[FM] Taking a guy’s virginity (22F)

I was in college, second year of a new program by now, still not sure I was in the right program. I chose to play for our college women’s basketball team and I’m not totally sure why. I played volleyball in high school and loved it, but had never really played basketball, except a few times in phys ed. I was a decent volleyball player, but not particularly tall, nor athletic.

I think I decided I needed to open up more in my second year there. Meet new people, experience new things. Surprisingly, I was taken after the tryouts and ended up being part of the team. I couldn’t do free throws very well, I was probably the worst of the team, but I can dribble ok and run just fine (had been doing endurance running for a little bit). To be completely honest, it wasn’t like the biggest college and our team wasn’t exactly feared or renowned, but I loved it anyway. I was not particularly big on traveling around too much, so I wasn’t totally sure about it, but I have to say I don’t regret it. I did get injured shortly after Christmas however and decided to quit the team afterwards, but for the time it lasted, it was good.

[M]y girlfriend[F], the Bachelor Party Surprise

My [M27] girlfriend [F23] is an amazing, Chinese American girl, just the most fun girl. She is short, long dark hair, boobs between an A-cup and a B-cup, nice thick ass and thighs for a girl like her. A real cutie. I love her.

She also loves to show off…lingerie, nude posing, etc. She eventually got bored with showing off to just me, so she has encouraged me to show my friends. As a result…pretty much all my guy friends have got to see pics of her in various states of undress.

One buddy in particular has always loved the GF. He has always gone nuts when I show him photos, and has always been jealous of me. He is also an engaged man. His future wife is…not my favorite. A tall, cute blonde, not nearly as special as she thinks she is. And she also cheated on him about a year ago, and he forgave her because “I’ll never get a chick as hot as her.” Crazy.

Anyway, a few weeks ago, we had his bachelor party. A pretty casual affair in our city, drinking, rebel rousing, etc. The fiancee insisted on no strip clubs. But I wanted to give him something special. A little show from my girlfriend, to show him part of the good life.

[MF] That time I (25f) fucked an old man (56m) for money

I was about 25 and he was in his late 50s. I was broke as fuck but already working 3 jobs. I really needed money. I’d gotten offers before but I didn’t want to straight up sell my pussy so I went on seeking arrangements. Most of the guys were gross or obviously scammers, but this guy seemed legit and he was nice. He wasn’t very attractive but he wasn’t gross. He looked pretty good for his age, I guess.

We chatted for a few days and then he invited me over to his house, which was very big and nice. He sent a car for me. When I got there, he showed me around the house, watched me dip my feet in the pool. He gave me the money as soon as I got there, $500 cash in an envelope. He was subtle about it and so was I, I just slipped it in my purse and said thank you.

He fed me shrimp cocktail and bragged about his career. He’s famous in another country and gave me a memento related to one of his projects. (I just threw it out recently). He talked a lot about his kid and about some junkie woman he had taken care of but had to kick out. I went to the bathroom a lot, just to breathe and think and process.

[Group] House Party with Friends.

Strap in folks this will be a long one.

Usual disclaimers, names changed to protect the innocent, everyone over legal age at the time.

Mel and I had been FWB for about a year before she met Jason. He seemed like a nice guy, we ran into each other at a couple parties after she ended things with me to try and get serious with him. I always tried to respect that, even though every time we saw one another that spark was definitely still there.
She was tall, almost as tall as I am at 6’1”. She was thin and strong, short brown hair, small breasts, wired tight with muscle. She had been a serious athlete all through school and it showed.
He was a little smaller than her,slight of build, long hair, pale complexion. Like Woody Allen and Ichabod Crane had a baby but it somehow came out effeminately handsome. He was funny and a talented artist. I could see what she liked in him and to be honest when I ran into them together the Bi part of me heated up pretty quickly, sex with her was always amazing, she made you work for it. She liked to be dominated but it was a challenge, she wasn’t going to just lay there and let you have your way with her. You were overpowering a 5’11” athlete who liked to play rough, and damn did she like to play rough. She wanted to be thrown around, choked, held down and fucked hard, and if you could do it she would cum over and over again.
I think that was part of the reason we had such chemistry. I am a big guy, over 6 foot tall, 220 pounds, I wasn’t an athlete or a gym rat but I grew up doing farm work and was working as a roofer at the time. I was strong enough to over power her and had a dominate streak in me that she just amplified. It seemed like I could never be too rough with her.

[MFM] Wife has a Craigslist hookup that goes oh so right.

Okay, so this is The Kid.

We put an ad on Craigslist. It was the early internet, it’s just what people did

The Kid answered, a young black kid. When he walked in the door, Wife was on her knees, blowing me. He was MAYBE 19, skinny, weighed about 160 lbs, and looked inexperienced. For reference, Wife was 26. He knew that, because we had posted her age on the Craigslist ad. We kind of figured this was gonna be a bit of a letdown, to be honest. He looked SO young and inexperienced.

He sees the scene, and he sits at my invitation, and Wife starts in on him. After a few minutes, we all go to the bedroom, where I am treated to something I didn’t know was possible. The Kid is fucking Wife, and he has a respectable cock, about 7 1/2″, and thick. He’s pounding her, throwing that dick in her like only a young back can do, and then, I noticed something so strange, and so fucking hot at the same time.

As he’s fucking her and about to cum, he’s pulling more dick out than he pushed in. The Kid was growing more cock as he approached orgasm, from about 7 1/2″ and thick, to about 9″, and FAT.

[FM] Changing Jobs and sex with my soon to be former Boss

I’m a married woman (Asian) early 40’s – 5 foot 3 and around 130 pounds. I have a FWB I see while hubby travels for work, but my FWB been away a good bit lately. Anyway, I was changing companies and thought it might be a good time to fish for an experience there with some men I had flirted with. One of those guys was the VP at my firm that was recently divorced. I worked with him often and was in his office quite a bit over the years working one on one with him. He was tall and fit and I always had an attraction to him. He has a big office with nice views, but no windows towards the office itself. We were always professional with the occasionally flirting, but since he was married, it never went further.

Me [F] sucking my moms high school crush off [M] in public

Two weeks ago I went to visit my mom and we decided to do a little grocery shopping . When we got to the grocery store, my mom noticed a guy from high school. She introduced me to him…
“This is my daughter she’s in town visiting from NYc”
“ Wow I had no idea you had any kids !” He replies with a smile…. I felt his eyes looking at me seductively as we walked off and my mom gushed about how hot he was .
Later that week I decided to go out and explore a little … there always take much to do , so I ended up a a cigar lounge in the downtown area ….. the place didn’t seem creepy and I thought I could at least get a decent shot of whiskey if not anything else!
A ordered my drink and got a cigar that I had no intention on smoking …but when I’m Rome!
I started to check my phone and edit some photos for my webcam site when I felt someone touch my shoulder and say “Nicky?!”
“O hey! “ it was the guy from the grocery store the other day…
“ what are you doing in here ? You don’t seem like the type of girl..”
“ I just wanted to find a little trouble to get into!” I joked.
“ Well you found some” he grinned as he welcomed himself to my table.
“ Oh really “ I replied with a smile…
It had been 3 days since I had a real cock deep down my throat… I had a flash of me deep throating him right there in front of everyone…
“ yea, I know a better lounge where we could probably grab some drinks if we could keep this between us? “
“ let’s do it!” I smiled as I felt the first sign that I was becoming tipsy and Horny….
We hopped in our own cars and I followed him to a lounge… when we got there I grabbed my face in the parking lot and began to kiss me ….I grabbed his cock and began to rub it like I was ready to put it in my pussy…. then I looked around and began to unzip his pants … he whipped his bug thick eight inch curved cock out and grabbed my head !
“ yea suck it deep like a good girl”
Mmmmmhh mmmm
He began to choke me with his cock! He took full control of my throat and began to fuck my mouth like it was a pussy! I could feel my pussy getting wetter! So I raised my dress up and began to play with my pussy as I sucked and twisted his cock with my other hand….
“Let me see your pretty face baby” he said with lustful eyes … I pulled my tits out and looked him in his eyes and he immediately began to fill my throat up with cum then he pulled his cock out and began to squirt it All over my titties as he smacked my tits with it..
I was all messy and in able to go
Into the lounge, so he offered to take me to his place so that he could taste my pussy and fuck it! I hopped in the car with him and went to his place… if you want to hear more stories like this of mine, ask me how to get access to my nasty podcast !

That time the trophy girl [F] picked ME [M] up

More back in college stuff, this is the 60’s and the world was changing real fast. Wife is gone, I am bored and it’s raining, so I am jotting down memories.

+++

I had bought this 1956 Chevy 4 door used in about 1961, it came with a little 265″ engine, 2 barrel, kind of sickly so I had to do something about that. My Dad had found a 1958 Chevy Nomad that had been wrecked, he was going to make a work rig out of it but never got around to it, so he gave me the engine. I took it apart, in town was a shop that had a boring bar, so we opened the 283″ up to 292″, and the guy sold me a set of 12.5 to one compression pistons for $25, left over from another job stuff. A 4 barrel carb and a neat cam grind and 56 the chevy was peppy.

Fast forward a year or two later. The world had become flower children, someone invented a pill for women, there were protests over some war somewhere and I was learning stuff. There was one hell of a lot more of the world out there than the Oregon coast I was used to and the paper mill to work in.

I fucked my Neuroscience TA part 1 [MF]

So this happened a few years back when I was attending university at a large research school in the US. I was studying neuroscience hoping to conduct research as my career. An eager young man, I signed up for some upper level neuroscience courses and one of my TA’s was gorgeous. She was from Puerto Rico and her curves had me very distracted in class. When she would walk at the front of the class, I had to stifle my excited cock by crossing my legs and staring at my notebook. But still, her bouncy curly hair drew my gaze. There was something about the confident way she moved that convinced me she could have any man she wanted. She introduced herself as Ruth (name has been changed) and was finishing her PhD computational neuroscience.

Our class had 400 students so mainly her role was to facilitate the course and leave the teaching to the professor. It also meant I never spoke with her and was left imagining in the back of the lecture hall. I had taken a job working in a sleep laboratory where we would monitor brain function during REM cycles. This is the part of the night when people have dreams and I would always imagine what they were dreaming about while their eyes twitched in the next room.

[MMF] More bisexual fun with Rob and Lisa. This time with some anal stimulation.

So, In my previous story (https://www.reddit.com/r/gonewildstories/comments/dk4oec/mmf_my_first_bisexual_experience_with_lisa_and_rob/) I mentioned my first encounter with Robert and Lisa and how I discovered I was bi. I had since had a few little odd encounters, but eventually I moved to the same town they lived in and looked them up. I wanted to write about another encounter with them that I remember quite fondly.

It wasn’t my first meeting with them after moving back that was this memorable, but several meetings in. I remember we hung out for a while just chatting about life in general and Robert and I had some other common interests we talked about for a while. Lisa had lost a lot of weight, so she was quite proud of her new body and was walking around naked and Robert and I were just chilling in our underwear looking at stuff on the computer. Lisa walked by and said we were boring her, and she’d be much more interested in watching one of us sucking cock. I smiled and volunteered immediately.