Category: gonewildstories

I made a game for his pleasure…

There is an app where you can draw names out of a hat. Instead of names I wrote these:
Anal for 2,3, or 5 straight days.
Do anything you say for 48 hrs.
Sex in only new positions 1,2 or 3.
Morning sex.
Cum shot.
Get drunk.
Anal with vibrator in vagina.
Penis play, keep it wet 30,45,60 minutes.
Act along to a porno.

After he draws from the hat he then rolls the dice, in another app.
If what he drew has a number after it then he must roll till he gets a 1,2, or 3, for the corresponding amount of time. He then rolls again. If he gets a 1 or 5 he has the option to draw from the hat again and keep one of the two choices. If he gets doubles he can keep both. Should his expectations not be met or rules not followed then I must draw from the punishment hat. Punishments include :
Anal without lube.
Have to swallow cum as only food for 36 hours.
Deep, hard fuck, mouth gagged.
Spank with belt or hand 10-20x(to remind to stay on knees).
Deep throat training. 15-20 seconds on, 5 seconds off, 3-5 minutes.
Punishment of your choosing.
Ice bag on vagina till melts, or inserted and fucked. Read more »

I Got Fucked by My [(T)MtF] Teen Bully [M] At a Reunion

I grew up in a pretty small town where everyone knew everything going on. If you’ve read my previous posts, you probably have a good idea of my life and personality up to now lol. But just to recap, I always knew I was different from an early age. I was a shy petite boy and had trouble fitting in with other boys in school. I didn’t like getting dirty playing in fields like other boys my age and so I was bullied. It wasn’t anything too bad but there was this one boy in Junior High School named Matt who was especially rough on me. He was like the Alpha in his little group of overly masculine boys and it seemed like he would go out of his way to belittle me. I was definitely not as confident (for sure in the closet) about my sexuality at the time, but anyone with eyes could tell that I was different. My hair was longer than most 12-13 year old boys, and I liked to roll up my shorts just a little bit to make myself feel like I was wearing the girl’s uniform set. Of course the girls had skirts but we’ll get into that later. Read more »

My best friend and I’s first lesbian experience in her boyfriend’s bed [18F, 18F] (PART 2)

Part 1: https://www.reddit.com/r/gonewildstories/comments/4w4kkr/my_best_friend_and_is_first_lesbian_experience_in/

Her. Fucking. Pussy. Clean, the perfect tone of peach, a small vulva with an easily revealed clit. I had never wanted someone sexually as much as I wanted her in that moment.

Even though I didn’t know specifically what she wanted out of this, I felt this foreign, animalistic urge to taste her.

I looked up. Her mouth was open slightly and her breath was beginning to heighten, her eyes completely locked onto mine.

The way my body was now reacting seemed out of my control.

Still sitting on the edge of the bed, I reached my hands around to her ass and pulled her into my face.

I shoved my face into her pussy and she immediately moaned. “Yes. Please, please…” she whispered, bringing her hand to her mouth.

I passionately kissed on and around her pussy, not thinking twice about the fact that I had never eaten a girl out before. My tongue began swirling around her visibly swollen clit, then trailed down to her vagina, where I tasted her wetness. She was incredibly sweet. Read more »

Revenge Sex with his work friend[m/f]

I just found out my boyfriend, Dan, was cheating on me and was devastated. Some friends of his from work had told me about it as they’d caught them fucking in his office when he was meant to be out. Paul was the one that broke the news to me and the other guys expressed their apologies. Once the shock had worn off, I decided I needed to get my revenge on him before we broke up, and what better way than to fuck all his work colleagues. Paul had told me, so he was first.

I invited Paul over that evening under the pretext of talking about the cheating and so I made sure to change into a new dress I’d bought. I say dress, it was far too short to really call it that. I’d usually wear leggings underneath, but tonight I deliberately didn’t and made sure to just have a pair of black, lacy thong that matched my bra. I’d shaved earlier in the day so everywhere was incredibly smooth. Read more »

Fuck her, but don’t you dare cum (25M, 25F, and 18F) Part the 2nd.

Read part one first…

Fuck her, but don’t you dare cum. 25M, 25F, and 18F from gonewildstories

After having great sex with my 18 year old FWB Maddy, my very open and understanding girlfriend Meg came to my house and found us lying in bed, still naked, sweaty, and horny. Meg had given me permission to fuck this girl with the command to “Fuck her, but don’t you dare cum until I say so.”

Needless to say, I was still very hard, hard to the point of my cock was starting to hurt from edging with Maddy for an hour. Anyways, Meg comes in my room, still dressed, lays Maddy back against my chest, spreads the young lady open, locks eyes with me, and goes down on her. Maddy is squirming and moaning, biting her lower lip, ready to cum again. Meg brings her close and works her way up Maddy’s body while still fingering that wet sloppy pussy. She’s on top of Maddy, rubbing the clit with one hand and playing with Maddy’s tit with the other, eyes still locked with mine. They slowly kiss before bringing my face to theirs. Megan’s kisses tasted like Maddy’s wet sex. Meg guided Maddy’s hand to my cock and they stroked me together. All I could think about was math and baseball to keep my unit from exploding. Meg hadn’t given me permission to cum yet. Read more »

Fuck her, but don’t you dare cum. 25M, 25F, and 18F

This summer, I’ve been spending the majority of my sexcapades with an 18 year old girl, Maddy, and my 25 year old ex-gf turned FWB, Meg. They know of each other, they’ve fucked each other a few times, and we’ve all had sex together several times. Maddy had been gone on a family trip for 2 weeks and needed a good fuck when she got home.

The complication comes in with the factor that Meg and I, over the weekend, decided to give our relationship another try, this time with honesty about our respective sexual needs. Maddy knows that I’m back with Meg. It’s not cheating if you have permission and are encouraged to sexplore by your SO.

Yesterday, I get a text from Maddy saying that she needs sex as soon as I get off work. Yay, me! I tell Meg and Meg sends me a text back “You’re going to fuck her, but don’t you dare cum until I say so.” Instant fucking hard-on. Read more »

How Dungeons & Dragons Led to Me Fucking My Old Friend [M22/F23], [Geek][Bond][Torture]

Warning: Geeky, Role Playing, Torture. If at any point you become legitimately concerned, I’ve added some explanation at the bottom.

I’d considered not posting this one due to how obscenely nerdy it is, but a bunch of requests in another thread convinced me. I’ve never been much into role playing in the sack. It usually seems so absurd and almost comedic, but this one time it just seemed to flow pretty naturally. Even looking back on it though, it’s laughable.

This takes place before Rey, probably towards the later end of Bailey, possibly between the two entirely. Bailey and I had definitely been broken up for a while, but we kept a fwb thing going afterward. Regardless..

Like most desperate twenty somethings, I’d taken to doing just about anything I could think of to get laid. At the time, my sexuality was so horrendously out of control that anyone of the female gender seemed like a viable option. Enter Kelly. All of 5’3”, ridiculously petite, with a pixie cut and an english degree. [For the visual learners](https://s-media-cache-ak0.pinimg.com/236x/53/75/82/537582bf8c71fde2eada6f50557cde41.jpg) Read more »

She said it’s not cheating. [m/f]

The story I’m going to tell happened some months ago with me.
I’m a fashion photographer (M/35) here in Paris/France.

I take my job very seriously and I never crossed any lines with models I photographed for three reasons. First, I’m married and love my wife.
Second, I’m a professional and any improper behavior can ruin my career. Third, I respect the women I work with. Just because a model smiles or talks to me, doesn’t
mean she wants something. Read more »

Fucking My passed out drunk boyfriend’s roommate in the same bed.

After finding out that my boyfriend had been cheating on me I felt that he needed a taste of his own medicine so last weekend my boyfriend and his roommate Tim threw a huge party and by midnight my boyfriend was already passed out drunk. I talked for awhile to Tim about my boyfriend and said I was going to get even before i broke up with him. When Tim asked how I said “your moving out next week right?”. He nodded so I said “then how about you fuck me so I can tell him the day you move and break up with him?”

He laughed “that’s fucking ruthless…im game”. I grabbed his hand and led him to my room and shut the door. Tim pointed to my boyfriend sleeping so I said ” maybe in the future he won’t get so drunk that he doesn’t wake up to his girlfriend getting fucked by someone else.” I pushed Tim so he sat on the bed next to my boyfriend and got to my knees. I pulled Tim’s pants siren to his ankles and gently stroked his cock. Read more »

Sex on a £800,000 show boat [F/M]

I have been a lurker of this subreddit for quite a long time now, and have finally decided to share some of my own experiences. Apologies in advance for any formatting issues, I am writing this from my mobile.

My boyfriend, Adam, and I were both 20 years old and had been together for 3 years. His dad, Mark, had been divorced for a few years and has an amazing job which allowed him to be in a position to buy a boat. I was invited along by Adam to join him and his dad at a big annual boat show. I know very little about boats, but I wanted to spend the day with my other half so I agreed, prepared to be bored and confused by boat “lingo”.

But some of these boats were incredible – and I mean incredible, so for a boat enthusiast, Mark was in heaven! Now most of the boats you were able to walk straight on a look around, there were brochures and leaflets scattered around with all the boat info, and usually a member or staff or I assume the current boat owner, who could discuss the boat with you/ finance options etc. Some of the more expensive boats were by invitation or appointment only, and Adam’s dad was invited onto one of these boats. Read more »