johnm
Member
Posts: 415
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How I Became a Manwhore – Prologue
ONE
A lot of this I'm going to be vague or lie about, but the basic thing is all true.
When I was still a kid my mom died, and when I was in high school my dad, in most respects a monumental fuck-up, married this 25-year old, a woman called Jenny. He was already over 50, and she was gone less than two years later, but in that time she'd made quite an impression.
Two things I can tell you about Jenny might explain this, beyond that she was hot as fuck – long legs, slim figure, great smile and wardrobe like a hooker: the time I found her porn, and the time I caught her screwing the pool guy.
TWO
Now I was into my stepmom, but I was a regular high school kid and had other interests, so when she and dad went away for a long weekend I made the most of it by getting some weed and settling in for many hours of porn and jerking off.
I knew where my dad kept his stash, and had watched those movies until I knew each scene inside out, but that weekend I found a new, plain white plastic case hidden behind stacks of old bills in the filing cabinet. I knew this was going to be good, because inside, along with a burned DVD with a J inside a heart scrawled on it, was a set of Polaroids, all of Jenny naked.
I put the disk into the machine and lit a bowl.
Now I'm not going to recount every scene, but suffice to say they showed Jenny getting dicked every which way, by a whole bunch of guys and a few girls. There was Jenny in what looked like a hotel room with an Asian girl about the same age, twenty-something, tits high. They both looked great, kind of nervous sitting side by side on the edge of the bed. Then a woman's voice off camera told them to start and they turned to face each other, kissed a little, then pulled back and laughed.
"Take your clothes off," the woman said, "let's make some money."
They undressed each other quickly, and underneath there was standard fetish lingerie that looked good, fishnets and lace.
They started kissing. Slowly at first, then pulled back to take a look at each other, then back in again, then faster, hands moving with more purpose, until they ended up with Jenny on her back and the Asian girl working her way down her body, until she paused at her snatch and began working it over with her fingers and tongue. There was Jenny looking at the camera, pushing her hair into a pile up on her head and touching her breasts, putting on a show.
Another scene was a gangbang. It was shot in the same room, just Jenny and more guys than I could count, a parade of ordinary men and some ringers – good bodies, big cocks – taking their turns with my stepmom.
The last scene was a blow job to the cameraman, and she teased his balls until he drained them all over her face.
THREE
By the time I went to college they had divorced and Jenny had left town, but she was the kind of woman I wanted, and I went through a whole lot of girls who had that look in some way or another, and that's what I found I was into. Any woman who looked good in her late 20s, 30s had that appeal, someone who was confident, who could teach me things, but who was also excited to find themselves in bed with a young guy like me. I got off on their gratitude, to be honest, and it gave me a great sense of freedom and irresponsibility.
But the videos weren't the only thing.
FOUR
A few months later dad had to go away on business, and we were left alone for two weeks. I was walking around on cloud 9 or egg shells, and most of the time just thinking about my stepmom and those videos, about how much she seemed to like sucking cock and how much I wanted mine sucked.
Those two weeks were the first time we got high together, when I caught her smoking a joint and she gave me a hit, taught me about blowbacks and we touched tongues.
I was 18 then, and getting ready for college, and they were only a few months away from divorce, not that I knew it at the time. But I knew something was up when she went out one evening and came back with a guy, not much older than me, who cleaned the neighbor's pool. I'd seen him down by the beach – he liked to surf, too, and now he was in my parent's bedroom with his cock in my stepmom.
FIVE
She thought I was staying overnight with a friend, but they had to cancel and I came home to an empty house, went upstairs, got high, and fell asleep. Sometime later I woke up and heard her and this guy in the next room, talking loud and *****.
I was curious, so I sat next to the wall, lit a bowl, and began listening.
There was some chit-chat, a whole lot of kissing sounds and moans, and I could hear them snorting something, talking nonsense, then back to kissing again, and Jenny asked if she could suck the guy's cock.
I kept my ear to the wall as she was blowing the guy, and after a few minutes she asked him to fuck her, and she was really vocal as he did, getting off on cheating, telling him to "bust her married butt" and so on. I wanted to go in and confront her with my own dick and see if she'd keep quiet and suck it.
She came and he came and then they talked some more, snorted, smoked, drank and started fucking again. This went one for a good hour or two, the screams interrupted by showers and bong hits like New Year, all the while me sitting close to the wall in my room, smoking weed, cock in hand, jerking off into a towel.
The had sex again in the morning, and I just waited it out until it sounded like they were eating breakfast, then went downstairs to see the look on her face.
"Hey," she said, all casual, and probably still high on weed, dick and whatever she'd been snorting. "When did you get back?"
"This morning, real early. I went to bed. Just got up."
"Great. This is Mike, my cousin. Had to crash here last night. Our moms are real close."
I bet they were.
SIX
We hadn't seen each other in about eight years, not since she left town, but we had the Internet, so she knew something about me, and I knew something about her. She'd remarried, a guy called Steve who looked age appropriate and clean, an obvious improvement on my old man.
I was in grad school, which is a fancy way of saying I was mostly broke, but I had a scholarship and made some money tutoring, and when I wasn't doing that or studying I was usually at the beach. It was a nice life, and I had some women I was seeing, and sometimes the moms of the kids I was teaching came onto me, and I let them blow me or I fucked them.
I kept following Jenny online, checking out the albums for beach vacations, pool parties, Halloweens and that kind of thing. Bottom line – my stepmom was still hot, and maybe hotter than ever. She was only in her mid to late 30s, and I was 26 – no reason we couldn't have met at a party or bar, no reason why we couldn't fuck, except for her husband, of course, but then I knew she wasn't big on monogamy.
We kind of stayed in touch, like-ing things and birthday greetings, then a few months ago she posted that she was moving back to Newton, hoped to see old friends and so on. I sent a message saying that's where I live, and she seemed surprised. She told me she was with a guy who didn't know much about her first marriage, and she wanted to keep it that way. She'd love to meet me, but I couldn't expect to be part of her life. She said she hoped I understood, and not to take it personally.
There was silence for a few days and then I got a friend request from Amy, this Latin-looking woman who liked showing off her tits in photographs, and when I accepted she wrote back said that she knew my stepmom, and that Jenny wanted her to check me out first, lay some ground rules before getting back in touch, make sure we kept things legit.
Of course, I ended up fucking them both. Why else would I be telling this story?
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Full story - prologue, three scenes and epilogue - available The hyperlink is visible to registered members only!
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