Category: gonewildstories

Another night with the sexiest Italian man (M/F) [Long]

So my first post (https://www.reddit.com/r/gonewildstories/comments/44tmwy/my_f_sexiest_one_night_stand_with_a_hot_italian/)

I talked a little about my first one night stand with the sexiest Italian man while I lived in Italy a few years ago. We continued to see each other after our initial night and I have a lot of really sexy stories from our time together that I’d also like to write down :)

After our first night together I was feeling really shy about having sex with someone that I’d just met. I’m usually a very good girl and rarely do something so crazy but this man brought me to the edge and I couldn’t resist spending the night with him.

A few days after our initial encounter I found I had a text from this man, let’s call him Edoardo. He texted me “Hey beautiful, I’ve been thinking about you” I mustered up the courage to respond “I’ve been thinking a lot about you too” as soon as I pressed send I felt my pussy getting hot and I was immediately embarrassed. We made plans to meet up later that day. I was incredibly nervous. Read more »

Trigger warning: rape. (consensual rape) Satisfying her rape fantasy…

I went through a phase. My manwhore phase. Sex was a single minded goal for a couple years and there’s a whoooole lot to write about. This story begins a series of fantastic, destructive, mind-blowing, pornstar-like adventures with my friend Karen. These are all from 2011-2012, so my memory is a bit fuzzy but I am writing it all as best I can remember. There was a blog we both chronicled things in as we played, but when we imploded (as any relationship as intense and wild as this is bound to do) she held the admin keys and locked it up.

All events are written as best I can recall, slight embellishment aside, and are true as can be. Feel free to ask questions, or comments, or encourage the next in the series if I forget to update with a new story periodically. Maybe I can give u/Ironman2000 a run for his money on here! ;) Read more »

Sex at an Anime Convention, Part 2 [m22/f19]

[aka, The Time I Gave Rey Six Orgasms in Under an Hour]

Sorry about the long gap between chapters. As I said before, I’ve never written anything like this so I’m quite self conscious about it. I spent a lot of time rewriting it and then tidying it up. Also, this one is much longer but I hope completely worth it. Please let me know what you think in the comments, and more specifically give me any pointers you think I can learn from. I’m enjoying writing these, but I’m still not really sure if I’m doing them well. So…

When last we left off, I’d just fucked the hell out of my girlfriend, Rey, dressed as Sailor Jupiter at an anime convention. That night, she slept in her room with her friends (who were quite prude and would have raised too many eyebrows if she stayed with me) and I stayed in my room with my friends (who were secretly-not-so-secretly hooking up in the next bed). In all honesty, between running around in the wee hours to get everyone together for the convention, getting settled at the convention, running around the convention, and then fucking at the end of the day had me pretty tired so I went to sleep pretty easily to the sounds of poorly masked gasps. Read more »

[M]e and my G[F] and the 10 minutes of a trembling orgasm. [Long]

My gf picked me up after work and we went to her house for some stuff she needed for school. It had been a couple weeks since we’ve seen each other so we both were eager to fuck, so we did.

We ran into her room and ripped each others pants off (she had to be back at school in like an hour so we didnt have long to take off all our clothes). She got on the bed and i jumped on top of her, sticking the head of my cock just on her wet pussy, then she says,”Hurry up, i want it!” and when i do, fuck i went completely wild. We hadn’t seen each other in a while mostly due to our conflicting schedules, her school and my work, so i was going to give it my all. I have her left leg on my shoulder with her right leg around my waist and this gives me the best leverage possible. I am just pounding the shit out of her. Her parents weren’t home, so we could be loud, and loud we were. We fucked for about half an hour, she came about ten times, i could tell because she has the best o-face. Anyways, after her ninth o-face, i start feeling it,”Im gonna cum!” I manage to get out in between my grunts, and she says,”Cum inside…i want it….in….SIIIIDE!” and as i felt her pussy tighten around my cock for the last time, i explode inside of her. It was so good that i was REALLY sleepy after. Read more »

My Girlfriend’s Big Surprise [m/f], [cheat]

Using a throwaway as a lot of different people know my username. My girlfriend, (24/F) who we’ll call Deb, and I (30/M) have been together for a little over a year and a half. I would honestly describe our relationship as perfect. After both being in previous relationships that were terrible in pretty much every way, we couldn’t appreciate each other more. On top of that, we are incredibly attracted to one another. She’s amazing…5’6″, 115lbs, athletic build with smaller perky breasts and a very round ass, the juiciest lips, short dirty blonde hair and the most beautiful big hazel eyes.

Our sex life was always great. We really discovered ourselves sexually, having been in fairly boring relationships previously. I felt like the luckiest guy in the world getting to explore her body with her…letting her become an expert at sucking me off, teaching her how to actually cum, exploring the joys of anal. I still haven’t totally figured out why…but I started fantasizing about her with other men. I’ve always been very into porn, so my best guess is just imagining her, as beautiful as she is, being in a porno. I never really put a face or a personality to anyone she would actually be with…it was always just fantasizing watching her sucking on a really big cock, or fucking a very in shape well hung guy. The thought of her ACTUALLY being with another man made me incredibly uncomfortable…so it remained a fantasy, one that I eventually shared with her. Read more »

I Cheated on my Boyfriend at Work [F/F] – 3

*Hey gws, I posted about some [craziness](https://www.reddit.com/r/gonewildstories/comments/3xicjg/i_cheated_on_my_boyfriend_at_work_ff/) in my life just before Christmas, and then posted a [second-part/update](https://www.reddit.com/r/gonewildstories/comments/40d0kx/i_cheated_on_my_boyfriend_at_work_ff_2/) a bit later. It’s been a while but I’m back with the third-part! I honestly never thought I’d still be doing this, but I think I’ve come to rely on gws as a bit of an agony aunt or coping mechanism or something. Knowing that hundreds of people have seen the posts I’ve written really helps in those moments where I kind of want to scream about it all. So thank you just for being here and reading. Also I’ve had a lot of PMs in addition to the comments. I just want to say that like 99% of them are not creepy or weird or rude or inappropriate (even if they’re understandably negative) and I’m really grateful for that. I’ve had lots of advice and perspectives and I appreciate all of it – even (especially) the ones that don’t reflect favourably on me.*

*Just a couple of notes to begin:*

*1) Plenty of details have been changed, because I do not want to risk this getting out, even though the chance is incredibly small.* Read more »

Sensitive topic; would GWS like to hear about a rape fantasy I took part in (100% consensual)

Understand rape is a very sensitive topic for most and certainly as well for me. I don’t want to disturb anyone but I do want to tell about my craziest role play. I’ve written the story and just want to gauge reactions before I post to make sure I am not going to break rules, though I’m certain to offend someone. Trigger warning will be in the title with a brief rape tag or something so those who want to avoid it, can.

[MMF] When I first met Rob & Kim

It all started when I posted an online personal:

TITLE:
Big Dick Lovers & Size Queens (M4MW)

I thought the title was catchy and I was eager to see who would reply. I attached a couple pics of my cock and body and hoped for the best. I never get my hopes up for this sort of post, it’s really a crap shoot but you never know and sometimes strike gold. This time I hit paydirt.

A few hours passed by and the responses started coming in. It was the usual mix of spam, pic collectors, time wasters, guys eager to suck my cock and one legitimate sounding response from a gentleman named Rob.

Rob was a few years older and married to a sexy Irish girl. He sent a few pictures and explained that she was 1) Insatiable and 2) A size queen 3) Eager to meet.  We exchanged #s and started texting.

Rob explained that they were a lifestyle couple. They had met couples in the past and attended lifestyle parties and events (think hedonism). This wasn’t their first rodeo and Rob knew what he was looking for. His wife, Kim, liked big cock and being fucked hard. Two things which I was confident I could bring to the party.  We set a time and a place and it was on. Read more »

My incredible first time with a new little girl sub from craigslist, rather hardcore [DD/lg]

We’d been talking for about a week and a half. But not bullshitting about work and what kind of food we like. She answered my ad offering to help a woman explore kink and fetish play, promising discretion. I require discretion, so it’s only right I offer it. Turned out she required it, too, and for the same reason. So there was no dancing around, no need for delicate evasion, no wondering if coming right out with why I required and offered discretion would scare her off, and no guess work…we were on the exact same page. That just immediately makes communication deeper and more honest, which is absolutely required for where we were taking things. She said she was interested in exploring more of a real Daddy Dom/little girl relationship, and it just so happens that I’d really enjoyed my experience in the DD role previously and was looking for something very much like that again. The pictures she sent were exciting to say the least, and she was pleased with what I sent her, as well, so on Day 1 a connection was made that was full of real promise. Read more »

[f/m] I made his birthday wish cum true…

Hi, so I posted on here a couple of days ago about a [sexy encounter my boss’s son and I had in the office](https://www.reddit.com/r/gonewildstories/comments/450pby/fm_caught_in_the_office/) and a lot of you in-boxed me wanting to know updates, so I thought I’d share with you what went down at his surprise birthday dinner tonight…

So.. I’m not sure whether or not I should post names on here but I guess I’ll start with ages. I’m 22 and my boss’s son turned 23 today. I received a call yesterday from my boss (who by the way seems to be acting fine after what happened) and invited me to a birthday dinner for his son (which he now knows is also my classmate) to a dinner with his wife, a few coworkers, and his best friend. I agreed. I couldn’t say no after what happened the other day, yet I felt so awkward knowing we were all going to be there.

So Joshua (boss’s son) and I didn’t really speak much after what happened the other day, but every once in a while he’d send me pictures of his hard dick right before his shower, and god it turned me on so bad. There’s that one text he likes to send me in the mornings that say “Nicole, I’m hard” and I shiver every time. Read more »