gonewildstories Archives — Page 3218 of 5640 — NSFW story

How I became a sissy [MFm]

Just found this sub and thought I should give you my story!

I discovered I love trap and sissy things. I discovered Hypnos early on and I would steal dirty panties from my female friends and wear them like that. Well I started seeing one of those girls I stole panties from, and not long after we started dating, she told me she know what I had done.

Well I froze up and didn’t really know what to do or say. Well she took that as me admitting to it. Well I was pretty skinny at this point, 140lbs and I was 5’8. That meant she could dress me in her clothes, which is what she did. Day after day she did this. I would go over, strip down, and she would always have an outfit waiting. Well it wasn’t too long, maybe a week or so of this and she ordered what looked like a small c cup set of fake boobs for me to wear to fill out her bra. That then led to the long red haired wig she got for me. Read more »

My best [F]riends sister fucks [m]e in a house full of ppl

My last post, was about the 1st time me and my friends sister did the horizontal Mambo.if u missed it check it out, that way you under stand a little more of this story.

Her brother was still locked up at this point, and his mom and siblings would always invite me over to have dinner, to drink , or just simply to talk. Well it was about noon that day when I was invited to come over by his sister “I have some weed for you, I just want you to come and keep me company”. Well I can’t turn down a bag of weed, so I hopped in my car and knocked on their door.

“Hey, come in” she said as I slipped right by her.

“What up y’all, how’s everyone doing today” I yelled at everyone who was sitting in the living room. It was a house full of ppl, her mom, brother, 2 female cousins, and a baby that was one of her cousins. Read more »

[M]ovie theater horror [F]lick

One summer, I was browsing Okcupid when I matched with the profile of a beautiful petite Asian girl well call M. Her pics were nothing too revealing as I scrolled through her bio. She had a lot of similar interests that I had. I sent her a message and not too long after, she replied.

We chit chatted for a bit, both recently moved back home from college for the summer, in our quiet, boring town. Our Okcupid chats turned into regular texting and snapchatting. After a while, I asked if she would be down for coffee. Read more »

The stewardess almost caught my [M] gf [F] giving me a blowjob on the plane.

So I’ve been dating this girl for over four years now. I’m in love with her. She’s beautiful, smart, funny, nice. She’s perfect in every way. I decided I wanted to propose to her so I surprised her with a weekend trip to Honolulu. The flight was long. Like over eleven hours.

The first several hours we talked, listened to music and watched movies. Eventually, it became dark. The lights on the plane went off. Mostly everyone was asleep, except for a few people sitting on their phones and the stewardesses who were sitting at the front of the plane. My girlfriend was wrapped in a blanket. We were both awake.

My girlfriend looked at me and told me she was bored. I asked her what she wanted to do. She told me she had an idea and started rubbing my crotch. I pushed her hand away and told her to knock it off. “C’mon it’ll be fun,” she said. She put her hand back on my crotch and started to rub again. My dick gradually got harder. The more she persisted, the more I wanted it. She knew I wanted it. Read more »

Blown in the back of a Porsche [MF]

TL;DR – Blown in the back of a Porsche Read more »

[MF] “Really dude? Just cum in my mouth…”

I’m not gonna’ lie, I was a nervous wreck. I hadn’t scored a date in months and Michelle was one hell of a catch.

She was about 5’5, long brown hair, brown eyes, and curvy in all the right spots. It was tough to say what were her best features. She could have a great personality: spontaneous, feisty and a jokester. But sometimes she came off as a little arrogant or rude.

As for me, I was a pretty shy guy and average looking. I never did anything out of the norm and avoided stepping on any toes at all cost. That’s why I was surprised she had invited me for drinks on Valentines.

When I got to the pub, she had already been drinking a bit, and was feeling pretty loosey-goosey.

She was wearing a blue dress with a white shirt underneath, black leggings, and her hair was up in a pony-tail. I was wearing jeans, a black dress shirt and my usual New York Yankees hat. Read more »

[MFM] in the office

This is a real story that happened few months before the Corona thing. A friend of mine called me one afternoon and after a little typical chitchat he boldly asked if i would be in for an adventure with him and his GF. And when i asked what type of adventure, he replied ” a fuckn threesome dude”. This didn’t come as a complete surprise for me as we have fooled around in the past once when i was visiting them but nothing went beyond us kissing her. I thought about it for few seconds and replied that i would be in if they are really sure about it, as i didn’t want things to get weird between us afterwards. He said they have fantasizing about it for a while and its time to do it. We agreed on him picking me up the day after and heading to her office. Read more »

[MFM] Barracks Room Slut

When I was in the military I shared a barracks room with my friend Garcia. We were both decent looking military dudes in our early 20’s. Garcia pulled the most girls though. He always had a chick on the line.

He had started fucking a medic who worked at the base hospital, Hansen. She was short, blonde, nice tits, cute for a military girl. She looked like Amy Schumer with some tattoos.

Hansen got around… A lot of military girls that are halfway decent looking that didn’t get much attention from guys before the military get it in once they’re surrounded and can have their pick.

I had heard stories about her. A couple guys I knew had fucked her and said she was a freak. She gave a guy head in front of everyone at a house party. There were also pictures floating around of her flashing her tits and making out with another girl at a bar.

One Friday night we were out at a bar, Hansen came to meet Garcia, and we all had a good time drinking, dancing, and playing pool. We ended up getting really drunk… She gave me eyes a few times and was grinding her ass on me when we were dancing. She ended up making out with both of us, which was kind of weird at first, but hot too. Read more »