gonewildstories Archives — Page 1486 of 5640 — NSFW story

[M] I’m cheating on my GF with a transwoman

As a guy, I’m fully straight… but I’ve always been curious about transwomen … I don’t know why they just looked hot as fuck … something about them just turns me on a lot … and I always dreamed of being with one and fucking her and make her cum from it …

Anyway I have been dating my girls for months now and I’m really in love with her and she’s actually so gorgeous and hot.. but like during the vacation she was back with her family and I went on a night out and got mad drunk … and ended up meeting a cute girl there that I later found out she was a trans! I wasn’t in my right mind and kinda got all excited and I hit on her .. i was too drunk to think straight and too horny to stop myself specially that she was a hot trans… Read more »

[F] 22 – Had my first exhibition online experience & showed EVERYTHING

Hey! I’ve recently discovered that my kink is being exposed to random strangers and them tell me what to do or show them whilst they get nice and horny for me!

I was bored so decided to hop on omegle, at most I thought I might show my tits and maybe see a few dicks cum – after skipping quite a few I stopped on a good looking guy who was nice and hard already playing with himself. He immediately said wow (I had the camera pointing down to my chest but with a top on) and we chatted for a few mins, then he asked to see my tits, as that was what I came on to do that was all good with me! I slowly lifted my top, wasn’t wearing a bra, and saw them light up on screen. It suddenly got me very wet knowing that was what he could see, my tits and pink nipples exposed. He complimented me which felt great, and then he asked if he could see more. My hornyness had already gone way above what I thought it would before I started, so I started debating in my own head whether to keep going, but he was being real nice so my horny brain said ‘fuck it’ – btw I’d never shown my downstairs to anyone on camera before so this was a big step for me!! Read more »

(F20) guy I hate fucked me again behind my bf’s back (update) [FM]

Yesterday my bf and I went out with some friends. It had been a long time since we last was out getting drunk. We let pretty loose and played drinking games and took tons of shots. Then the guy I hate. I think it’s time we give him a name. Patrick. If you’ve read my other confessions you know that I’ve sucked him off before and reddit convinced me it would be hot to try free use with him. Without telling him tho.

So while I was drinking I got a message from him asking what I was doing. I told him and immediately he told me to send him a picture of my tits. I went to the bathroom and did what I was told. We talked back and forth for some time. He went on about how he wanted to grope my huge tits. And how I loved his big cock. He was still as arrogant as always…

30 minutes went by and a new text came in.

“I’m at the bar. Meet me in the men’s room” Read more »

Accidently starting a poly relationship with me [22F], my sister [18F], and my fiancé [22M] [FFM]

The night of my sister’s 18th birthday, she came to me.

“So I have a request: I don’t want to be a virgin when I see my boyfriend in 5 months… Could your fiancé maybe take my virginity?”

She always had the hots for him – but she’d never admit that.

But come her 18th birthday, I agreed – under the condition that he had to do what I say, nothing more, nothing less.

So at midnight she came into my room in corset I quickly stripped off her. I had my fiancé stroke himself to us kissing and sucking on each other’s bodies till he was rock hard. I brought my sister down to his cock and showed her how to stroke and suck a dick right… And she took over, learning quickly what turned him on. I had to pull her off of him, she was so addicted.

“How about we pop that cherry?” I say, laying her down. My fiancé slowly penetrated her, spreading her pussy as wide as it’s ever been. She shivered as his cock slid all the way into her cervix… And then he began to fuck her. I told him how fast, how hard, and how to kiss her… Making her cum three times during her very first experience… Then it was my fiancé’s turn to finish. Read more »

The Chronicles of Dannii Part: The Fifth – Halloween Party after Party – Part I – Debbie [MF]

Halloween 1992 fell on a Saturday. This, among observers of the traditions of this holiday, represents a perfect alignment of the stars allowing them to give free reign to their celebrations and observance of this most auspicious of days.

For uni students it meant a party on the actual day! Moreover, it meant that recovery from the effects of said party were also on a weekend. A perfect alignment of the stars.

Dannii, Deb and Jo had a Halloween party to which they had invited me and Deb’s sister Rose, at one of the halls of residence at their University. It was a costume party.

Throughout the week prior the girls were trying to figure out what they should go as and making suggestions as to what I should go as.

Deb had a bit of a fantasy /sci-fi bent to her suggestions but the others kind of poured cold water on her ideas of dressing as elves or fairies or Nazgûl or the myriad other fantasy based characters she suggested. Read more »

Listen to a deaf girl[F]

I have had this fantasy for a long time where I would touch myself and let someone listen to me while I do. It’s not really a crazy fantasy but that’s all I would like to do. You don’t have to do or say much I just think it would be hot to know you are listening and enjoying it to.>>Messages me K.!.K : annialix

[FM] Tinder Date Lovers: 23F (me) meets 30M

So back in August, I visited my college town for about a week to meet up with my friends and catch up. Within a few days, I realized that this trip will be the only time where I can fuck around without my family constantly keeping tabs on me. So I decided to find a tinder date so I can finally have sex after months of not having any.

Looking through the pics, I just saw a bunch of guys that I was not attracted to at all. Swipe left. Swipe left. Another swipe left….. until I saw him.

He’s not really my type. I’m usually into tall guys since I’m 5’8 and I can tell from the photos that he’s around my height. I also really love guys with built arms and this guy was literally just an average Joe. But in one pic, he was wearing gray sweatpants and I saw it. It was BIG. So I messaged him right away and started the convo with him.

One thing led to another and we decided to meet that very same night. And although the first few seconds were kinda awkward, I grew very fond of him rather quickly. He had the same reaction with me. And so we carried on with our mission to fuck each other. Read more »

The university rugby team had a bet to see who could nail me first… [FM]

I play netball on the university team, and we run regular joint-socials with the rugby team. I’ve been fucking one of the guys on the team on and off on a FWB-type arrangement for a few months now (final-year student, mixed-race, average height but strong and stocky, big dick).

We were fooling around drunk in my room as usual, and he basically admitted to me that he got with me because, after the first joint-social our teams had, 6 of the guys on the team had each bet £50 to see who could nail the “little Asian girl” (me) first, and the winner would take home the £300. That explained why he had asked to take pictures of me with his dick inside me on the first fuck: as proof he had won the bet.

That would probably make most girls upset and furious at being deceived… but being objectified like that just made me wet. I had never been popular when I was a kid in school, I was always just the invisible nerd. It feels good to finally be noticed by guys, which is probably why I’m slutting it up so much at uni now. I guess it’s also because it’s the first time ever that I’m living away from my protective Chinese parents. Read more »

Wife’s first time being shared [FM]

A close couple friend of ours likes to host summer gatherings with food, drinks and good conversation at their house in the backyard a few times a year. They live in the city outskirts but not so far you couldn’t Uber home if you were too intoxicated. They always offered their guest bedrooms if anyone wanted to sleep off the alcohol, we stayed the night the first time they hosted but hadn’t since.

This past summer a friend of a couple’s friend attended that we had never met before. Normally my husband spends time with his buddies and we both cycle through everyone making small talk separately keeping it light, fun and flirty. As it was getting dark with orange skies struggling to keep it light, the friend sat down next to me on a bench outside. I had just finished a conversation catching up and everyone else had broken off. We said hi to each other and the flirtatious small talk began, there was strong eye contact from the start and whiffs of his cologne smelled really good pulling me in albeit I was tipsy. I noticed him eye my boobs in my low cut sundress when I picked my napkin off the ground. My husband doesn’t mind and encourages me to flirt, he was nowhere to be found. Over the next 3 hours, we continued to get to know each other and laughed quite a bit, most people had left and anyone who was staying was sleeping over or taking an Uber home. Read more »