Category: gonewildstories

[MF] Friend caught me watching porn then joined – Part 3: Her Fantasy Threesome

So between part two and now (on my profile), we had fucked a bunch of times as a few months went by. Kaylee was getting dirtier and dirtier and the slightly shy and hesitant girl I had known was now a full on slut in bed. During these months, Kaylee and expressed interest in actually having sex with a black man. She was really curious if porn had just made it seem like they fuck harder and are well endowed, or if they really were better. We weren’t dating, but she asked if I was okay with it and I obliged as long as I could join in. She agreed and always wanted a threesome. 

She made a Tinder and matched with a tall, strong black guy she found attractive. She knew that not all black men were necessarily big, but that was what she wanted in this moment. She exchanged pictures with him and she found out that he was really, really big. Probably around the size of the porn star she liked so much (Jason Luv). She was honest with him and told him what she wanted to do, and he was more than happy to oblige. We arranged a meeting for a few days later, and we didn’t have sex until then so we could have something to look forward to. Read more »

[M] 28 Indian – Always A virgin – experience 2

I sleep with women pretending I am a virgin, 11 women in 2 years, I think I can still pull it off but I want to try something else for now.

Story 2 :

Black Milf, 38, BBW, when I say huge I mean huge boobs.

I got a new car while studying, and I increased my tinder radius and instantly matched with ‘Jane’. As expected her first question was , are you really a virgin ? I was like Yes, she asked me why I was still a virgin and I have a rehearsed answer which usually works, but I have lost a fair number of woman who want me to lose my virginity to someone special. So this one was very skeptical and asked way too many questions and after a while I lost interest, I was looking to get laid not interrogated. I did not reply for a few days and then after a week she messages me, still a virgin ? I said yes and she said ok, but I need that virgin cock today. I was like fuck yeah, she sends me her address and said discretion is of the utmost importance and gave me instructions as to where to park, and that the door will be open only between 10-1010 Pm that day, if I was late she would lock it back and that this was over, also her kids would be sleeping upstairs so we should minimize the sound and there will be only a bed lamp for light. She asks me if I wanted bare since I was a virgin, I said no, has to be with a condom. Read more »

Went on vacaction w/ friends and shared a bed w/ the most annoying girl in our friend group. The trip ended with me fucking her and cumming in her mouth while our friends were asleep. [MF] (long)

This is a story that happened about six months ago and until now I haven’t told anyone. The only people that know it happened are me and her, but I wanted to write it down somewhere because it might be one of the hottest things that has ever happened to me. It’s also pretty long, but here it goes.

At the end of this past summer, me and some friends in my Covid bubble were getting seriously burned out with staying inside and being on zoom all day, so we thought it might be nice to spend the weekend at an AirBnB up in the mountains. We booked a one bedroom AirBnB for the five of us (since we don’t have a problem with bringing sleeping bags and it’s cheaper), and as the weekend approached I was really starting to look forward to it. But then, a week before the trip, one of the girls who was going texted the rest of us to ask if her friend Carissa could come with us. Read more »

[M] [F] A mature fling

The local bar by my house was a weekly event for the boys. Watch a game and have a few drinks. It was a seedy bar in an area that had run down apartments. We’d always close out the bar and there would be cougars, hookers & thots hovering outside.

One night I was standing outside having a smoke before heading home. This cougar, probably nearing 60 asked for a light. Her body was of a 30 year old. A bit of an ass, a bit of a pooch in her belly and C cups. You could tell she was a hot little slut in her earlier years. Her red hair was flowing down to her lower back. The thing that gave away her age was her sagging face. Too much “fun” had caught up. Her teeth were perfect, which I later found out were fake.

I gave her a light and didn’t say much. “Not much of a talker eh?” Lynn says. I quickly finish my cigarette, and head to my car. A few weeks later I’m plastered at the bar, and I run into Lynn inside of the bar. I end up buying her a drink. She somehow remembered me, and we hit it off. I had to go take a wizz. She follows me into the stall and we make out. I grab her ass, and my cock is throbbing. I’m not sure what to do. She says we should head back to her place. Read more »

Wife’s birthday present [FFM] + [MFM]

Apologies if this is a little long and rambling. I’m not much of a writer.

I organized a foursome [MFMF] for my wife’s 38th birthday.
We’re not swingers or in the life exactly, but we have had some 3 way [FFM] experiences.
Up to this point, we had used the multiple partner fantasy as a turn-on while in bed. There are times where she gets so insatiable that she says she would let me do anything to her, and I do. Sometimes I ask her, “How would you feel if another man walked in here right now, would you want him to fuck you?”. Yes was always her answer.
While a lot of this is fantasy talk, I also got the impression that she was as turned on and serious about it as I was. In the past, she’s loved kissing women and having her pussy licked and finger fucked which I always loved. I love seeing her being pleasured. Especially when her head tilts back and eyes close as they rollback. You know she’s feeling it all at that moment. Read more »

My First Time Cosplaying Led to My First Time Roleplay Fucking [FM]

Considering I [M21] spent my teen years performing musical theatre, I’m surprised it didn’t happen sooner. Sure, stage work led to many of my sexual experiences, but none of them involved roleplay. No, it took my twenty-one-year-old dumb ass deciding to try out cosplay to wander down that particular road.

Here’s what happened.

In 2015, I spent the weekend at a major comic con dressed as Jack Frost from *Rise of the Guardians*. Every booth, each floor, the entire complex was packed with amazing costumes and incredible people and to this day I’m still impressed by how wonderfully kind and social everyone I met was. Literally left with stories that I’ll keep with me forever. That’s all beside the point, but if it dispels a few stereotypes for even one reader, it was worth the blurb.

My girlfriend [F18] went to a university nearby the convention center, so I made plans to visit her afterwards. Good thing, too, because after spending a weekend surrounded by gorgeous cosplay models (another con perk), I was horny as hell. She wanted to see the costume, and I hadn’t brought any other clothes because honestly Jack basically wore cuffed chinos and a bitchin’ hoodie, so when I arrived at her dorm, I just embraced the weird stares from the RA on lobby duty. Apparently, white hair is not normal for my age. Read more »

I 20 [M] was blackmailed by Neighbour 19 [F] – Finale

Well guys it’s been a fun run :) Here’s the final part you all asked for! Be sure to read to end. Much Love – Nay

[Part 1](https://www.reddit.com/r/gonewildstories/comments/le8tt9/i_20_m_was_blackmailed_by_neighbour_19_f/?utm_source=share&utm_medium=web2x&context=3)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/lekvoo/i_20_m_was_blackmailed_by_neighbour_19_f_part_2/?utm_source=share&utm_medium=web2x&context=3)

[Part 3](https://www.reddit.com/r/gonewildstories/comments/lfxuz2/i_20_m_was_blackmailed_by_neighbour_19_f_part_3/?utm_source=share&utm_medium=web2x&context=3)

​

*My mind was fucked. I was hit with instant guilt and dread. I quickly realised i wanted to be with Lucy but afraid I’ve just fucked it up beyond repair. I started to hate myself for destroying Lucy’s feelings and disregarding them over my petty jealously.*

*I quickly fell asleep shortly after. (Guess fucking and thinking is knackering)*

*I woke up the next morning, and you will have to wait for part 4?*

I awoke the following day with pure guilt but i was determined what i wanted. All the pieces finally fit into my head but could i salvage Lucy?

I snapped her

“Can we talk please”

No response

I snap again

“Lu, please”

No response

I decide fuck it, I’m going over there. I casually throw on some shorts and a gym top and head over.

I knocked on to no avail. She was completely avoiding me I must’ve knocked for a good 10mins before i hear Read more »

[FM] The time I pulled a train at a party of strangers.

**TLDR: A guy at a party leaves me unsatisfied, so I find my satisfaction elsewhere**

***Cross posted from sexconfessions, somebody suggested you guys might like it?***

So, after my last post, ***go look it up if you want, seriously, validate my slutty behaviour, I thrive on attention,*** several people have asked me to tell the story of how I pulled a train at a party. Well sit back dear readers, and prepare for acts of depravity you’ve never heard the like of before!

It started in my first year of university. I was a fresh faced little 19 year old baby slut, enjoying my first taste of freedom and promiscuity. Unfortunately, my best friend who I’d known since I was three didn’t go to my university. She went to one across the county, the bitch! ***Ash, if you’re reading this, firstly, how did you find this account, secondly, I love you really and you know I do.*** Read more »

[MM] Hot ex-jock’s first time sucking cock

I always knew I was bi. I played hockey in college and never had any trouble getting laid but I always fantasized about sucking dick. Unfortunately a small conservative school wasn’t exactly the ideal setting to explore my sexuality.

Fast forward a couple years I’m 23 and living out of a suitcase and collecting more Marriott points than I could ever need. I was incredibly horny and decided the time had come for me to suck my first dick. This was before all the apps, back in the wild days of Craigslist.

I put an ad on Craigslist “M4M uncut athlete seeking similar… 6’1, 185lbs, 6in shaved uncut hosting at airport Marriott. Looking to swap head and see where it goes.” I had managed to stay in pretty good shape in the year after graduating, despite spending no time on the ice, and attached a shirtless pic to to post (see my profile for the actual pic)

I ordered two bottles of wine to the room and popped the first one as my inbox was flooded with responses. Read more »

[M] Living with Stepmom, Part 4.

In part 3, I mentioned how I currently live with my stepmom we’ve been living together since my father passed away a few years ago. We have now had a few incidents that have been pretty sexual but nothing physical between us has transpired. This last time we both saw the other masturbating and watched the other one unknowingly.

As previously mentioned we both work from home and because of quarantine, we tend to not leave the house much at all. I think because of quarantine we are both feeling more lonely, we are both pretty sociable and outgoing people so it’s been hard for the both of us. Because of that, we have gotten a lot closer and much more comfortable with the other.

Yesterday, we both had really long and stressful days. Work really drained us, and overall just a rough workday. After we both finished up with work I said to her, “Hey, how about I order a pizza, you get some wine, and I’ll have some bourbon, we can watch a movie, relax, and destress from our days.” She gave me a big smile and said, “That would be amazing.” Read more »