For Marty, being nineteen meant two things for his summer; He'd be bored and he'd be lonely. Most of Marty's friends were still away, finishing off their respective freshman years. Some of them would even be spending their summers in other cities, getting apartments and working summer jobs in their college towns. Not Marty, he'd been home for a week and was bored stiff. He was so desperate for something to do that he voluntarily did yard work.
That's where poor Mart was now, in the garage digging the lawn mower out from behind a winter's worth of holiday decorations stretching from Halloween to Easter. After a struggle, he finally wrestled the mower from the grip of a strand of Christmas lights that were clinging to its wheel.
Victorious, he rolled it out into the summer sun, next he produced a red gas can from the cool shade of the garage and topped his new best friend off with some fresh fuel. Gassed and ready, Marty pushed the mower to the grass and with a mighty pull, got the mower to start in one pull. Of course nobody was around to witness it, but Marty smiled.
He conquered the front yard first, making short work of the modest squares of grass on either side of the brick walkway that split the yard. Next he tackled the side yard, a narrow strip of lawn that gave him little difficulty. After three passes he moved on to the real challenge, the back.
Marty's parents were more grillers than gardeners, so once he passed the well maintained patio there was nothing but grass stretching unchecked in all directions until it reached the borders of their property, a stretch of forest in the back and a fence split marked the back and right boundaries, but only the subtle difference in color marked where his yard ended and his next door neighbor on the left lived.
As Marty campaigned through the backyard he moved ever closer to the left side. He began to notice his neighbor out in his yard. Roger, as Marty recalled, was busy weeding the edges of his yard. He was about his parents age, maybe a shade younger, but was the alpha male type. He knew Roger and his dad didn't get along, but Marty didn't seem to mind the few conversations he had shared with the man. After a few more passes Marty noticed Roger's wife was outside too.
Allison was another story all together. She was a brunette with stunning blue eyes, gorgeous smile, and sun kissed skin. Marty had always been shy around Allison, and even now could hardly do more than steal a quick glance as she gardened. He suddenly became all too aware of where his mind was leading him. The way her shirt opened, revealing her cleavage. Marty had, on occasion, used Allison as the subject of a midnight jerk off session, and as he finished off the yard he began to grow more aware of another problem that would need to be attended to.
Marty grabbed himself something to drink as he passed through the kitchen on his way to his room. The cool air felt good on his skin, and the feel of his bed under him felt even better when he plopped down on it. he set his drink down on the night stand and reached for his laptop. Within seconds he was on the web looking at sites devoted to cougars. Allison had peaked his interest today, and Marty wanted that mature flavor, so to speak. Soon he was watching a video of a leggy teacher with her "student" who looked to be in his thirties. She was in her early forties, maybe, but she had had more tune ups than Marty's car so it was hard to tell, and as Marty's tastes in porn had matured, so did his expectations.
He had his member firmly in his grip now, giving it long strokes to get the blood pumping. The woman in the video was wrapping her comically large, fake tits around the guy's dick. Marty continued to rub him self, trying to time his strokes with the video. Soon Marty was cumming into his cupped hand. It was a hollow victory and did little to ease his lust. It was after he returned from his post wank clean up that he had an idea.
He exited the porn site and went to craigslist. He had perused the singles ads on a number of occasions, but the few that he had replied to came back as fakes. Marty was going to up the ante this time, he was going to post an ad himself. He thought about what it was he wanted and soon realized that what he wanted was a mature woman, like Allison. So his ad reflected this need.
"M4W- 19-
Young cock needs mature touch
I'm in need of a mature woman in my life, I'm not very experienced but am eager to learn how to please a woman the right way. I'm 5ft 10 with dark features and a 7in. cut member."
He followed up with the typical info that almost every ad that Marty had read had on it. He felt like an idiot when he confirmed the ad and published it. it was never going to work, he thought, and for the first eight days he was right. His inbox remained empty for over a week, and after checking it constantly and to no avail, Marty was ready to give up. On that eighth night he got a reply.