All characters appearing or mentioned in this story are 18 years old or older. This story is a work of fiction and any reference or description to actual persons is unintentionally.
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April 2019
My rideshare dropped me off in front of my house in NW Portland, and the first thing I noticed was that most of the lights were off, except for the front room and the porch. Weird; most nights everyone is busy and everything is alight but they probably went out.
Walking into the foyer, I dropped by bag by the door and was about to call out to see if anyone was there when I noticed what was waiting for me in the front room.
There, bent over the back of the extra long couch, were four of the most perfect asses in the history of asses.
Resting their elbows on the back and hanging their breasts over the cushions, none of them turned their head at my arrival. The invitation being obvious enough even for me to get the hint.
Smiling, I walked into the room making sure the heels of my dress shoes clicked on the hardwood floors. They knew I was home, but since they weren't facing me I wanted them to know I was walking around them. Inspecting. Ogling. Smiling larger than a coked out circus clown at the glorious site before me.
At 6' 3" with a slim but muscular frame, I cut an imposing figure as I approached the display set out before me. I stopped by the left most ass, which belonged to a woman with lightly tanned skin and whom was completely naked, already glistening with moisture. I traced a finger around a left buttock and spanked the right one playfully. I moved on.
The next in like wore purple fishnet stockings that contrasted nicely with her alabaster skin and four inch heeled boots. I paused behind her momentarily, so she knew I was there, and moved on. She liked to be kept waiting.
Ass number three was the most petite of the group but also the sluttiest screamer when she got going. Wearing in an old t-shirt of mine she cut at her mid-drift, the bottoms of her breasts were visible from this angle, which she knew was a turn on of mine. I ran my hand up her inner thigh slowly, lightly brushing her sex enough to get a 'mmm' out of her throat.
The last ass in this awesome lineup, and certainly not least, was clad in beige open toe heels and a beige business skirt raised up over her hips in a completely depraved manner not acceptable in any office environment, her white dress shirt unbuttoned enough for her breasts to spill out. Her light chocolate skin contrasted enticingly with her outfit, and her pussy was positively dripping. I gripped her hips and spread her cheeks apart slightly, massaging her ass in a rough and playful manner.
With a final squeeze of her ass I stepped back and undid my belt and pants. This being 'office time', I didn't take anything off completely, yet, but did pull out my long, thick cock which was now at full mast and ready for my welcome home party.
Making my choice of who got to go first, I stepped forward toward my naughty office slut...
#
January 18th, 1998
Life at this point was unexpectedly about to get a whole lot different for me. In the final stretch of high school, I was only staying there for the potential for getting girls. Potential being about all I was getting. I was smart enough that I could have graduated when I was 16, just after I was emancipated from my parents, but then what would I do? Tinker all day on gadgets? Work at a taco shack? Nah.
My business mogul of an uncle helped me get setup with a stipend fund which covered my needs of food, gas, and shelter, and enough disposable income to enjoy some things but not go overboard. Instead of the suave sex palace my 16 year old self imagined I'd have when I got my apartment, it was rather sparse and drab and not terribly inviting. My friends came over to hang out, the occasional girl, but no one stayed.
I wasn't a mope and I didn't think I was bad looking with my sun bleached hair, blue eyes, and what I'd call a noble nose. Many of the girls I hung out with said I was cute, but they also didn't want to date me.
Still, I was fairly confident in my manner, which I had heard ladies liked, but I guess not confident enough as none of them were kind enough to help with this virginity issue I kept having.
It got lonely at night sometimes.
#
On the day of my 18th birthday, a couple of things happened. First, my uncle called me.
"Hey Paul. Happy Birthday," my Uncle Mike said. "How have you been?"
I tried to sound happy to hear from him, but honestly he never called so I just went with the generic responses.
"Great," I said, "just wondering what brand of cigarettes I'm gonna buy," I said, trying to sound nonchalant. But I really had run out of smokes though and needed some more.
"Fun," he said in a 'hope you're not serious' sort of way. "Listen, I have a something important I need to tell you and don't have a ton of time." He did sound hurried so I didn't interrupt him. "I know that you have been doing great with the stipend I setup, and you are responsible with your bills, and your grades are excellent. That said, I wanted you to know that by August, the stipend will be terminated unless you are enrolled in a college somewhere."
"Oh," was all I could manage immediately. "Thanks for the warning," I said, "but I am not sure college is a good fit for me. At least not right now."
His voice sounded disappointed but he hid it well. "I see," he said. "In that case you have until August to sort out what you'd like to do. I will help you if I am able, guide you if you'd like, but ultimately you have to find your own path." He sounded sort of fatherly, but I was thankful he only went as far as the advice.
"I appreciate that," I went on, "and I do have a couple of ideas that I need to think more about. I haven't completely dismissed college, I just haven't found a good fit. I will most likely be asking for a favor from you in the near future though. An introduction, but after that I'll handle everything."
He paused, thinking about it. "Alright then," he said, "you must think you have something impressive in that dungeon of yours." My workshop in my spare bedroom was not a dungeon, but I let the indignity slide. "Alright, I'll tell you what; If you do come away with some sort of profit from this introduction, and it's enough for you to live on, I won't pester you about college given you donate some of it to a charity. If you do come up short, you enroll in college for at least an associates degree. Deal?"
