[M]y [f]irst hookup was on my best [f]riend’s dorm bed

I’ve been wanting to post on here for awhile, but I hadn’t worked up the courage now.

A little about me; I’m 22; I’m 6’4”, about 225. My dick’s not humongous (6 long, 7 around), but the girl’s who’ve seen it find it to be very impressive… enough to earn me the nickname “The Italian Stallion” (Big Mouth reference anyone?) I’ve been told that I am VERY good with my words, and I enjoy getting girls off by telling them all the dirty shit I wanna do to them. It’s quite gratifying. Now for what you (hopefully) clicked for. I have a tendency to describe A LOT of detail, so if you just want the sexy time (you eager McBeavers), go to the ****

This story takes place my sophomore year of college. I was visiting my best friend (who I had a HUGE crush on) to celebrate our birthdays because they’re close together. She went to school about 2 hours away from me, so the drive isn’t daunting. I had brought another friend with me (we’ll call her K) so that she could see her boyfriend who went to the same school (it’s a local school, so a lot of people from my hometown went there). Being 19 at the time, I had to finesse my way into getting some liquor to pregame for the football we were gonna go to. I settled on two fifths of Smirnoff whip cream and marshmallow (the smell of marshmallows still makes me gag to this day).

[MF] The best sex I ever had

The night that really stands out in my memory above all the others is from about 15 years ago, the night I hooked up with a friends ex girlfriend. Wild night doesn’t begin to describe it.

I’d met them both while they were dating, through a long time friend of mine after moving back to my hometown, and I’d always thought that she was attractive. She was a petite, pale complexion, freckled redhead, maybe 5’2”, and around 100lbs, but still had nice full B cup breasts and a great firm ass. They split after a year or so, but I still saw her quite often as she was still part of that circle of friends. When we would be around each other at parties, out with friends somewhere, or just hanging around the house she was always less than subtle about the fact that she wanted to fuck me. I was definitely into the idea as well, but bro code of not immediately jumping on your buddies ex being what it is, my buddy being kind of a head case about her, acting super possessive and jealous and trying to get back with her even though she’d told him there was no chance in hell, was putting the brakes on that.

The Woman at the Hotel Bar [MF]

So I’m a 45 year old, recently divorced guy. Using my new singleness to be actively sexual again (on both sides of my bisexual interests), and it’s been a blast. This story is from just a few weeks ago.

I was on a business trip to Los Angeles for a week. I was able to stay at a somewhat “resort” kind of hotel near the beach, and I had a fair amount of free time that I spent chilling in my room, hanging by the pool, and walking the beach. For the most part I wasn’t really seeking out sex, I was just enjoying my alone time and big hotel room.

On maybe my third night there, I was eating dinner at the very empty hotel bar. I had had a martini and a glass of wine, feeling nice and buzzed, when a woman strolled in and took the seat right next to me, even though there were plenty of seats available. She glanced at me with a nice smile and said, “do you mind if I take this one?” I told her to go ahead. She was mid-30s, with a great pair of tits in a preppy, thigh-length summer dress that gave a nice view of a moderately plump ass. Overall she wasn’t a jaw-dropping stunner, but more than good looking enough. As for me, I’m tall and broad-shouldered, but a bit of a dad bod underneath that I’m constantly fighting. Sitting at the bar, though, I have to admit that my tanned and fairly hairy arms would have nicely filled out my polo shirt.

[mm] sex with the boss and leaked video

TIFU at work by showing the entire office my private life, I’m now waiting for a HR meeting.

{Update 1 from Friday night:} the line manager and me met up again last night, just me and him. Nothing bad this time, just a blowjob and no filming. He wants to keep me employed and has offered to try get me into another department for a fresher start, or at least that’s the plan.

{Original post:} I’m a gay 27 year old, I’ve got a much older partner; we’re both happy, commited and anything we do is consensual. We’re in a master / slave style relationship. He is the ‘master’ and gets job from letting other older men use me.

One particular guy we meet is a regular, a short 5 ft 3, fat – 48 waist, smelly, hairy (body), cocky, arrogant with a cock that is usually covered in Smeg. He likes nothing more than to tie me up and control me whilst doing some questionable things to me and recording it – to be honest I enjoy it. I never knew his name or anything personal about him. My partner sets it up

My [M] Platonic Friend Monet [F]

After I finally lost my virginity the summer after my freshman year of college

(https://www.reddit.com/r/gonewildstories/comments/d05l7h/first_time_m_at_pool_party_with_friend_f_a_bit/?utm_source=share&utm_medium=ios_app),

I moved back to school and rented a studio apartment near campus. During my freshman year I became very close friends with a young lady named Monet (name changed). Monet grew up in a hippie family in a sleepy coastal city, and not surprisingly had very liberal social values. And yes, her artist parents named their children after famous painters. On the other hand, I grew up in a conservative family. Think of the Cunningham family from Happy Days and you’re kind of close.

For Monet and I it was truly a case of opposites attract, and I can honestly say by the middle of our freshman year we loved each other. The problem is it was totally platonic – she had an off-and-on boyfriend back home, and she didn’t think she could date a Reagan-loving conservative boy like me.

[MF]+[M] Sharing my wife for the first time with a close friend Pt.3 (Final)

This is the end of my recollection of my wife and my first threesome with our close friend. Feel free to read the early portions, however as a summary so far my wife has spontaneously:
-sucked our friend Derek’s cock
-jerked us both off simultaneously
-had sex with Derek until they both came
-given me a blowjob while Derek fingered her
-started giving Derek another blowjob as I ate her out until she came….

[Part 1](https://www.reddit.com/r/gonewildstories/comments/awh4d2/mfm_sharing_my_wife_for_the_first_time_with_a/?utm_source=reddit&utm_medium=usertext&utm_name=gonewildstories&utm_content=t3_bctowl)
[Part 2](https://old.reddit.com/r/gonewildstories/comments/bctowl/mfm_sharing_my_wife_for_the_first_time_with_a/)

Sitting next to my wife, my face still slightly wet and smelling of her pussy, I looked across at the scene beside me. My amazing wife completely naked beside me, my hand on her head, running my hand through her curly brown hair as she recovers from her orgasm. On her other side, our close friend Derek, who just an hour ago was sitting at our table for an ordinary meal – now also naked in our bed. I look back at my wife and take in her body, her perky breasts their small dark areolas rising and falling as she continues breathing heavily.

CHEATING ON THE MOTHER WITH HER DAUGHTER [MF] [Mf] [oral] [mast] [squirt] [creampie] [swallow] [anal] [cheat]

Connor was in that once in a lifetime sweet spot. He was 32 years old, which meant he was both old enough to date cougars, and young enough to date 20-somethings without being creepy. He wasn’t much interested in fellow 30-something year olds — they were on the marriage and baby track, something he wanted nothing of.

That’s when he met Marissa, a 51 year old woman who looked like she was closer to her 30s. Marissa was insatiable after a recent divorce. All she wanted to do was fuck. Connor and Marissa spent tons of time together. They went on road trips. They went on hikes. She wanted to fuck in every position, and in every location possible. Changing room. Starbucks bathroom. On the side of the road. In the woods behind a boulder while other hikers passed by.

She craved cum. She swallowed it as often as possible. And since she was a little older, the risk of pregnancy was no longer an issue. So condoms became a thing of the past. Connor fucked her as often as possible, relishing in the beauty of the creampie. He loved cumming in her. He loved watching his load drip out of her cunt in the woods while they giggled as others walked past, having no idea what was happening on the other side of that boulder.

Anyone want to hear about me [M] flashing my mother in law?

I spent multiple years living with my wife and mother in law, I took the opportunity to flash often. My wife would even help me pull off over the top exhibitionist dream scenarios. If theres interest I can post the specific stories. Like the first time she saw it in person, or the time she walked in on a blowjob in progress from her own daughter. Or the time she let me give her a foot rub, and what happened after. Or maybe even the time she had a little wine and courage in her…

Like I said, if people want to hear more, I’m very happy to post

How a night of roleplay might send my girlfriend and I to hell! [Mf]

**TL:DR** My girlfriend Chelsea and I rented a Priest and Nun costume and chose to act out a kinky roleplaying fantasy. The two of us defiled each other and acted out every porno fantasy we could think of.

I’ve written many stories about my now wife and I’s adventures before we tied the knot, but this one goes down as one of our most infamous. For starters, my girlfriend Chelsea and I come from religious backgrounds. She was raised by ultra-strict and devout Catholics who attended Mass every Sunday, rain or shine. Because of that, she was very bit the repressed rebellious Catholic schoolgirl stereotype. She went to private school, broke all the rules, got detention, smoked behind the bleachers, basically a hellion daughter. As punishment, she was disciplined by her parents the old-fashioned way. Often having to choose the method of being reprimanded. Meaning; by paddle, spoon, switch or belt. Through her own admission, she had to choose from these quite a lot.

Daddy-in-Law [Mm, Oral, Cheating, Age Gap, Super Gay (realistically it’s only medium-moderately gay)]

When my wife and I first started dating she was upfront about the fact that her father and I probably wouldn’t get along. I was a quiet, sensitive, socially conscious man while her father, Roy, was, as she would put it, very old-school.

By the time we actually got married, Roy and I had settled into an uneasy truce where I wouldn’t try to change him from his ways and he would only playfully tease me about my lack of traditionally masculine characteristics.

After the wedding, I moved across the country with Jen, my wife, as she had gotten a promotion and her new salary would easily pay for our living expenses, even with me temporarily out of work. As the weeks and months passed by without me being able to find work, Jen and I decided things would be best if I took on the role of househusband.

While I was more than happy with the arrangement and loved supporting Jen as best as I could, Roy found our dynamic less than ideal. It was something he didn’t hesitate to let me know at every available opportunity. Things only got worse after he moved in with us.