A hands on kind of leader...

Friday September 25, 2020

“Um, like, I don’t get it? *giggle*” Jenni said, standing in the doorway, her hands upturned as if asking the question themselves.

Don just smiled and stood up from the couch, taking the few strides between them quickly and then looking her up and down with a discerning eye.

Jenni blushed as a rush of pleasure ran down her spin and nuzzled in to her pussy, Don’s eyes devouring her body made her even hornier than she had been putting on the clothing he’d brought over.

Once he seemed satisfied, he reached out with one hand and slipped it up under her shirt, slipping over to her nipple and pinching it slightly as he twisted it.

“Mmmmmm… oh god Donnie!” she said, a moan escaping her lips as she leaned forward slightly to encourage him even more, closing her eyes and biting her lower lip.

“God, what a difference a few years can make, eh Jenni?” Don said.

Jenni absently nodded her head as he continued to play with her nipple, “Like, yeah… totally…” she replied dreamily as she was focused only on the pleasure he was giving to her.

“I mean, when we were in high school, you wouldn’t even give me the time of day.”

Jenni’s mind drifted back to high school, where she was the popular girl, cheerleader and class valedictorian. She knew Donnie had attended the same school, at the same time, and even had many of the same classes as she did, but for the life of her she couldn’t remember him.

Which was a shame, since he was so good at bring her pleasure with his hands, and his tongue, and oh god, his dick!

Jenni let out a giggle and opened her eyes just in time to see Don reach around her waist and pull her in close with his free hand. Instinctively she parted her lips and leaned in for the kiss. Their tongues intertwined just as both of his hands reached around and grabbed her ass.

He broke it off after a few minutes and she let out a gasp as he did, “Oh god Donnie, like fuck me!”

He smiled and replied, “Well, that is the idea, and what the t-shirt is for.”

“Hugh?” she said, a confused look on her face.

He shook his head side to side slight as he replied, “Poor little thing, just not much left up there is there? I might have overdone it a little I guess. Well you see, I had the biggest crush on you in high school and always dreamed of being your first. I never had a chance back then of course, but do you remember the day you walked in to my office for your interview?”

Jenni racked her brain trying to work out what he was saying, thinking back through the haze of lust that filled nearly every part of her body, she found the memory he spoke of. She’d hadn’t recognized him when she’d walked in for the interview for the senior managers position, but after a bit of polite conversation he’d mentioned that they’d gone to school together and his name finally sparked her memory.

She scrunched her forehead trying to remember, there had been some kind of written test after the interview. She’d been in a room by herself, a computer supplied by the company in front of her and then… then… had she gotten the job?

Maybe? She could remember seeing Donnie quite often afterwards, and the laptop as well. But she couldn’t seem to recall doing any work… though she could definitely remember resigning from her previous job.

“Yeah, you remember don’t you? You know I hadn’t really intended to go this far with it, but when you clearly didn’t remember me until I told you we knew each other… well, that kinda brought back all kinds of bad memories from high school.”

“Like, I’m totally sorry Donnie!” she said, pouting a bit.

“Oh don’t worry about it Jenni, I figured out exactly how you’re going to make it up to me.”

“Oh my god yes Donnie! I’ll totally do anything to make it up to you! *giggle*”

“I know you will Jenni. Hence the t-shirt. Since I can’t be the first to pop your cherry, I figured I might as well be the first to pop open your anal cherry instead.”

“Oh my god! Oh my god! Oh my god!” Jennie screamed as she bounced up and down with Don’s hand still on her ass, “Yes! I sooooooo want you to take my anal cherry Donnie!”

She leaned in and kissed him passionately again before eventually sliding down his body and on to her knees to give him a blowjob to show him how happy she was.

She knew her pussy was nothing special, she’d let every guy she’d even been with fuck it, but her ass? She’d been saving that, because she knew when someone finally took her anal cherry that she’d be his forever.

Though somewhere in the back of her mind there was a little voice telling her that wasn’t it at all. That the reason she hadn’t let any of her previous boyfriends near her ass was because that was disgusting. But her lips wrapped around Donnie’s dick and that voice faded farther and farther in to the background, until she was pumping up and down his shaft and it faded away completly.

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