It was a progressive thing, something Harry didn't notice at first, something that snuck up on him until finally it became as obvious an erection in his tight jogging shorts. Odd, because Harry was always meticulously observant, and yet, he missed what had to be a phenomenon worthy of Ripley's Believe It or Not.
He had jogged along the same path every day since he moved into the neighborhood just over eight months ago, and although his work schedule prevented him from hitting the path until around mid day he did enjoy the scenery. Yeah, he would have tried to hit the path in the early evening or very early in the morning when the co-eds from the local college hit the jogging trails, but it was simply impossible.
Making the best of the situation, he did begin to develop a taste for the stay at home housewives who would jog when he did. Often the women would push along those souped up strollers, often moving at a pace much faster than Harry could manage. He never worried about keeping up, he would just nod to his fellow joggers, whisper "Good morning," or "Have a nice afternoon," as they ran past, their slightly less than buff bodies bouncing and jiggling enticingly.
Now Harry was no letch, and had no intention in making any type of romantic move on any of these very married ladies, but as busy as he had been at work, he'd not really had much time for dating since he moved so he did indulge in some fantasy. Just the other day he ran up on one of the young moms bent over her stroller talking to a small child. The woman's shirt had pulled up a bit and Harry could see the top fringe of her panties peeking above her sweat pants.
Sitting inconspicuously on a nearby park bench, Harry's mind tip-toed him up behind the woman,
where he slowly slipped his fingers beneath the elastic of her panties, sliding down her ample ass cheeks to slip into her wet pussy. Feeling the strange hands on her, the woman began to whirl around to slap him, but paused a moment before spreading her legs wider, giving Harry better access to her hungry pussy.
The woman then reached down, hooked her thumbs beneath the panties and sweat pants and began pulling them down. Harry paused when she did this, but the woman pleaded, "No, don't stop. Push two fingers into me."
"Oh yeah, like that, like that," she moaned, as Harry slid his index and middle finger into her grateful cunt. Pumping her in and out, he could feel her leaning back onto his fingers as he let his thumb slide up over her clit.
Harry took his free hand and fumbled with his jogging shorts, finally working his hard cock out of them. He brushed his cock against her ass and then, guided it to her soaking wet pussy. Opening her lips with his fingers, he slid his cock into her, quickly jamming it to the hilt.
"Yes, yes," the woman said, "fuck me, fuck me hard."
Withdrawing slowly, Harry then quickly thrust back into the woman, slapping his pelvis against her soft ass. Grabbing her hips, he continued withdrawing and thrusting, again and again, while she reached up and diddled with her clit.
He pumped harder and faster, but while the woman continued moaning, he wasn't feeling a great deal, no matter how we wiggled around, he just wasn't getting much sensation from the woman's gaping hole. Finally, she reached around, grabbed his hips and held him tight against her as she came. He felt the slight pulsations as the woman's cunt squeezed weakly around his still hard cock.
"Oh my, look at the time," the woman whispered, pulling herself off his cock and pulling her pants up...
"Fuck," Harry muttered softly to himself, "I can't even get the fantasy right." The woman whose ass he had admired was long gone down the path and he was stuck on the park bench with a hard on. After a while his erection subsided enough to where he could continue jogging.