[MF] Losing our virginities together

So, this girl Ruby and I had been dating for about 18 months by the time this story takes place. She came from a religious, happy-clappy church-going family and was just as inexperienced as I was. We’d messed around a bit before, feeling each other up under clothes and that kinda stuff. She’d even stayed over at my place a few times before.

A bit about us: I was/am a 6ft 4in guy with a skinny frame and dark brown hair, and she was the same except only 5ft 10in. We were both kinda nerdy, could talk way into the night about horror movies or sci-fi or whatever.

Anyway, 18 months had passed before one day, while visiting my family, she whispered in my ear the words every guy wants to hear.

“I want to do *it* with you,” she said with a blush. Needless to say, I (and she, to be fair) was pretty ecstatic at the idea of us losing virginities to each other.

Cue a few weekends later, when we arranged our time. We were going to her best friend Angelica’s birthday dinner on the friday evening, along with her boyfriend at the time, and her friend-with-the-car Steven. Ruby would stay over with Angelica that evening, movie night or something, then come over to mine Saturday afternoon to sleep over.

[F] Wild Nights

So university was a wild time for a dirty bitch like me. I enjoyed pleasuring many men and women over the 3 years. I even had two or three men on call on my phone for those nights when I felt alone and wanted a booty call. On one such night I was so horny before going on a Saturday night out with the girls, that I decided to contact one of my men. My wet pussy was gagging to be fucked. His place was on the way to the club so after getting ready off I went. I couldn’t wait. I knew he had a girlfriend back at home, but he had such a big cock I couldn’t help myself. He answers the door and we get straight into it, he lifts up my skirt and just sucks my pussy. I then start to pleasure him and we haven’t even made it up the stairs. After 10 minutes and an amazing orgasm we move upstairs. After a good 45 minute session of multiple orgasms, I leave him all broken on the bed and run off on my night out. So 5 hrs later on the way back home with the girls, I’m still feeling horny and very drunk, I then see his housemate outside his house, well let’s say one thing lead to another and I couldn’t help myself. We run into the house and just start fucking on the kitchen table, my wet pussy juices going everywhere. My normal booty call returns and just walks into the kitchen and stares at me, smiles and drags another girl up to his bedroom.
Two men in one night, felt great, in charge of my own body doing what I wanted. Life is way too short.

Late 40’s [F] and the college boy [M]: A first for both of us Pt. 2

Thanks for all the positive notes on my first post–really glad everyone liked it. I’ll definitely get to the PMs soon. That post is [here](gonewildstories/comments/598ol8/late_40s_f_and_the_college_boy_m_a_first_for_both).

I actually was about halfway through writing about getting my a previous gf off under the covers with her dad in the room (and how she paid me back w/ a quickie just as he walked out), but really do appreciate the asks for me to finish telling about my first night with Kim–so I’m sharing that instead.

As a refresher, I was a tall, gawky kid growing up, with glasses and an overbite. Then I wrestled throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged and alternate between overconfidence and no confidence.

Visiting your favorite webcam model for the first time [MF]

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Context: I was talking about fantasies with a webcam model that works on MFC. This story is the outcome of that conversation, blending both our fantasies. I do not write prose often, but I was really inspired this time! I hope you enjoy!
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She lay in bed, eyes closed and relaxed. It has been a long day for Ashley, and she’s been waiting to crawl into bed. A light moan escapes her lips as her slim body melts into the soft white sheets, her bare skin caressed as if she were on a cloud. Her large perfect breasts sway from side to side as she rolls, finding the perfect position.

All Ashley wears is a tiny pink thong. As she wiggles in bed, the thong pulls tight, slipping to the left and putting pressure on the soft mound of pink flesh between her legs. She giggles as it tickles her, sending a light tingle up her spine.

Blow & Go [F]rom [M]y Mistress

Story starts next in the paragraph. This is all background information. I’m married. My girlfriend knows that. She lives too far away to hook up regularly and my wife doesn’t want any details or anyone coming over. So, we text a lot. We only got to mess around 4 times before calling it quits; the first and last times were fun but don’t make for an interesting story. First time, I go to her house, go down on her, she cums, goes down on me, I cum, leave, blah, blah, blah. The last time, I go to her old place to help her load up some stuff in her car and she sucks me off as a thank you. Wonderful, knowledgeable blowjob, but not much of a story. Anyway, the other 2 I just need to put the story out there, especially the second one!

The first thing to know is that she is a kinky girl. I’m in a very vanilla relationship at home and she is anything but vanilla! She accepted that my interests are much more tame than her’s and we would often text about the kinky stuff she was into. I loved talking to her about these fantasies but wouldn’t act them out myself. She would, however, find some other boy to go play with and have him do all the fucked up things I would say to her in our messages, then she’d text me back the details and sometimes send pics.

Grinding on him in Busch Gardens and jacuzzi tub sex [MF]

Last week my boyfriend and I went to Busch Garden’s Howl-O-Scream in Williamsburg, Va. We had been talking about this trip for weeks, because it is one of my favorite things about the halloween season. We’ve been together for over a year now, but we’re still all over each other like we’re still anticipating the first time. He’s a redhead and the hottest looking nerdy kid imaginable. He’s about 7 inches and uncut. I have light brown hair and green eyes, as for my body I have a small waist, thick hips and thighs, and size DD breasts.

We got in line for a roller coaster which is both of our favorites, but had an hour and a half wait. We were obviously surrounded by people but I was already stupidly horny. His favorite part of my body is my ass, which I will say is pretty great, and I know when I grind my ass on him he’s always super into it. Every time we stopped in line I would stand in front of him and press my ass against his hips. I tried to make it look like we were just cuddling, not sure if it worked though. Every time I pulled away he pulled me back to his hips. If I was feeling brave, I would twerk my ass cheeks a little bit. Every so often he would whisper for me that I was driving him crazy. A few times I discretely rubbing him through his pants with my hand. After at least an hour of me teasing him, we got on the ride and things calmed down a bit. The sexual tension was still ridiculous though.

Bi Hooker; Bye Crook Part 5 [FFM][Str8][Revenge][Threesome]

Sue hadn’t stood on ceremony it seemed as Helen walked into the master bedroom. Petersen was still clothed albeit without shoes and socks, with his back to the door, furiously ramming a demanding Susan stood bent over the end of the bed. Her only concession had been to pull her jogging bottoms down and her panties to one side.

“Fuck!”

“He’s!”

“Good!”

She gasped between his hard and full thrusts. Helen smiled and started slowly stripping, not that it would take long to get out of jogging bottoms, t-shirt and underwear. She wasn’t sure how much time she had overall but it would be ten minutes from the phone ringing. She figured they had about an hour to play before George walked in on them. She was pretty sure on the image she wanted to present, now she just had to hope this guy was a pro and could keep it up long enough. From the passive, almost bored look on his face as he pounded Susan, she surmised he was up to the challenge.

For His Pleasure [MFF][oral][rim job][pros.]

The two women stood in the backyard of a mansion in the Hollywood Hills admiring the night time view of L.A. lights as they waited to be summoned. Leilani sipped champagne from a fluted glass. She was a really pretty girl with big brown eyes, long straight black hair and big fake boobs pressed against her tiny frame in her tight hot pink bandage dress. Jenna was the other escort; a long legged woman in her twenties with long dark honey blonde hair and a model’s angular face. Out of the string of women, paid and unpaid, who paraded in and out of the house during the past week of parties, they were the only party girls left as they were the sheik’s favorite.

The two women turned at the sound of approaching leather soled shoes echoing across the concrete path from the pool. Omar, the sheik’s thin, dark personal assistant dressed in his impeccable suit made his way towards them.

He said, “Misses, his excellency requests your company.”

Breakthrough [MF]

Crazy that this is my first post ever on any site. I’ve been lurking for some time now and felt compelled to take the plunge.

My wife (call her Jen) and I (call me Steve) are happily married and have had amazing sex from the start. We first met in high school and formed a strong bond with a really tight group of friends. We both had long term relationships throughout this time, but I always had a thing for her.

Before I go any farther I should give everyone an idea what we look like. Jen is Eastern European and Middle Eastern descent. What she describes as pear shaped. 5’5 135 curly long brown hair, pale blue eyes and a very pretty. Her body is amazing. To start start Jen has curves in all the right places, 32D perky tits with dark nipples that are always erect. Flat stomach that rounds out to curvy hips and a plump fat ass. I’m 5’7 Dark brown hair and big blue eyes. Very skinny 125 lbs but very toned. My cock is 7 1/4, uncut, a little under average thickness with a hook to the left.

The Executrix and Her Intern [Str8][Fm][oral][insertion]

As the phones rang outside her office, Charla Fox sat behind her desk texting away on her phone.

The young executive texted, ‘Are we still on for tonight?’

He answered, ‘Yes.’

‘Can you get kinky?’

‘How kinky?’

‘Ben Wa balls.’

Charla waited and waited for his response. He was probably using a search engine to find out what Ben Wa balls are.

Finally, his response. ‘In you, right?’

‘Of course.’

‘I can accommodate that.’

Thomas Keller was a good looking man with strong looking hands and a great smile under his hipster beard. At least that how he looked on his profile picture.

“Ms. Fox?”

Charla looked up to see her summer intern Jason Graham standing at the door. A twenty three year old kid with charming good looks, the senior from Columbia had been her gopher all summer in her investment banking department. He stepped in with a three inch thick manila envelope.

“The contracts from Wassermans are here,” he said, setting the envelope down on her desk.

“Good. Thanks. Have a seat. I want to talk to you,” she said, setting down her phone.