belt, and after a little bit I get his pants off and started going down on him.

That lasted a few minutes, and when he was ready, I let him cum all over my face. First time that’s every happened, and I can’t wait to do it again. The bad part, I had to then walk back through the party covered in cum to leave, and it wasn’t fun, but it was kind of exciting. Read more »

[MF] Transformation: not hers, but mine.

I had been a normal guy all my life.

I had good friends, I loved them all. I played sports time to time. I loved computer game. I lived to eat, was social, did well in school, undergrad and then grad. I was a good scientist, not overtly brilliant but successful. If you met me in real life, you would think I am the definition of normal.

Yet, now I was in the midst of something which I never thought I would be in: an affair.

It bothered me that Sud was in fact, a married woman. It went against my ethics and who I was and what I stood for. Marriages are sacred and should be left so.

Yet, when I thought of Sud, I remembered not the fact that she was married, but her face as she looked into the stained mirror in the public washroom. I remembered her face, red with effort, my underwear stuffed into her mouth, wet with her drool. I remember her body rocking back and forth with my thrusts controlled by my strong grip on her hair, her face rocking close and then far from the mirror itself. I remember the fact that she moaned, muffled by my underwear, so intensely that her veins popped on the sides of her neck. I could never imagine I was driving this. Read more »

Watching our Friends Last Weekend [MF]

Happened last weekend, was a big party with our friends – mostly all younger married couples.
I was there with my wife and about a dozen other couples.
We ubbered over with our friends Roc and Danielle, good friends of ours – good looking couple, Roc played college football and was in really good shape and his wife Danielle had a great body, blonde hair and was a funny girl.

After the party we decided to head back to their place to keep drinking and having a good time.

There is always flirty talk in our circle of friends and Roc is a guy who always seems to take it right to the edge and but doesn’t cross the major line.

We are back partying at their house and we are talking about sex in a real general way, my wife is a little more reserved and modest in those type of settings but she was engaging in the talk about some past experiences with the three of us.

The conversation was getting hot and Roc and Danielle started to kiss eachother a little and Danielle excused herself while we are down in the kitchen. Read more »