My fine new life, I guess! [MFM]

This account is well over-due. I’m posting only because /u/rosevillegirl has kept asking me to. This is for you!
However, disclaimer, it is not going to be an overtly pornographic post, sorry. I write professionally, but graphic romance has never been my niche.

So I’d been posting regularly on Reddit (the only reason I’m on here, really) since getting out of a five-year relationship. I’m dead-set on exploring for awhile before settling in again. So in my search for FWBs, or hookups, I’ve also expanded into group play. Now, I’ve been involved in threesomes since high school, and pretty regularly until that serious relationship. Since then, I’ve been meeting couples and arranging group play with some friends of mine.

So I want to share two experiences here: a great one, and a not-so-good (because even my fine new life isn’t all sunshine all the time). First, that not-so-good one.

My “friends” as I’ll refer to them – although we met through CL through a shared interest in group play, and basically formed the “wingmen” (heh) – were not available when I got the message from Emily. She was a 29 year-old who really wanted to experience a foursome. We went back and forth for a couple of nights, emailing and then texting, as both her and I made sure she was serious about this. Sometimes fantasies don’t always want to be realized, you know?

[MF] the time I fucked my gf in the same car as my mom.

It was summer a few years ago, and I was on holidays in Greece with my mom and a few friends, while my girlfriend was working in Paris for an internship. Charlotte was French, 5ft tall, dark blonde hair, amazing DD cups and a phat ass. By far the hottest girl I’ve ever been with and way out of my league.

 

As a three-day weekend was coming up, we had the brilliant idea of her flying out to see me for a long weekend in Greece. As she was scheduled to land late at night, my mom and a friend proposed to drive me there to pick her up, as the airport was an hour away.

 

The closest I’ve ever had to a threesome [MFF] [Oral]

Last I left off, I had three blonde friends with benefits. My childhood friend Buffy, and two best friends that took turns with me, Crazy and Whaletail. I ended up driving to see each of them almost weekly, and it ended up taking a toll on my sleep. My memory is very hazy for the few months this was going on, due to heavy work schedule on top of it all.

One incident I do remember took place at Crazy’s favorite park. We would frequently go there around 3am for some action, as it fit with Crazy’s fetish of having sex in public. It was an unseasonably warm autumn night when Crazy, Whaletail and myself ended up there. The girls would always ask for massages and of course I’d give them, as it was good foreplay.

“Mmmmm… you can unhook my bra if you want”, Whaletail told me as I was rubbing her shoulders and upper back. She had on a baggy t-shirt which was lifted up to expose her back, jeans and of course, a pink thong sitting high on her hips. I unhooked her matching pink bra as she requested, and kept up with the massage.

[MF] Drinking My Cum From a Shotglass

I had spent the past two days traveling…..Visiting some family out of state and sleeping in the guest room of my sister’s place. My wife was unable to get off work and thus stayed behind. What this translates to is 48 hours of my wife mercilessly bombarding me with deliciously dirty texts, knowing that I would not be able to cum until she gets home Tuesday night (tonight). I got off my flight around 3pm and was home by 3:30 pm…..I was squirming on the couch within minutes…..texting my wife….painting detailed fantasies of me cumming with her tongue teasing my cock….days of unsatiated need gushing into her mouth….coating her throat as it works around my still pumping shaft to swallow every last drop….I was frantic…whimpering at her replies, hands shaking as I type my responses…I made a dedicated effort to distract myself, and it almost worked. I walked to the cafe with the good M&M cookies….purchased one for me and one for my wife….and then an extra to sneak for now. I came home and put the two cookies on the kitchen counter and settled back into the couch with the third and a glass of milk to boot up mass effect.

[MF] Everyone Loves A Texas Girl [Cheating] [Masturbation] [Oral]

First semester of my freshman year in college, I met a girl from Texas named Teresa. We had an entry level art class together and had been paired up as semester partners for any group projects. She always wore cowgirl boots, a cowgirl hat, plaid shirt, and either jeans, or a jean skirt. Teresa had dirty blonde hair, green eyes, DD breasts, and a big round ass. She carried herself so well, that I had no idea she was a little overweight. Overall, I thought she was pretty attractive, but she never stopped talking about her cowboy boyfriend and how everything was so different from “back home.”

After two months of working together on various projects, Teresa and I had build up a pretty good relationship as friends. One afternoon, while I was studying in the student center, I got a text from Teresa asking if she could meet me at my apartment. She said it was urgent. I walked back to my apartment and she was already waiting outside. We went upstairs and before I could unlock the door, she was already crying softly. She calmed herself enough to say hi to my roommates, whom she knew well by this point, and then followed me into my room. I closed the door and immediately she began sobbing again.

The Game of Death Challenge [MF] [Exhibition] [Public]

So for anyone who didn’t watch the Bruce Lee movie, The Game of Death, the basic premise was that Bruce had to fight his way up a 5 story pagoda, encountering a different challenge on each floor. Well, my girlfriend, Karen and I came up with a similar game, except we were working our way down 10 floors and instead of a death fight we fought to make the other orgasm first.

Finals week had just wrapped up and nearly everyone at the university had moved back home for the winter. Karen, and I were some of the last people to leave since we wanted to spend a couple more days together before we went back to our respective homes. We were chilling at Karen’s on-campus apartment at night watching the movie together in her living room. Normally we would hear the faint sounds of people partying on the floors above and below her 10th floor apartment but since nearly everyone was gone, there was barely a peep.

Road Trip to Tampa [FM] [MMF]

*there was a lot that went on this trip. if you’d like to read more about it, let me know. If it’s not your cup o’tea, we can just let this one stand*

Melanie, David and I were 275 miles into our road trip (give or take) before the first genitalia was whipped out.

In January of ’09, Mel and I decided we were going to go to Tampa as a midwinter vacation from Wisconsin. I was working at a manufacturing facility and Mel was working in accounts at a nationwide office products company. I had vacation from the previous year I had to use by January 31st, where she had bonus days earned due to some accounting magic that said her department made tons of money for a company that posted a loss.

I don’t understand finance departments.

She’d mentioned to a few of her coworkers about our plans, and one of them, David had asked to accompany us. He had no plans and no foreseeable issues. Mel being the inclusive type invited him along, then informed me about it.

Summer hookup [MF]

I had just graduated from college, and I was headed for graduate school in mid-August of that year. I guess you could read that and think that I had my shit at least somewhat together, which was not the case. I had made no plans for the summer beyond a vague scheme to find a summer job and accumulate a bit of savings before heading off to graduate school three months later.

 

Until then, I planned to live with my parents, who had moved to another state while I was in college. I knew no one in the city to which they had moved, apart from them. When I got there, I had no connections in this city. I was (and am) a fairly introverted guy, so my social life was nonexistent. I spent my days getting up at absurd hours, going for long runs in the hot, afternoon sun, and (lackadaiscally) applying to jobs. Being preternaturally nocturnal, I spent my nights awake. I spent some of this time constructively, but, being absurdly libidinous, I spent a hell of a lot more of it masturbating.

 

Sexy movie night with a friend. [FFM]

My wife (Nicole) and I have always kicked around the idea of having a threesome with a mutual lady friend (Jane) ever since we heard that her and her partner were into that kind of activity. We figured we would have an alcohol infused movie night.

In our living room lives a leather chaise. Mainly because one would not know it is a piece of sex furniture and because it is so darn comfortable. Jane claimed this as her perch for the night while my wife and I were on the bean bag next to it. We turned on a raunchy comedy and the night began.

At some point in the movie, Nicole decided to get the party started by taking off her top with the excuse of getting comfortable. Jane laughed and agreed while doing the same. So here I am sitting next to two topless beautiful women. I could not hide my excitement. Obviously they both noticed and apparently decided it would be fun to either tease or entertain me.

[MF] Meeting a woman I found on RAOMD

About a year and a half ago, I had a different Reddit account and I was feeling pretty lonely — I’d never had a girlfriend and was a virgin. I spent all my free time looking at NSFW subreddits and eventually got tired of just looking. I worked up the courage to post on /r/RAOMD, saying I was a rookie but interested in learning oral skills and wanted someone in Seattle who was looking to teach. Knowing Reddit like I do I didn’t expect anything to happen but just the act of posting was a bit of a turn on.

To my surprise a day later I had a message from someone saying they saw my post and were interested. After a little back and forth we exchanged Kiks. Her first message to me was a video message and I thought she was beautiful — she was white (like me), with reddish brown hair down to her chin and big brown eyes. She also wasn’t from Seattle — she was from another country and her accent bore that out (hey, gotta keep some details secret). She said her name was Jocelyn (not her real name) and she was really excited to meet me.