"So Jeff." Jennifer mused seductively, slowly sliding her hand across Jeff's thigh. "Is it arousing dating an older mature woman? "
Jeff gulped. He was caught off guard by her immediate directness. A contrast to the normally shy and passive Jenny.
"I'll show you the wonders of adulthood." She paused a bit, lightly caressing his chin. Then she continued in a husky voice. "But first, there is one little thing we should do. I want to show off my secret little boyfriend to my sister Shannon. Let us visit her right away."
Jennifer stood up and gestured for Jeff to follow. She wore heels, causing her to walk with a strut, her meaty hips slowly swaying from side to side. Her red mane lightly bounced with each step.
As Jeff followed her outside his home, he noticed a car in the driveway which had inexplicably appeared. Jennifer pulled out a a car key. He realized that this must be her car in this reality. At that, it looked expensive and must have been brand new. It made sense. She was an accomplished lawyer. She flashed a cheeky smile as the two of them sat down in her car.
Jeff could remember Jenny the other day being a nervous wreck as her first driving lesson approached. It was a far cry from the professional woman sitting left of him, effortlessly driving her fancy car. After a not so long drive, they were outside of Jenny's home, now just her mother's home, which was her sister in this reality.
"Are you sure this is a good idea? Won't she think it's weird that you're dating me when you're now so much older than me?" Jeff asked.
"I don't think you're too young for me." she purred. "Do you think you're too young to date me? That we shouldn't date?"
"Well, no. I mean, this is not real, is it?"
Jennifer leaned forward and pulled down the neck of her blouse with one finger, revealing some of her creamy freckled cleavage. "Is this real enough for you boy?"
Jeff paused. He was unsure how he should react. Jennifer grabbed the dazed Jeff's hand and placed it on her blouse. His hand felt one of her breasts. Underneath the fabric of the blouse and her bra, he could feel her soft breast-flesh as he mildly squeezed. Even through two layers of clothes, the massive size difference between her and old Jenny was apparent. Not that he had ever gotten far with Jenny or felt her up much. His small feel was interrupted by her moving away from him, exiting her car.
"Just an appetizer." she teased. "However, if you are a good boyfriend and make a good impression on Shannon, you could experience the full-course-meal. Later that is."
Jeff had visited Jenny's house several times before. Her mother, Ms. O'Brian, had taken a liking to him, but now he had to meet her for the first time, again. This time, he was the boyfriend of her sister instead, which had implications Jeff was unsure of.
"Dong ding" the doorbell chimed after Jennifer pressed it.
"Come. Stand next to me." she instructed. "You look so nervous Jeff. You don't have to worry too much. I've already sent some messages to Shannon about you. She liked you previously, and I think she will like you in this reality too. Who knows, maybe she will get jealous of her sister capturing such a young stud."