Jenny and the older man pt. 1 - Sex Stories

Jenny and the older man pt. 1

"Oh, god! Jenny moaned. That hurts...uh, you're so uh, big!" Ron chuckled as he thrust his cock into her tight wet pussy. She knew that this kind of talk turned him on - and she was happy to oblige. Ron loved when she talked about how tight her pussy was, he also loved when she teased him about being so much older than her. It was true that Ron was quite a bit older than her. Recently turning 47 was supposed to be difficult for him, but having a girlfriend who was 25 made things a lot more manageable. That wasn't the only thing that made this scene so steamy. He was also one of her father's best friends, and had been her high school gym teacher. These naughty facts made their fucking so much more illicit and in turn - got them both so hot! It all started last year, Ron had been out to dinner (another failed date, set up by his well-meaning friends), when he spotted Jenny across the floor at the bar. She smiled and waved but made no effort to come over and say hello. He returned his focus to his date, and resumed listening to her talk about her job. His eyes kept glancing just beyond her head to watch Jenny. She appeared to be out with some girlfriends. He recognized a couple of them also as former students. It was one of the downfalls of living in a small town. You never knew where you'd run into people. His eyes fluttered over the women, remembering them as they once were, which made him feel incredibly old. They were all attractive but he couldn't stop staring at Jenny. ...

... How did that gangly thing turn into this woman overnight? She was wearing tight jeans tucked into a pair of high heeled boots with a very snug fitting black sweater. It was one of those intentionally fitted tops that showed off her figure. He felt bashful at first for staring at her breasts. He took a swig of his drink as he felt his cock hardening in his pants. He tried to listen to his date, but soon realized that she was just as bored as he was. He paid the bill and walked her out to her car. They exchanged pleasantries and neither was disappointed when there was no kiss. He started for his truck when he heard the call. "No luck tonight?" He turned to see Jenny walking over to him, her friends giggling and trailing in the other direction. He smiled and gulped as she leaned against his truck and he smelled her perfume. She filled him in on how the f****y was and he laughed easily as she teased him, flirted with him. Her long red hair was pulled into a loose ponytail and her pouty lips shone with gloss. He glanced again at her breasts, trying to guess what her cup size was. Unless she was wearing a trick bra, she appeared more than adequate. She made a lame joke about her friends ditching her and wondered if he could give her a lift. He smiled. It was such an obvious line that he couldn't help but chuckle. She didn't wait for his response, just walked around and climbed in the passenger side. Pulling out onto the dirt road, he realized that he didn't even know where she was ...