gonewildstories Archives — Page 319 of 5640 — NSFW story

How I became an escort! [F]

My husband and I got involved in the lifestyle in 1992. After a few months of giving blowjobs to his friends (and later on being fucked by them) we decided to check out a few of the lifestyle clubs and parties in New York. We attended a couple of events, and were generally unimpressed. Met some very nice, open-minded and uninhibited people, but 99% just weren’t what we were looking for.

One guy came up to us at the first party we attended, and we chatted for awhile. His interest was obvious, but my husband politely declined, which is more usual in the lifestyle than you might imagine. He just wasn’t my type.

We saw the same guy at some other clubs/parties, and he always stopped to chat and say he was still very much interested. Always pleasant, never pushy, but definitely tenacious! We started to refer to him as “my biggest fan”, and knew he would approach us at any get-together. He wasn’t desperate – he was a decent looking guy, and we always saw him getting action at these events. Again, just not a match for us. Read more »

[FM] Huge Dildo Spitroast: Getting my girlfriend (22) into cuckolding, true story

Went from reluctance to dildo spitroast real quick..

If you’ve read my other posts, you’ll know that my girlfriend has never been interested in anything going the direction of an open relationship or (which I would prefer) cuckolding. She’s always said she’s been very satisfied with me, even though she rarely orgasms (maybe once a month).

Well for christmas I bought her a dildo which is much bigger than me (22cm, meanwhile I’m around 13cm) and she was reluctant to use it but I started using it on her once and she’s really gotten into it since then. I’ve had the pleasure of watching her use it three times so far and she’s cum all three times, which turns me on beyond belief because the change in dick size really seems to be doing it for her.

A couple days ago, we were going at it again and tried out whether the dildo’s suction cup works on our wall; it did. So slid on it and started riding it. I’m sitting in front of her watching and suddenly, she grabs my cock and starts giving me a blowjob. This got my mind racing: Does she know what spitroasting is? Did she just want to pleasure me or is she alluding to the fact she’s aware of cuckolding, spitroasting and so on and wanted to establish her interest in being spitroasted? Read more »

Fucked in the ass at work [FM]

Today is my first day back at work after the holidays, my boyfriend and I both work at the same company. He has just been given a new office, which is a significant upgrade from his old one. As soon as we arrived at work, he took me up to his floor and showed it to me.

I’ve always been attracted to professional men, and seeing him sitting at his desk made me really want him. I couldn’t resist the urge, so I locked the door and knelt down in front of him then I unzipped his pants and pulled out his cock. I started by stroking it lightly while I licked the base and his balls. I placed my lips around the tip of his cock and began sucking on it, kissing the base each time I went down. He gathered my hair together in his hand and pushed and pulled my head, guiding me as I sucked him. Read more »

Fucking her [F] while she make me [M] Wear a Butt Plug.

I [M31] and wife [F25] are very adventurous specially when it comes to our sex life, we like to try different and new things.

It’s a story of last weekend, Friday night i was hell tired and my body just don’t wanna do more so i just ask my wife to play a little with my dick and then we will call it a night, but my dick has other plans.

Next day we both wake up horny, she suck me off in the morning but we can’t cum because there were relatives in the house so we made a plan to spend the whole night fucking eachother.

The Night we started with a bit foreplay to ser the mood and i thought it would be best to fuck her pussy with a butt plug in her ass, i grabbed the plug from the side table draw along with the condoms and i asked her to be ready but as my wife is pretty dominant she had other plans she said no i am not wearing that the plug will go in your ass and then you will fuck me, so i handed over the plug to her, she said come here she kissed me i was on top of her with a hand pinching her nipple and lips sealed to her lips she stopped the kiss and i was up we were looking dead in the eye and her hands found my ass hole and she playfully smile’s at me and pressed the plug in with a single push and i gasped and with eyes wide open and there were no words coming out of my mouth she smiled and said good buy . Read more »

[MF] How my Bumble date squirted her brains out for the first time in her life (part 2)

[link to part 1](https://www.reddit.com/r/gonewildstories/comments/1023t66/mf_how_my_bumble_date_squirted_her_brains_out_for/)

in Part 1 I met Julie on a dating app, ended up at her place and gave her her first overwhelming squirting orgasm in her life. Now it had come to my turn.

Julie pushes me on my back, I can feel the wetness of her freshly squirt soaked sheets against my legs, turning me on even more.

“Looks like you are ready too” Julie says smiling. I want to reply something witty but before I can reply she licks my shaft from bottom to top and the only thing I can exclaim is “oh fuck” while my cock twitches and jumps up against her tongue.

Julie proceeds by licking the tip of my dick while stroking my shaft.Sometimes playfully taking the entire head in and out of her mouth with a *plop* sound.I am in total ecstasy at this point, her blowjob skills are amazing, if it was physically possible to keep getting harder every second it would have.

Without thinking too much I put my hand on the back of her head, slowly applying pressure.Julie takes this as a sign to take me deeper and takes my cock about 3/4th down her mouth/throat. She starts to bob her head back and forth while taking me deeper every time she takes me in, messy slurping sounds escaping her mouth. Read more »

[F] Getting fucked at Swedish House Mafia

I went to a Swedish house mafia festival that was at an outdoor venue. I joined two of my friends who were a couple and I felt as if I were a third wheel (I guess because I was lol).

At one point I wandered off to grab some drinks. I made my way back but couldn’t find my friends so I went toward the front as “Mafia” came on. Since that song is my jam, I started dancing. A guy pushing through the crowd brushed my ass as he walked by. He quickly apologized and I told him it was totally cool. He then asked if he could join me. I told him I’d love that.

He got behind me and started dancing. Quickly my cute small sundress was hiked up and he was fingering my pussy from behind. It was starting to get dark so no one really noticed.

His fingering then turned into his throbbing fat cock in my pussy. He finished fast with cum all over my ass. Maybe he left some inside me. I loved it. He pulled back down my sundress. He whispered in my ear “I’m Jake.” Read more »

[F] Getting my FWB to explore is kinks

My FWB has some big kinks I’m personally not that into, but I always try to engage with them in some way. I’m also pretty open/adventerous, 100% about trying everything at least once. Until three days ago.

We were having sex, things were getting rough and in the heat of the moment he told me he wanted to watch his dog ‘breed’ me. Now, I’m all for dirty talk but that was a bit much. I tried to talk to him about it but he was embarrassed, telling me it was not a big deal, just a fantasy in the moment, but it was clearly affecting him.

I thought a lot about what I wanted to do with this information. I’m happy he feels safe enough to be vulnerable with me, but I want to keep to my own boundaries.

Today I went online and ordered a knotted dildo. It’s supposed to be a surprise for him, but buying it had me unreasonably excited. There’s an entire line of fantasy themed sex toys I never even knew existed, if things go well we may have unlocked a whole new kink set. I never thought it would turn me on this much. Read more »

Skinny dipping with a friend led to us finally hooking up! [FM]

Last summer one of my(f) male friends (lets call him Tom) and I did a little trip round Scotland together and decided to go skinny dipping at a secluded loch. At this point we were just friends and had never hooked up before, but there had always been a lot of sexual tension between us and I think we both were hoping this trip could lead to more.

Tom was more worried about the cold water but I just went straight for it, walking towards the loch, pulling off my clothing as I went. From where Tom stood still hesitating he would have seen the pale skin of my back revealed as I peeled off my top and let it drop to the peppled beach. Next, right at the waters edge, I let her pants drop, exposing my ass to him. I can’t deny I got a thrill knowing he was seeing me naked and thinking his cock might be starting to twitch inside his jeans at the show I was giving him.

Looking over my shoulder I glanced back to him. “You joining me then?” Read more »