“Sleeping with [My] Ex-G[F]’s Roommate

I want to share a series of my most memorable sexual encounters. Some are passionate, some are primal, and some are just funny (at my expense). I’m going through them temporally so, here’s the third story, in this case the one of my first time with Shannon’s housemate, Mandy:

So if you didn’t read my previous story, I just briefly noted that my first girlfriend, a gothy girl named Shannon, cheated on me and put a “curse” on my love life. Anyway, Shannon had a housemate, Mandy, who lived in the other bedroom in the house we all rented. I never officially moved in, but I helped pay utilities since I was constantly over there visiting Shannon. Sometimes when Shannon was off at school or work I’d be there alone or sometimes Mandy would be home too.

I’d be exercising out back in the yard, or eating in the living room and Mandy would come talk with me, usually about some nerdy show we both liked, college stuff, or about her boy troubles. While I was physically attracted to Shannon for her pale skin, black hair, giant tits, sultry eyes, etc we fought a lot about dumb shit. I found that besides when we were fucking, I actually enjoyed being home with Mandy more.

When I [M] fucked my big tiddy goth G[F] at a concert

I want to share a series of my most memorable sexual encounters. Some are passionate, some are primal, and some are just funny (at my expense). I’m going through them temporally so, here’s the second story, in this case the one of my first time fucking in public:
My first girlfriend was the epitome of the big tiddy goth gf meme. Long dark hair, tattoos, black lipstick and eyeliner, massive tits and ass (as well as a little chubby), pale with some freckles along the nose and upper cheeks, and of course a Wiccan. We met at a nerd convention of some sort through mutual friends, and there was immediate sexual tension. She had a sort of “master” at the time I guess? He was there too, but usually too drunk and hitting on underaged kids in costumes to notice that Shannon and I were basically pestering each other in the way people do when they don’t want to want to fuck someone, but they do.
We ended up crashing in the same hotel room every night of the convention, so dares were made and limits were pushed. She bit my arm until I bled because I said she would draw blood before I’d find it too painful and tapout. She nearly passed out choking on a dildo because she said she wouldn’t come up for air until fainting was imminent. My eyeball was licked at some point…anyway, we didn’t fuck that weekend, but Shannon left her “master” soon after, and eventually I lost my virginity to her. Not really a great story. Just sort of a romantic candle-lit fuck-a-thon in one of those Victorian style veiled beds.
Anyway, after we had been dating for several months blindfolds, whips, feathers, and handcuffs got boring, so we started fooling around in public. Handjob in the movie theater, fingering her in the library, and all that kind of stuff. She sucked me off in the park at 2am once as well. The escalation continued.
One night we went to this goth/metal concert in an old warehouse downtown. Shannon had her knee-high strappy black fuck-me boots on, a tight dark red blouse showing ample cleavage, and a plaid-skirt just long enough to cover her ass. Being the long haired douche I was, I wore all black as is tradition.
We get there a bit early allowing us to post up right at the front of the show. She’s leaning on the metal fence barrier between the crowd and the stage, and I’m behind her with my arms around her, bracing against the metal fence. For the first few bands we’re just enjoying the show, and swaying/headbanging along to the music. The standing room behind us turns into a moshpit for the headliner though. The edge of the pit is right behind me and every few moments I get pushed forward straight into Shannon, which triggers a growing bulge in my tight black pants. Shannon does not fail to notice.
She begins pushing back, and her ass grinds against my growing erection. After a few songs, she grabs my hand and moves it between her legs so I can feel her wetness. Suddenly I realize she isn’t wearing panties. It’s dark and loud and everyone is either looking forward at the stage or thrashing around in the pit behind me, so my 20 year old self goes for it. I unzip, struggle to pull my fully hard dick out but manage to do so with a little hip dancing, and I slide it under her skirt.
Shannon grabbed my shaft, rubbed the precum beading at my tip all over in just a few strokes, and then guided me into her. I couldn’t hear it, but through our proximity I could feel the vibrations of her satisfying sigh. I tried to ease into slowly, but a sudden mosher slamming into the row of people dominoed the crowd into me and I lurched forward. Shannon moaned pretty loud, but from what I could tell, no one was really paying attention to us in the sensory overload happening all around. Strobing lights, blaring music, bodies flying everywhere. Honestly sort of the perfect cover.
I got into a rhythm, fucking her to the beat of the euro gothic metal so my thrusts looked more like I was just headbanging and rocking my body to the music. The odd jolting deeper thrust from a rogue mosher collision seemed to actually be exciting her. Shannon felt like she would buckle any moment and reached back a hand, placing it on my hip so I knew she was about to cum.
Just knowing that sent me over the edge and I began to spasm and pump my seed into her. I could feel he walls of her pussy contracting on my dick as she put all her weight on the fence before us. I pulled out just in time for one of those intermissions in a set where the band interacts with the audience. I could hardly focus on what the lead singer was saying as I thought about my cum seeping out of Shannon and running down her leg.
That was the hottest time with my first girlfriend of 2 years. Later I realized she was a narcissist and potentially a sociopath. I caught her cheating on me, and some time later her best friend told me she put some Wiccan curse on me to have a terrible love life. Oh well, I’ll let my future stories speak for themselves and you can decide if it took hold.

[M]y [F]irst blowjob

I’m a 30 something wanting to share some of my most memorable sexual encounters. Some are passionate, some are primal, and some are just humorous (at my expense usually). Not sure where to start, so I figure going through them chronologically is probably the easiest and most efficient way. I swear that this is all true as far as my memory goes, but maybe time has embellished things a bit. Anyway, here’s the first story, in this case the story of my first blowjob:

At the time of this story I was 19 and a socially awkward nerd, however reasonably good looking. I still am a nerd, but now I’m more self-aware (and better looking thanks to a haircut and a beard). Anyway, I made it through high school with my virginity intact despite several parties interested in relieving me of it. It wasn’t that I lacked interest or libido, but more of a lack of initiative and a sort of honor-based disregard. Idolizing Nikola Tesla and other lifelong bachelors dedicated to their works, I just considered my carnal interest in women a distraction from the important things.It wasn’t until I got my first real job that I really began to be overwhelmed by my sexual urges. I was a video game tester, and yes it was pretty much exactly like Grandma’s Boy minus the chimpanzee. A bunch of smelly geeks crammed into office buildings for seemingly endless shifts, always dicking around, getting baked, and very few women. Lizzie and her friend Shannon were pretty much the only attractive ones out of nearly a hundred testers. We “worked” 80 hours weeks at times and even though it was simply testing video games, the tediousness would get to everyone.