Category: gonewildstories

Harsh Hookup [MF][LONG]

There’s a bit of preface in this, it’s still very fresh as it happened two nights ago, feel free to jump to the action further down (if you must)

Day before yesterday was Valentine’s Day and being a fifty year old, newly single male living in a college town, I did what all in my situation would do. I went to a dark bar to drown my sorrow in overpriced G&T’s.

So I’m a few drinks in and I hear some loud laughter from across the bar, a group of four younger females are drinking, having a good time and in general making a ruckus. They seemed to be having a really good time, and to be honest, that didn’t help my already dark mood too much. Realizing I had already had three nine dollar G&T’s I switched to seltzer and lime, which sadly was still five dollars. Time passed and the group of girls dwindled down to just two, and for so unknown reason they walked around the bar and they had their next round two feet from me. Read more »

My Time as a Maid [FF] [Bondage] [Part VI]

Anna lost count of her orgasms once she hit three. A mix of vibrator, fingers and a massive strap-on ripped multiple orgasms from her body. The woman went to work between her legs for what felt like an hour. Anna’s pussy was so wet her own juices lubricated her ass for more fucking. The rubber cock Miss Crosby wielded felt as if it were going to split Anna in two. It was quite the sensation in her pussy, but when it knocked on the door of the poor girl’s asshole, she was certain the cock would be denied. But, lo and behold, she took the whole thing. Her buttplug was removed as quickly as the rubber dick was inserted. “Like a hungry butt slut should” she was told. Maybe the vibrator placed back onto her throbbing clit helped ease her butt fucking, because it surely ushered in yet another orgasm. She was being treated less like a maid and more like a sex slave, as her duties were no longer to clean and dust, but to come for the amusement of this stoic woman. Read more »

[MF] I got more than I bargained for from my friend’s daughter during his Super Bowl party…

I’ve known my friend Matt for around two years now. Our group of friends likes to play poker, throw darts and shoot pool. We also like to watch sports together and Matt is well regarded for throwing parties at his house, so when I got the Facebook invite for his Super Bowl party I knew I was in.

Matt’s house is at the top of a hill on a corner lot and adjacent to two fairly quiet residential streets. The last big party I attended there was a crazy packed fourth of July fireworks party this summer. The neighborhood wasn’t very quiet that night. For the Big Game, however, it was a smaller crowd of a dozen or so and even though this winter has been mild for us here in the Midwest, we kept the party indoors. Read more »

[FM] The story of my clarinet teacher

Obligatory trigger warning… this story contains some gray area stuff that might not be everyone’s cup of tea. You’ve been warned. Also sorry this is LONG.

*****

When I was in elementary/junior high school, I was in band. I played the clarinet, and had enough aptitude that if I actually practiced, I could be good. But like most kids that age, I really didn’t have the discipline to do so. So my parents signed me up for professional lessons, which took place on Wednesdays or Thursdays after school in a spare classroom at the junior high. The teacher, Mr. S, was a fairly young guy; though he seemed old to me at the time he couldn’t have been more than 30. He wore a dress shirt and slacks, the same pair every time, as if he didn’t have more in the way of wardrobe items. His brown hair was tightly curled against his skull and always either glisteningly gelled down or frizzed out like a brillo pad. His face had the acne-scarred texture of an orange rind. Although he was conventionally proportionate and I couldn’t pick out anything specific about his appearance that was off-putting except his skin, he kind of gave off this strange vibe that made me slightly uneasy. Not always, but sometimes the way his brown eyes would glint with an unnamed intensity would catch me by surprise. At the time, I had the child-like thought that he could tell I was lying about practicing, and that’s why his gaze would pierce through me while I played. But if so he never explicitly called me out on it. Read more »

[FM] Fucked my professor (hey, I’m posting again!)

*Hey y’all! I really liked reading everybody’s responses to my first post and I hope you all enjoyed my pics that were up for approx. an hour! :) I figured I’d give you another story. This is really therapeutic for me because I haven’t disclosed any details to anybody before. This helps get my thoughts out in writing. Enjoy!*

After our first encounter, I was ready to hop back into bed with Z. Z ended up texting me the next day after our first encounter with a sweet,

“I’ve woken up imagining the feeling of your lips around my cock every damn morning since we’ve starting talking.”

With the way his teaching schedule worked and the way my classes were timed, we both had a long lunch break at the same time. My apartment was on campus, so I texted him back,

“Roommate has class until 2. Come over at 12:30?” Read more »

[MFF] An unexpected night with best friends

So this is my first time writing on GWS. English is not my first language, as you can see. Any feedback would be appreciated. Something about me: 26M, I used to have a thinner body, now I am more athletic and a 5,5 inch cock. Not impressive, but in time I managed to know how to use it for the common benefit.

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This story happened 8 years ago, I still remember it and I regret not taking it to the next level. Background: in high-school I was a geeky bookworm, I wasn’t going out so much and I hadn’t have a girlfriend until I was 18 (not so much action there, either). In high school I had two very good friends who were girls. Let’s call them Genie and Joan. Read more »

The night B showed me his playfully dominant side… Part 1 [MF]

You can find descriptions here… https://www.reddit.com/r/gonewildstories/comments/5u8z8p/abcs_of_my_sex_life_mf/

But basically… he’s tall. He’s got dark hair and green eyes. He’s sweet and insightful, sensitive… and sexy as hell. He always comments on my wild auburn hair and nice ass. ;)

B and I had just had a long talk about what we were to each other. We had agreed that we were cuddly friends who occasionally had sex. We were a little tipsy, it was late, I thought we might both just fall asleep… Then we kissed.

B gestured to my plaid pyjama bottoms. “Not sure I’m loving this outfit.”

“We were having a talk about defining this… I wanted to play it safe.”

“Want to put on something less safe?”

“What did you have in mind?”

So I started trying on lingerie. He stood against the wall of my bedroom in his boxers. I could see the outline of his hard cock from across the room. He could tell I wanted it. Badly. He took his time deciding what he wanted to see me in. He settled on something feminine and delicate — a pale pink baby doll slit up the front. Not what I was expecting. Read more »

[MFM] With my boyfriend’s best friend??

My boyfriend [19M] and I[20F] have been dating for about a year and a half. When we first met, we started off as FWB, because we both were not in a great place for a relationship, but had undeniable chemistry.

A few months ago, we were talking about fantasies, when I brought up one of mine is having a threesome..but a MFM threesome. He was not opposed to the idea (he really wants a FFM, which will be our next threesome.) However, he was not as comfortable bringing a stranger into the picture, and the only guy he would be able to trust in that situation would be his best friend of over 10 years, (let’s call him Bryan.)

So we brought the idea up to Bryan, and he said yes! By this time, to say I was excited would be an understatement. Just thinking about it now is getting me wet..

So a few weeks go by and we still haven’t had this threesome. Until one night, when my boyfriend, Bryan, and I are hanging out at our house. We are enjoying some drinks and just having a good time talking. Then somebody suggests we play poker. Read more »

[MF] Getting back in the game with a 20something

A few years ago, I had an engagement fall apart. I took a few months to get myself in order, before I wanted to start dating.

During an alumni weekend at college, I met a recent grad. She was 24, and I was 31. I portrayed myself as a tech start-up guy (not entirely untrue), and got her number. I was already planning on coming back next weekend for something else, so promised her a date.

We texted throughout the week, and got connected on Facebook. I wasn’t driving up to Saturday, but started getting some flirty texts Friday night. She asked what we were going for dinner, when I was getting there, etc. I had planned on taking her to a cool bar before dinner, then a decent Italian place down the street.

When I was in school, this was the “fancy” place that students would go for special occasions, and I was hoping that was still the case. Thankfully it was, and she was impressed. Started texting about what to wear, and sending me pics of various dresses she was picking out. Read more »

“I just need you to fuck me. Fuck me now. Just fuck me.” ~ A Valentine’s Day story [MF]

So, how was your Valentine’s Day?

I’ll tell you how mine went. It’s not the craziest or most exciting story anyone has ever told here on GWS – hell, it’s certainly not my craziest or most exciting – but it was still pretty good. And, unlike what I suspect of many of the stories here, it has the virtue of being true.

We’re not big V-Day people. She doesn’t want flowers or gifts (well, she does want them, but just not for Feb 14). She wants me to treat every day as Valentine’s Day, I guess you could say.

And though we didn’t have a cheesy romantic dinner or Poconos-type getaway planned, we do plan to mark the occasion properly each year. And that means getting back to the basics, as Waylon Jennings would put it. That’s our game plan, and it always leads to some serious sexy time.

With that in mind, I stopped off at the store yesterday on the way home from work and picked up a bottle of wine. When I walked in the door dinner was nearly ready. Flank steak, salad, a little wine blah blah blah … Read more »