Category: gonewildstories

[MF] Hot college one night stand with another girl sleeping right next to us.

Names are changed and just for for SEXUAL STUFF if you want to skip the story.

Some guys and girls from our class decided to go out for dinner. Some went home after but a few stayed and we met others who had been drinking at home.

Drinks started flowing and at some point in the night I’m hanging with 2 girls, Jennie and Hannah. I can take alcohol pretty well (not bragging, it’s just that I’ve been the newbie drinker of the group and now I have more resistance and I can control myself) but Hanna is not feeling well. We both help her, get her some water and we move to another bar but eventually we give up and start going to Jennie’s home because I’m supposed to sleep on her couch.

On the way home, Jennie sees a store with expensive lingerie and starts saying that she once convinced her mom to buy here a 50 dollars bra because it was great at making her small boobs look bigger. I tell her not every girl needs big boobs and that small boobs fit her figure really well and she was very attractive. For the first time ever, we are actually flirting but I still don’t think anything will happen. Read more »

Married co-worker [F] and the young man [M]: an affair (LONG)

Everything I’ve written previously has been about my collegiate experiences–my first time with an older woman ([1](https://www.reddit.com/r/gonewildstories/comments/598ol8/late_40s_f_and_the_college_boy_m_a_first_for_both/), [2](https://www.reddit.com/r/gonewildstories/comments/59xwkg/late_40s_f_and_the_college_boy_m_a_first_for_both/)) and about [an experience with an ex girlfriend, where I gave her an orgasm in front of her dad without him realizing](https://www.reddit.com/r/gonewildstories/comments/5aykbh/orgasm_in_front_of_girlfriends_unknowing_dadmf/) (most of the commenters believe he knew–but I still naively don’t think so!). I have to confess the following experience does come with a little bit of guilt because she was married (it’s so weird how the married also makes it exponentially sexier, which she did specifically mentioned quite a few times). Our first interaction was last March and we decided to chill out recently.

As a reminder, I was a tall, gawky kid growing up, with glasses and an overbite. Then I wrestled throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged, and alternate between overconfidence and no confidence. Read more »

My first time with a t-girl [TM]

At the time this happened, I was a 32 year old guy. I’d just moved to a new city and didn’t really know anyone yet, so I signed up for various dating and hookup sites. I’d always been a little bit curious about the idea of meeting a t-girl, so I ticked that box while creating my profile for one site.

I exchanged messages with a few GGs, even met one of them, until one day a message from “Shari”. She was a t-girl, my age with a slim body that looked great in the outfits she was wearing in her photos. I replied right away of course!

We exchanged a few messages and pics, getting to know each other and one day she asked if I’d like to come over? She lived nearby, so I walked over stopping by the liquor store to pick up a bottle of red wine.

I arrived at her apartment and she buzzed me in. I knocked on the door and was greeted by Shari looking sexy in a short dress, fishnet stockings and sky-high heels. She greeted me with a hug and a long, deep, sensual kiss, before taking my coat and showing me where to find a corkscrew. Read more »

Fucking you on Thanksgiving [MF]

I suck on your neck, then press you close to feel my hard cock. Of course my hands can’t help to quickly wander to your breasts and hips, pinching squeezing and rubbing when I know you want more. I run one hand down the small of your back to firmly grasp your ass while my other hand explores your swollen clit momentarily. My mouth moves to your nipples while my hands run up and down your thighs and ass, making you squirm as your pussy moistens.

You’re thrown down on your back, your heart beating excitedly while I move into position above you. Your nipples and tits receive some more attention before I start moving slowly down, making sure to kiss every inch of your belly, squeezing your thighs and tits. Once between your legs, I pay lots of attention to your thighs and outer lips, careful not to disturb your wonderfully wet pussy. As your aroma fills my nostrils, a new wave of blood instinctively rushes into my penis, just when I thought it couldn’t get any harder. I can’t help myself any longer, I have to taste your swollen lips. I gently separate your lips with my tongue, pushing into your canal and tasting your flowing juices. I suck on one side of your labia, then the other. I move up to your clit, flicking it with my tongue. I lick and suck all around your pussy, sometime pressing hard on your clit, sometimes playfully biting your sweet lips. Read more »

[MF] The submissive girl in the hotel

This story took place in a comfortable hotel, where I stayed for two weeks. The fun starts at the end of the first week, and unlike other stories I didn’t meet her at the bar. For the impatient, this first part of the story is rather mild and mainly consists out of teasing.

Exhausted from a rough week, I decided to swim a few lanes in the pool. I’m a 33 year old guy, reasonably fit, 6ft2, brown hair and eyes, stubble beard – happy with myself. I’ve been alone for the first few minutes, still thinking about work when SHE walked in.

Amanda, early 20s, tall and slim, with a big white towel covering most of her body. Brunette, shoulder-length hair, and wearing a plain black bikini. When our eyes met, I smiled at her, and she blushed. I continued swimming, although I really wanted to see more of her. She almost left again, but in the end placed her towel on a lounger and stepped into the jacuzzi. Read more »

[M]y [F]riend from class sucked my dick behind a dumpster, and then she invited me back to her place

You remember that first day of classes in college when you walk into the auditorium or classroom and look for (a) someone you know, or (b) someone that look smart, and if you’re lucky, they look good too? Well, I locked in on Penny in my history class. Penny was a really cute petite brunette, and sported a pair of glasses, that for some reason drove me crazy.

I walked up to her row, and asked if the seat was open, which upon she immediately responded “sure, but only if you’re a history major”, followed by the cutest smile I have ever seen. I told her I wasn’t, but I told her I had never gotten anything below a ’B’ in any history class before, which was a lie, but it worked and I got to sit next to Penny that semester.

Fast forward to a month and a half into the semester. Me and Penny had been talking mostly before class, had lunch a couple of times and the occasional Facebook chat about school work, that led to the normal off-topic stuff before it dies down. We had a flirty tone, but I had a really hard time reading her. One of my weaknesses as a human, is that I tend to never take the first step until I’m fairly certain that the other person is somewhat interested in me, especially when they are people in my life I don’t want to have an awkward thing with after. Read more »

Exposing my [M] GF [F] in hostel [MFM] [exhibitionism]

I was on holiday in London, with my GF. I was 28yo and Lisa was 24. She is very cute with a wonderful face, ass and tits, but, what I like more, she is shy but she force herself to fight this, she likes to tease me and I love to tease her and to to take her in embarrassing situation.

To save money we booked two beds in an hostel room with 4 beds and an ensuite bathroom. The hostel was very friendly and clean. We arrived in London early in the morning and we we spent the whole day around the city. At 11 pm we were very tired and we went back to hostel. A bed was taken and the other 5 were available. We took two beds near the taken one. Our roommate was outside so we strip off in the room, I slept with boxer and Tshirt and Lisa with panties and tshirt. We took the same bed and we went under the sheet together. After some mins we were sleeping. After some time I hear our roommate coming back. He was very polite and tried to be quite. The room was very warm so while we were sleeping we moved the sheet down to our belly button. Read more »

[mf] reddit gives me my first on-line submissive PART 2 HER SIDE continued

FRIDAY: While I was at work and sitting at my desk, I knew I needed to climax, and I was determined to do what it took to make that happen. I messaged back and forth and was finally sent a set of instructions late in the day that were mind blowing. I almost came when I read them, and I was at work!!! I had some things to do and I have never had this much anticipation in my life. It was like Christmas day, my birthday and hitting the lottery all in one. I was so wet……. During the conversation, he told me that I was to think about all the things I was being MADE to do. My pussy was pulsing as I read his messages and it was torture to have to wait until I could go home.

After what seemed like a week, I finally made it home that night, I reread the instructions and just couldn’t wait any longer. That night I had to wear panties with my garter belt so I put on a matching thong. I “presented” myself as I did the other nights, on all fours, head down legs spread wide. I spanked myself on my left cheek first and counted 1. I repeated it, a little harder this time, and said 2. I continued this until I got to 5 and smacked my ass as hard as I could. I repeated this on my right cheek. Read more »

[mf] reddit gives me my first on-line submissive PART 2 HER SIDE

Thanks for all the up-votes for part 1. I asked my sub to retell the story from the beginning. Here it is………

My experience as a new submissive begins…

I’m a long time reader and fan of this subreddit, but I never thought I would have anything worth posting. This story started a number of weeks ago and is 100% true. I am posting it for you to enjoy.

BACKSTORY: I’ve been interested in threesomes, being spanked, tied up, and other aspects of the BDSM lifestyle for a very long time. The idea of being a submissive has lingered in my mind for many years and turned me on, but I had no idea how to start to explore it and like most people was afraid to ever bring it up with people. I’m pretty shy around men, so it’s been a while since I’ve had sex. Almost a month ago I came across some postings by this one Dom that really turned me on. They related stories about his experiences and so many of them were things that I had dreamt of trying and since he seemed respectful and knowledgeable, I decided to message him to ask how to go about exploring BDSM. Read more »

[MF] REMEMBERING MY SEXUAL AWAKENING #2

This is an extract of an actual email correspondence I’m having with a colleague at the moment. We recently realized there is ‘something’ between us but we are both taken.

“Hi xxxx I’m really glad you enjoyed my last email. Whether or not we will ever have an hour to spend together remains to be seen. I want it. You want it. But two wants do not make a certainty. We need a third want. And that is the ‘want’ of the universe.

But I want us to start preparing for it. We have a lot to do.

Firstly, this weekend I want you to do something for me. I want you to find an hour or so where you will not be disturbed. I want you to take all your clothes off and lie down. Make sure you are warm.

Then I want you to start gently touching and caressing your body. Take it slowly and try to focus on the pleasure you might be feeling if it was me stroking you. Make sure you palm and fingertips explore every part of your body, especially the sensual parts like the neck, the inner thighs, your hips, your belly button. Read more »