The perfect night; video games with my friend, free beer, free pizza, getting served, my cock serviced[MF]

My friend and I have a tradition of playing video games at least every week together ever since we were in middle school together. As we got older and I moved away we maintained that through online games.

One night (a few years ago) my friend and I had our scheduled night to play together, when i got a text from a girl I’ve been seeing. She asked me if we could do something tonight. I told her not tonight since it was my gaming night. She send me a frowning face and asked if she could just come by and watch me. I didn’t want to be rude so i made it clear to her that I can’t promise I’ll give her any attention since it is the one night per week i have set aside for me and my best friend. (he also was going through a divorce so this was our way of talking). She eagerly said she was ok with that and she just didn’t want to be a lone and wanted to watch. I told her that would be fine and that i would unlock the door to come in whenever she arrived.

Submission and a Parking garage[MF]

I was dating a girl who lived in a different city from me. She was really expressing her desire to explore more of her kinks; specifically submission, and public acts. I told her that she didn’t have to worry about a thing and I would take care of her the next time she came to visit.

A week or two later she had booked her flight and she was eagerly waiting to find out what i had instore for her. When i greeted her at the reception area i surprised her with a collar and a leash. i said “this collar is like a ring for your neck, you put it on and it is a vow that you are mine…fully mine.” Her eyes widened and nodded her head. I then said “i need you to say this out loud that you accept to this, the safe word still works” she took a breath and said “yes, I accept”

The filming craigslist couple[MF]

Back in the golden days of Craigslist personal ads I found a post where some guy was looking for guys to fuck his wife. I thought it was an interesting concept so I clicked on the ad. There were no pictures and only a brief description that a guy wanted to have a guy or two fuck his wife while he filmed it. I wrote my email describing myself and why I thought I was going to be a good fit for them. To my surprise I heard back fairly quickly. We exchanged emails for a day or two getting to know the situation and what was expected. It was a married couple and the husband was unable to satisfy his wife, he liked to find other men to have sex with her and he liked to film it so he could watch it while he was away. He then said that he finds guys, vets them and then he passes them on to her for final approval. Apparently I passed the tests and he gave me her skype name.

My weekend companion Part 2[MF]

[for those who havn’t seen part 1, here it is](https://www.reddit.com/r/gonewildstories/comments/osqbdg/my_weekend_companion_part_1mf/)

We went out for dinner and I did my best to fulfill her needs by treating her like a princess. I held doors for her, pulled out her chair, and ordered for her. After dinner we walked around the town until it was dark, then make our way back to my car. We got in and we kissed and she thanked me for a wonderful dinner. As we kissed more she put her hand on my crotch to feel that I had a semi started. She looked at me, bit her lip and asked “how far is it to the hotel?” I looked at her and said “why wait for the hotel?” I unzipped my pants and took out my cock. She looked nervous and looked around the car then said “how do we do this in a car?”

My weekend companion Part 1[MF]

I was going on a business trip to a new city so I fired up a popular “dating” app and started looking for a short term companion. I matched with Tiffany who told me she needed a good distraction and a good time for the weekend. She was getting divorced and it was messy, she was looking to let go and forget her problems for at least the weekend. We got into chatting and she wanted to give up complete control, and be submissive and serve me as her daddy. I was to do everything for her, tell her where to go, when to go, what to wear etc.

The day finally arrived, I landed at the airport and told her that I had arrived and would be at my hotel in 1 hour. I told her I expected her to be wearing a tank top, short skirt, butt plug, and that’s it. She quickly responded with “yes daddy”

I got into the hotel and told her my room number and texted her “ok baby girl, Room 215…I expect you to greet me like you really missed me…otherwise I’ll push you out and you will have to try again!” she replied “lol, yes daddy, be there in 10”

Sensitive girl Part 2[MF]

[This is a continuation from Sensitive girl part 1](https://www.reddit.com/r/gonewildstories/comments/oskcr2/sensitive_girl_part_1mf/)

I got up from the bed and grab the bag that was tossed aside at the entrance. I come back to the bed where she is still breathing heavy and waiting for me. I set the bag down and I can see she is trying to see everything. I then ask her “do you want to see what’s in the bag or should I just let you FEEL it?” she looked puzzled but intrigued. She says “I leave it up to you”

I reach into the bag and pull out a blind fold and say “well this one is first” I blind folded her and went back to the bag. I had 4 toys in there a two sided dildo(we talked about going deep), a fat dildo, a butt plug, and nipple clamps. I decided to start with the nipple clamps. I took them out making sure the chain between them made as much noise as possible. I ran the chain up her belly and she flinched form the cold but had a smile on her face. I clamped one gently down and she let out a gasping moan, I cupped her other breast and the other clamp go down a little bit harder. She smiled and then moaned in pleasure. Next I got out the two sided dildo, lubed it up and started to rub her pussy with it.

Sensitive girl Part 1[MF]

I met Sarah on OK Cupid and we immediately hit it off. She was a sweet girl who was always smiling and perky. She was short about 5’2” fit runners body and perfect little B cup tits. Her hair was brown and around shoulder length and she had mesmerizing green eyes. We chatted for a few weeks because we matched a week before I went on a multi week business trip consequently she was then on a 2 week business trip as soon as I got back so the sexual fantasy texts had us built up. Eventually she let it out that her ultimate fantasy was to get fisted. I was very surprised by this because she always gave off a shy “by the book” vibe. It was obvious that there was a freak inside of her that wanted to get out but was too scared to externalize it.

Military threesome and my first gay experience [MMM][Group]

Not long after my encounter with Roxy (see my last post) I really ‘opened up’ to the idea of receiving anal. And I found myself fantasizing about having a real cock and what cum felt like. I still wasn’t particularly turned on by a man, but I did get turned on by cocks. I was able to find a fondness for fit and muscular men that I wasn’t horny for but wouldn’t mind it ontop of me.

After not much research I found a very popular “dating” app for gays and hesitantly created a profile. And found out just how some women feel on dating sites soon after I selected my preference as “bottom.” I my inbox was flooded with dick pics and then immediate impatient texts asking why I’m not responding.

Role reversal[MF] (long)

Late one night I met a girl online and our conversation had naturally progressed to discussing fantasies and kinks. At this point in my life I was just awakening to non-vanilla sex so my mind was all over the place not knowing what exactly I liked. The girl (let’s call her Roxy) was a lot more experienced than I am with kinks and exploration of her sexuality. I told Roxy that I had a fantasy of a role reversal; that I’ve always been in control with sex and it seemed really interesting to let go and give up control to someone. Roxy was excited by that idea because she claimed she always wanted a boy toy but hadn’t found someone willing to experiment.

As we discussed the fantasies until Roxy then said “are you willing to be pegged?” I hadn’t heard of that before and I asked what it was. She said to me “it’s when I have a strap on, and I would fuck you…it is the ultimate role reversal.” I don’t know if it was the late night or the beers I had, or the erection I had that made me immediately jump on board. We talked about boundaries, and then Roxy said that she had a friend with a whole strap on set and that she could have it the next day. Eagerly I agreed and we set up the time I would come to her place.

Hand job in a Movie theater[MF]

(just a note this was roughly 15 years ago.)

When I was 20 dating a girl (Amanda) I had met on Myspace, yes myspace. Amanda was a beautiful girl. She was about 5’6″ thin with a runners butt, and small A cups, with long dark brown hair. Amanda had a perky and fun attitude that always made her smile, and her smile was contagious.

One day we sitting in her bedroom and making out when her mom comes home and finds us and scoffs “come on kids, just go out or something”. We then decide to catch a movie. We called the movie theater to see what was playing. A movie we wanted to see was going to start in 30 minutes so we hopped into my car and drove to the movie theater. However when we got there it turned out that the automated message on their answering machine was wrong and the movie was already halfway started.