A first time for a few things [MFM]

For those of you who read my last story, you’ll know I’m looking to branch out a bit. I made the decision and went full send on trying to get fucked by a man. I intentionally went to a gay bar downtown last night and spotted an older straight couple at the bar. He was average looking but she was a real looker. (I later found out she was essentially a trophy wife and he was a wealthy real estate mogul.)Feeling immense nerves, I walked over and chatted them up, trying to flirt with both at the same time.

The husband got the message and asked, “do you have plans for tonight?”
“Nothing specific, just trying to have some fun,” I replied.
The wife spoke up and told me “we are looking to bring someone home with us tonight.”
“Do you live far?” I asked.
“We have a hotel three blocks from here. Have you done this before?”

I think she asked that because I was shaking like a leaf and probably visibly nervous.
“No, but I want to. That’s why I approached you”

Drunk fucking in a public pool/bathroom [MF]

First time poster here please forgive my writing. So me, my girlfriend, and some of our mutual friends went on vacation. We decided to go to a public pool and drink there, so we were starting to get drunk off the shots and everyone just kinda went off on their own groups while me and my gf were just playing around in the pool.

At this point she was drunk and horny and I was tipsy and horny, so splashing around in the pool turned to touching each other and next thing we know it she was sitting on my lap in this pool (it was a kiddie pool so the water only came up to our shoulders).

After awhile there was no one else in the pool except for our group of friends so my gf thought it would be a great idea to sneakily put my dick in her pussy while we were in the pool, whoever tried pool sex before knows it does not really go well because the water doesnt let the pussy lube up. So there we were trying to put my dick in her hole while our friends were just about 20ft away from us, we thought they wouldn’t notice but we asked them later on and they said they knew exactly what we were doing and that turns me on abit, honestly I think it was just the alcohol making us believe we were getting away with it.

[FM] Yea! Unexpected New Years Eve Encounter!

Hi Everyone!

I had a brand new unexpected adventure on New Years Eve and of course I couldn’t wait to get on and share it with all of you.

Up to a week ago my Husband and I had no New Years Eve plans, fortunately some good friends of ours came through at the last minute.

My Friend Kelly texted me asking if we wanted to join them at a house party, some friends of theirs from their Wine Tasting Club were having a party and invited them over. She asked if they minded if they invited us along and they said “Of Course!”

As it turned out these friends of theirs were loaded rich, huge house on the lake, 6 Bedrooms, a Dance Studio, Home Gym, Wine Room, just gorgeous.

They had cleared out the dining room and made it the dance floor, open bar with professional bartenders, catered hors d’oeuvres, the works.

Being New Years we dressed up, I was wearing a dark red/Burgundy cocktail dress with Black Nylons and Heels, I must say, I was looking pretty damn Hot! Lol.

The party was awesome, really broad mix of people and ages ranging from 20’s to 60s.

[M]y wi[F]e’s first squirt

So a little background here. My wife, Mary, before I came along had been dating large black men with the expected accompanying equipment. Think 9 to 10 inches and thick. We had openly talked about our past especially as I found it hot to hear about what these guys could do and how a single slide down these shafts, if turned on enough, could make her cum. Fuck, it had me unbuckling my pants whenever it came up.

Anyhow, this lead to me feeling pretty intimidated on what level of satisfaction I was really bringing to the party. So we went out for our usual after work drinks on a Thursday and the chat got to some old three some stories, which quickly lead to us catching a cab back to her apartment.

Riding a tiny cock at a sleepover [MF]

I’d like to pretend I’m too mature for sleepovers but I don’t know what else to call six girls sleeping at the same house in the same night in cute pajamas. Except *sexually charged*

That said, this story isn’t really about the girls. Except I definitely heard two of the girls making out once we were all in bed.

In fact, it was a moan that woke me up. I shifted and they stopped but the idea still got my pretty turned on. I decided I should rub one out, but then I realized I had to pee. Our bodies are an enigma.

I was wearing velvetish red shorts and a cute white brallete. I had forgotten where the bathroom was so I had to wander a bit. I saw a light in the living room which was surprising. I quietly leaned in out of curiosity. There I saw the host’s brother on his laptop.

I wondered if he was looking at porn. It was pretty late to be out in the living room in his laptop. But why not do that in his room?

[FFM] The Threesome

I’m going to come back and talk more about my exploratory weekend with Mary another time, you can read the first two stories [here](https://www.reddit.com/r/gonewildstories/comments/ei4665/ff_my_first_time_with_a_woman_my_roommate/) and [here](https://www.reddit.com/r/gonewildstories/comments/eiccu8/ff_my_first_time_with_a_woman_my_roommate_part_2/). I saw a few comments and received several PM’s wanting to know if I ever brought Tim into a threesome with Mary. The answer is yes.

To give you a TLDR in Feb 2006 I had an exploratory weekend with my roommate who was a Lesbian. Tim was my boyfriend at the time who lived in Boston while he was in law school so we only saw each other every few weeks either when I went to see him or when he came to see me.

First time [M][M] as an adult

I had been in relationship with a girl for five years that had ended a week before.
A friend of mine, Garry, who is bi and had heard of the breakup gave me call to come over for a drink.
Accepting the invite I started getting turned on about the idea of something happening. Garry is 5’11, smart, hilariously camp with bit of a dads bod. I went straight to the shower and quickly rubbed one out to keep a clear head.

Garry answered the door giving me a hug and telling me how sorry he was about the breakup. I brushed it off and suggested and a wine to forget about it. At this point I walked in to his apartment into the kitchen where I discovered David. 6’6, long, lean and athletic.
After being introduced we all sat at the kitchen table drinking and talking general rubbish. I couldn’t keep my eyes off David and found myself getting hard under the table and having to let the others pour drinks. David finally whispers something to Garry and goes off to his bedroom.

I fucked my wife in a stairwell at a New Years party last night [MF]

So not sure who I can tell this in real life, so why not here. My wife (34f) and I (41m) have been married for ten years and we have always been a bit in the adventurous side but this was a first for us. I’m pretty average looking but my wife is a totally hot blonde. Like I don’t know what she was thinking marrying me, anyway we went out tonight to a reasonably fancy New Years party at one of the big hotels downtown. It was a great night, food was decent, we had VIP tickets so we had a good place to relax if the dance floor got too crowded.

Anyway after midnight I said hey let’s go downstairs – the floor below the dance area was where they had some of the desserts – and she said okay. The line for the elevators was long so I looked for the stairs, she was like well let’s just wait I heard they had closed the stairs in case people were too drunk, but I went down a different hallway.

[M]y [f]irst tit-job from an unlikely classmate

I’m a long time lurker of anything gone wild, but after dedicating a good amount of time into this subreddit, I thought I’d give it a shot! I thoroughly enjoy all of the stories I read so far and I hope that I can give some others some enjoyment from my experiences too.

To give you some background before I start, this happened a couple years back during my senior year of highschool. I’d been in a boarding school for the duration of highschool and I’d gotten used to all the routines and regulations. I was a good student, always getting high honors and achieving places of leadership such as SA President and Resident Intern for the dorm. Things weren’t bad all things considered, but I was lacking in the girl department. I hadn’t really dated anyone during my time there, a little fooling around here, some over the pants rubbing there, but nothing too serious. I had already lost my virginity the day before I turned 18 (I was a little late sue me), but even that was pretty lack luster. The only couple of things getting me through senior year were fucking around with a girl who’s boyfriend I was friend’s with, and playing Destiny 2 with my friends (eyes up guardian). That was until I miraculously found myself sleeping with one of my classmates.

Mia’s Training Part 2: “You Can Fuck Them, Sir.” [MF]

**Short Note #1:** *This subreddit unfortunately doesn’t let you directly link to your own posts: even if they are posted on this own forum. But a link to part 1 of this story that I posted on this subreddit is located on my profile.*

**Short Note #2:** *We have safety words, etc. not fully listed here to ensure everything is consensual. I’m not responsible if you do something immoral, illegal, or manipulative, this is just a fun shared kink between us. Standard disclaimer for this type of stuff.*

The aftermath of our session drained any last hint of normality from Mia. Dominance, submission, roleplaying, and discipline metamorphosed into a standard part of our shared sex life. Mia made it clear through word and deed that the thought of obeying an assertive, dominant, taller, and stronger man would make her cum her little slutty brains out. And I made sure she was personally fucking, obeying, and getting me off anytime we had the chance.