Category: gonewildstories

[F]un in [M]exico – Tinder works abroad! [37m / 35f]

So I’m officially in the midst of a slutty phase (see post history). Approaching the 1-year anniversary of my separation and 3 months after my divorce.. between work and co-parenting and serving as an adjunct professor, time is short. So.. Tinder.

Weekend before last, Columbus Day, my ex took the kiddo to visit family and I headed south to.. Mexico. Mexico City. An incredible place full of amazing food and art and really wonderful, deeply kind and friendly people. And a veritable paradise where the peso goes forever and Ubers are basically free and… Tinder works.

I had a fair number of matches, but the best was Becky. Perky and friendly. Fair skinned, but dark hair. 32B’s if I had to guess. Slightly provocative photos but nothing outlandish. Her mother was British so her English was perfect.. which was great because my Spanish is non-existent.

I was staying in an AirBnB in hipster Condesa – which was lovely. We had trouble getting our schedules lined up, but kept texting each other increasingly provocative lines. Finally, Sunday night, she caught a cab to the coffee shop near my place. She was wearing a blue button-down shirt, her hair freshly washed, smelling a bit like shampoo and soap and smiles. I was wearing jeans and my new hand-made leather shoes ($100 bucks!) and we looked at each other and smiled. Read more »

[MFF] – Met up with a couple, took the girl home with us

Hi GWS. I wanted to share another story the sexual adventures that my girlfriend and I have recently started embarking on. Forgive me, for I am not a writer and have an affinity for using long sentences and passive voice. All the name of sexy time. Long read, but I hope worth it. Enjoy!

My girlfriend and I have been together for over 5 years. When we started dating, the whole internet dating scene was still very young, with only notables like OkCupid and Match.com being around. We always felt like we missed out on the proliferation of dating apps, mostly notably Tinder.

A couple years ago, we decided to try our hand at finding either another female or another couple to expand our sexual horizons and quickly found 3nder. Basically, Tinder for couples looking for threesomes, foursomes, and moresomes. The app has since renamed itself due to a lawsuit from Tinder, but it will always be 3nder to us. Read more »

First threeso[M]e with married couple [M/MF] part 2

Finally getting around to finishing this story. Also will be writing more of my threesome experiences.

warning- some man contact

Part 1 is here, some background about me and the lead up to the sex part

First threeso[M]e with married couple [M/F] from gonewildstories

As the Valorie was seductively approaching me we locked eyes. I tried my best not to look scared shirtless for what was going to happen and put my game face on and gave myself a little pep talk…she got in her knees and started rubbing my legs and moving up to my crotch feeling my hard cock. She turned to her husband Kent and said “shall we have a look at this beautiful cock he is suppose to have?” With that she started unbuttoning my pants and pulled my pants off and out sprang my cock…”oh wow, we are going to have fun tonight!” She said. Read more »

[MT] Getting a Transexual Woman “pregnant”

Obviously, a misleading title, because that’s impossible, but I can explain…

So sometime in college, I became a sexaholic, trying a bit of everything and everyone. Eventually, I wanted to try having sex with a transsexual, as that was a taboo I had thought of but never was able to explore. After some online browsing, I eventually found an Asian TS I thought was attractive on craigslist. Cl has the most scams and pros, but this seemed legit. She was a few years older than me, petite with small breasts, and pretty passable. We exchanged info, PG-13 photos, and agreed to meet at a cafe first to see if this would work.

When I met her in person, first thing I thought was she had way too much makeup on, knowing who she was, it made her stick out a bit, but to a person just passing by, they wouldn’t think much of it. We went from exchanging pleasantries, to online meet up stories, to finally, what we we’re looking to do with one another. She wanted cock, I wanted to fuck, and there was a mutual attraction. She gave me her address, told me to meet her in a few hours, and not to jack off during that time. Read more »

[Group][MFF] Glow Party Orgy

I’m very new to the sub and an absolute beginner at telling stories, hell, straight up newbie being in an orgy but I’m going to use this medium to describe the best night of my life.

I have been living in Calgary off and on for the past three years and through that time have met some really amazing girlfriends that I have no strings attached relationships with. Without getting into too much backstory, I have introduced each and every one of these 4 women individually to a sex club in the city. I must be the luckiest guy out there or have a talent for finding them but each and every one of them absolutely jumped head first into the lifestyle. Needless to say, I have had many fun nights at the sex club but in all previous instances I let the girls play while I watched or I was lucky enough to have solo fun with them in front of an audience.

Well, last night all that changed. Read more »

Tale of a batshit crazy size queen [x-post r/truebigdickstories] [MF] [cheating I suppose] [public] LONG

You all are just swell with how you received my first story, so I’ll x-post another.

Same disclaimer from my other post: I’m 47, cancer, widower, but recalling my tales is a lot of fun. I slept with 100-ish women and I’m well endowed, so lots of stories in there. Check my post history for more. And I threw an r/NSFWIAMA out there just for shits and grins. And I’ll take requests if you got something that vaguely lines up with something I’ve done.

Sorry, it’s super long. I’m a writer by trade, hence I’m a wordy mofo. Too long for the shitter, friends. And very very cock-centric since I originally wrote it for that crowd, picking out stories that focused on that. Sorry if it sounds hokey.

======

This is a story about the most cock-obsessed woman I’ve ever known. It was a girl in college named Lindsey and, sweet baby Jesus, she was something else.

It was in my third year in school. I went to a little state school in the midwest. Let’s just call it Southern Western Northwest State. It was a small school (maybe 5,000 enrollment tops) and I was in the Humanities School, studying media and English. Read more »

[MT] Dating a (trans)woman in grad school. Nobody knew she was trans

Warning: this is long.

I went to grad school for art education.

During my final semester I got to know and date a beautiful girl named Tanya. Though my friends got to know her slightly and my family met her at graduation, none of them – to this day – know that she was actually a trans woman.

I didn’t know either at first. All I knew is that I was smitten with the girl who sat down next to me on the first day of a required liberal arts elective.

Her body was the first thing that got my attention. She was short, maybe 5 foot 3, with a petite frame and tiny little shoulders. But she was also busty, wearing what I later learned was one of several very lacy 32D bras over a fabulous pair of implants.

That first day she wore a tight short sleeved top with a very high collar neck – horizontal black and white stripes – that looked startling with her curves. Down below, she wore big ruffled cargo pants that actually complimented the look in a weird way. Her hair was shoulder length, black with artsy streaks of dark purple. Read more »

[MFF] The gift of lights, camera, action!

A little primer for this next one. When I’m not up to my elbows in con happenings, I work as a freelance photographer and occasional IT drone.

I feel pretty awful about this one, really. I crossed a personal line, and despite the fact that I’ve crossed that same line again a few times since (with the same person), it’s never been anything that I was actively getting off the the wrongness of. I know that’s kind of a buzzkill before a story like this, but I feel it’s warranted. Anyway, disclaimer aside, here we go.

I was at con with some friends of mine. There was a couple (Rob and Jen), and 2 other friends, one male (Ben, not important here), and one female (Heather, definitely important here.) They were/are not a couple. We had a suite with a sitting area that had a pull out sleeper couch and a cot in it, and two bedroom areas, each with a king size bed.

Rob and Jen took one bedroom, and I took the other, because I was the one who got us the sweet room upgrade. Ben and Heather were left to figure out things in the sitting area. Rob and Jen also worked at the con, Ben and Heather did not. We all got settled in and hit the bar. Nothing exciting happened that night. Read more »

making a new friend [MF]

So this story is about the first time I had sex with my current fuck buddy. We’re both seniors in college and have been regularly fucking for almost two months now. I had posted a while back about one of our encounters and had responses asking for me to tell you about my first time with him. Here goes.

I had been out with some girlfriends that night, bar hopping, getting tipsy and generally enjoying the night. I had been texting him continually, letting the alcohol make me flirtier than usual. We had been talking for a while, teasing each other. I knew I’d get to play with him soon – I’d been dying to get my hands on him and told him so. Usually I’m not so forward but he was responsive to it, asking where my group was headed next. We were on our way into a bar that has a huge space for dancing. When my friends and I walked in, I could instantly feel the pounding bass moving my body. Surveying at the crowd around us, I was surprised when my eyes met his dark ones across the floor. Read more »

Vacation Fun [MF] (part 2)

The following day, I wake up pretty late and spend most my time at the pool with my family. Emma is working all day, so I don’t see her much. On my way back to my room, I cross paths with Emma. We chit chat about last night, we both had fun and make plans for tonight. I tell her that I will probably be at the bar around 10:30 and I tell her to put on a bathing suit because we are going in the hot tub when the bar closes. She agrees and we go our separate ways.

When I get to my room, I am rock hard just from seeing her, thinking about last night and imagining what’s going to happen tonight. I hesitate to rub one out but decide not to. I don’t think I’ve ever been that hard, without the presence of a woman next to me. Not masturbating in the shower was tough and it made me horny all night.

Dinner goes by as usual. I see her in line at the buffet. She is dressed in casual pants and a t-shirt and she looks amazing. Her pants are tight and you can see her amazing ass. Her t-shirt doesn’t reveal much but you know that something big is hidden under there! Read more »