Category: gonewildstories

[F] rare account of a Tinder date gone *well*

Maybe this isn’t as graphic as some of the other stories shared, but it was *just* as hot….

I’ve been on and off dating apps for years, and recently gave Tinder a try again. Didn’t have any expectations, but matched a handsome guy and we had pretty instant conversation-chemistry. Enough so that we made plans to get together within two days of matching – he offered to cook me dinner. While I am decidedly not a fan of going to someone’s house to meet for the first time, I had this intuitive feeling that it would be fine. He seemed as well-adjusted as could be by tinder-standards, and we were getting on really well. Read more »

I [f]23 lost my virginity to a one night stand

I honestly want to be as vague as possible so here goes it and I’m not good at storytelling, I just want to vent lol.

I was at a party and i started making out with this guy i knew. We weren’t like bffs but associates. Well,he actually made the first move , I was just going with the flow.
I was really drunk that night so was he and I’ve been wanting to have sex for awhile.
I’m not very experienced but I want to be! I’m insanely shy but anyways the experience overall was very underwhelming. I didn’t disclose my status so he was actually fucking me hard .. you know like a whore annnnd I didn’t help by talking like one.
I didn’t really care for the experience overall, I just wanted to have sex.
And you know what’s interesting is that I’ve been in many situations where I could’ve lost it but for some reason that night was the night and I now I understand. Well, kinda. I didn’t cum but I wasn’t expecting too so it’s whatever.
But I say all of this to say that even though it was trash dick ….
I crave it
Not his particular dick but dick in general. It like awakened something in me..
I don’t know what my next experience will be but I’m looking forward to it. I don’t think anything can top that night of foolishness lol.

I [M]25 got to play with my hospital roomie [F]20. Day 2

This is part two so if you missed it take a look at my profile.

The next day I woke up to the sound of our lovely nurse checking up on me.
I looked at Emma and she had a suspicious smile, and when I heard our nurse say “ok, time to check up your stitches”
I realized I sleep with no boxers and I just looked at my sweats pants on the couch in front of me
Nurse looked to the couch and back at me
“I’ve seen your underwear… come on wake up and let’s see that leg”
Emma started laughing and I just held my covers

The nurse looked at us with suspicion

I’ll pay a million bucks if you yank the covers off of him, Emma said

Nurse looked at me waiting for a reply.

I’m not a morning person so my guard was down I had no filter so honesty was all I had

“I’m not wearing any underwear” I said
The nurse tried to hold her laugh but failed and immediately asked questions Read more »

[MFM] I was the princess performer at a Disney-themed children’s birthday party and earned myself an extra tip

I sometimes do work as a performer / entertainer at kid’s birthday parties. A family friend of ours runs a party business and she sometimes gets me jobs. They’re usually ok and good money… I dress up as Cinderella or Elsa (due to my blonde hair), play some games, make the kids happy etc etc… Then I usually get changed and hang around with the parents and score some free drinks and network for future parties before I go home.

The costumes are pretty good quality but a little small, so they struggle to contain my assets – particularly up top. I make sure my hair is down covering up most of the time and I look appropriate (I don’t want to traumatise the kids) and nobody has ever complained, although I’ve had a couple of dirty looks from some of the mothers. Read more »

Experi[M]enting in Boarding school

So this is about stuff that I did a while ago in boarding school and you can dm me for more questions. I’m currently 19 btw
So I went to an all boys boarding school when I was little, well before I learned I had sexual urges. While this might not sound like much it actually was quite a big deal as I, and the other boys around me began to become sexually aware during out time in boarding school, and we sometimes began to experiment. For example I always had a curfew and myself and some of the boys would stay up at night playing Minecraft or Call of Duty or whatever, doing what boys did, talk about video games or whatever. But as we got older we began to kinda talk about sex a bit more and our dicks. One of my friends in particular, lets call him Jack, and I became particularly close. We had a skiing trip and for some reason on one of the final days we weren’t able to skiing with the rest of the guys so we ended up sitting around and playing a video game (honestly I forget what we were playing but it was a shooting game). At one point during the game Jack jokingly got up and humped me which I got off to a little bit, and I could feel he wasn’t totally soft (we were wearing sweat pants so I could feel his cock through his pants). I dismissed it at first but then when I killed him again he humped me again. This time I got a bit harder and began to notice it more. By now I had run out of ammunition in game and Jack killed me easily and so I got up and went over and humped him once. But this time he commented on my cock, noting that it was rock hard and I jokingly slapped him and went yeah so are you. This kind of messing around went on for the day but nothing materialized out of it …. at least not yet.
Fast forward to the end of the ski trip and we’re back in our dorms. Later that day Jack and I had moved to Minecraft and we both came back to the dorm with tons of energy versus the rest of the guys who had come back tired after a day of skiing. So we planned to ignore curfew and go my room and keep playing. So after the lights went out and the dorm parent went back to their apartment we did just that. We sat across from one another and played for a bit, but it all changed when he blew up something I had built in game (I think it was like some weird house type thing I honesty don’t remember tho). since we were sitting across from one another in the bed I tried to kick his nuts which he tried to return and it ended up about us joking about his cock. But then he made a bold move. He asked about masturbation. I had only just begun to do it at the time and he offered to do it with me across from one another. I was shocked and I took him up on his offer. This time we stayed below the covers and each stroked ourselves but this wouldn’t happen again as we became closer over the coming years. Jack also wasn’t the only person I ever did this with, it happened with other I knew too but I’ll leave those stories for another time if people are interested plus I can tell the other stories of Jack and I.
I lost touch with Jack a while ago and after leaving boarding school found that I have no interest in other men, but I have come to respect people who do have interest in other men a lot more and I think that I’ve become a lot more secure in my sexuality than I think I otherwise would have been.
EDIT: Feel free to message or pm me with questions about this I had quite a number of encounters over my time in boarding school and would be happy to share more about particular details if a particular person is curious.

[Group] Group outing led to a group crowding

First time writer, but wanted to tell the story of how me (Aaron), my then girlfriend (Audrey), her friend (Matt), and his girlfriend (Jax) went from a friendly camping excursion to all out fuck fest.

Audrey and had met in the summer right after high school ended, and before starting at State together in the fall. We had an on again, off again relationship for about two years, until we decided to call it off ultimately.

To give you some background on Audrey, she was about 5 ft 5in, soccer player body (varsity four years in hs), small tits, firm but shapely ass, angular face and nose with the most beautiful deep green eyes that were accentuated by her gorgeous long brown hair. She was amazing, super smart student, that loved to party but also knew how to dress up for any occasion. I like to think I wasn’t bad looking either, majoring in CS, I was definitely better than the lot. I had played tennis through high school and rec through college so I always cared about my fitness. I was 5 ft 10 in, broad shoulders, squared face, with an athletic build and dirty blonde hair. Read more »

Hotel orgy after a day at the nude beach [Group]

This past weekend my husband and I went to the nude beach at Gunnison in New Jersey. We went with some of our lifestyle friends. In total there was Sarah, Luna, Brad and Erica (a married couple), Tay, my husband James, and myself. We had fun at the nude beach, just relaxing and enjoying being nude outside. Nothing naughty happened there because it is not allowed. After the beach, we went out for dinner and most of us got pretty tipsy besides the one who was driving us. 

Back at the hotel we went back to Tay’s room because he had a room to himself and 2 beds. We broughts some more drinks with us, condoms, lube, and vibrators. Once we were there an orgy ensued. I will only be able to tell what happened from my point of view.  Read more »

[M]18 lost my virginity with my [F]30? coach

This is real and it happened just a few hours ago!
I am a 18yo guy dark skinned, between skinny and muscles, generally shy and 19cm in my pants.
She is my blonde coach, blue eyes and fit ,great body, she is older than me but a bomb, great pair of tits and a wide waist.
We flirted all year, every now and then i would check her out and she would smile back but i never believed i really would end up with her. I even think she is engaged or something but i am not sure.
I was in the gym doing my workout, all sweaty since it is some 38°C outside, tired, the sun shining going to the locker room. I go by her, she is wearing something similar to hot pants, a whit top and a baseball cap. and i greet her and ask her how she is doing. She answers and asks me if i am tired, and i answered that i could still go on. She asked me after some two minutes of small talk if i had a girlfriend, i answered no, so we started talking about that. She said that i was a catch and that she would date me if she was my age. The all of a sudden she moved near to me and with a kind of flirty voice told me she saw me checking her out the other day and that i could have just talked to her. She then touched my chest and said that she would love to take my virginity. I tbh didn’t knew if it was all real. I said yes and told me to come to her office in 10 minutes. I was all nervous, my heart bursting. i didn’t have a condom so i hoped she would have one. i showered and with glass legs came to her. i opened the door and she was there sitting the couch near the doorway. She was smiling and asked me if i was ready. She went locked the door and pulled down the curtain on the window. She pulled down her hot pants revealing her underwear and she took of her top and her boobs were open she approached me and asked me if i know how to kiss, so she made the first move and we kissed really passionately and she put her hands down my shorts to my dick, she complimented me on my size which really gave me a boost, i asked her if she had a condom, to which she said she was on her safe days, and it was okay as long as i would pull out, i really wasn’t happy with that answer but everything went so quickly. so we went on. She helped me under myself and i pulled down her panties that was the first time seeing a vagina first hand, it looked so soft and wet, really inviting, so she pulled down my shorts and we were completely naked, both of us were sweating, she was so warm. so she stroked my dick while i put my finger into her while we kissed, she jokingly said that it would be a shame if she wouldn’t get to be the first one. So she was top, navigating my penis into her, that feeling was incredible. She moved her hips while i was thrusting into her. She said, see how good it feels. Both of us were moaning, i really didn’t expect i would moan. She told me to pull it out and to try another position. We tried it again, I was trusting this time even deeper into her, and i didn’t last long, less than a minute i told her i was about to come and she told me to pull out, as i was close to shooting my cum i pulled out and shot out my sperm on her belly, she said i was great but this a one time only, but she is sure i’ll always remember that. I joked with her i could have gotten her pregnant to which she responded at least she would get top notch genes from me. I am really relieved i write this since i am still amazed it really happened, sorry for it being so long

Cynthia Chained to the table – [Mf], [BDSM], [Humiliation]

The thing to remember when reading this, is that it is a true story. Sexy stories based on truth often skip some of the real bits. The messy bits, the things that take away from the story. Like being angry at your girlfriend because she did something stupid and dangerous.

That’s what I want you to remember though. That less sexy part. The real emotion behind the anger. Not some silly stupid sexy rule that was broken. But a serious, potentially life threatening one. And the anger you would feel at someone, whom you cared about, for risking their own life and safety. Especially, when it was breaking a rule.

That’s how I had felt as I had rushed to Cynthia’s apartment fearing the worst. Fearing that she had gone and done something stupid just to get off and get herself punished. Afraid I was going to find her dead, having accidentally hung herself, or with some limb swollen black and blue and needing to be amputated. Or a dozen other dangerous things. All running through my head. Fueling my anger. Fueling my eventual sadistic lust. Read more »

[M]y very [F]irst date

This happened during my second to last semester in college. During this time, I was single and had a few friends, including Erica. She was 5’4” and an average, proportional build. Not too heavy, not too skinny. We had been friends for about a semester by now and had a couple of classes together. She had a boyfriend at the time, so I didn’t attempt anything. One day after class, we went together for lunch, talking about this and that. It was during this time that she blurted our that her relationship was on the rocks and that she really liked me. I was shocked, but I comforted her and let her know I would be there for her.

A couple of weeks go by. By this time, we are talking more on the phone, she is making plans to leave her boyfriend and our conversations become dirtier. We definitely got each other off over the phone several times, but physically, we didn’t do anything. Eventually, I lost my nerve and asked her to the movies the week of finals. To my surprise, she agreed and ended up leaving her boyfriend a few days before our first date. Read more »