Thursday August 21, 2025

Jessie leaned back on the wall and looked over to see Jackson heading over towards her in a surreptitious path.

When he finally arrived beside her she didn’t look towards him, “’bout time you got here.” she spat under her breath but loud enough for him to hear.

“Yeah, sorry about that. But you know I needed to make sure no one was following.” he then paused and looked around but seemed satisfied.

“So… you’re looking… expensive.” he finally shot back.

She suppressed a huff, she’d been stuck with him as a go between, but that didn’t mean she had any respect for him.

“Yeah well, part of the job. You’re looking as miserable as usual.” she shot back, then slowly reached around behind her and dropped off the USB thumb stick on the ledge.

“Anything good on it?” he asked.

“Not really, he still doesn’t trust me fully, but I’m working on that.”

Jackson laughed a little, “I bet you are.”

She didn’t reply and instead just walked away, leaving Jackson to shuffle over to where she was standing and taking the USB stick.

---

Agent Jessica Yelson was siting in front of the computer in her boss’s office, the faint glow of the monitor illuminating her face in the darkness. It was well past the time that everyone else had left, leaving her the freedom to investigate the goings on of her boss.

Damien Wellman was well know as a successful business man, a philanthropist, and all around good guy, but there was something off as well. He was exceptionally private, never discussed his private relationships, and his business interest were cloaked in mystery.

The agency had assigned her to infiltrate his business as his new executive assistant, which was easy enough, she was overqualified for the job. Graduation at the top of her class in law school, she would have been a lawyer except she preferred a more hands on approach to justice.

When the agency had tried to recruit her, she’d jumped at the chance.

As the soft glow of the monitor pulsed, she reviewed more and more documents, copying them to the USB drive she’d inserted into the computer. Slowly her eyes grew heavier and heavier, until she finally nodded off for just a moment.

Her eyes opened wide open and she shook her head to clear the cobwebs, “Damn, I must be working harder than I thought.” she said aloud and then decided to call it a night, heading home to pick things up tomorrow night.

---

“So you’re sure there’s nothing there?” Jackson asked incredulously.

“Yep. I’ve been at it for three months now, I got his password on the second day and I’ve been combing through his files every night since.” she replied as she leaned against the same wall she had been for months when she met Jackson.

“Alright, I guess we’re done then. I’ll let the brass know and get you pulled from the assignment.”

“Fine, sounds good.” she replied and then pushed off and walked away.

---

“Hiya Boss! giggle” Jessie said as she stood in front of Damien in the managers office at the club she worked at.

It had been nearly a year since the last time she’d seen him and she’d been looking forward to this moment every day since.

Those first few months after being pulled out of her assignment to him had been the hardest. She’d had to keep working of the agency for a while to avoid suspicion. She’d worked on a few more assignments and they had been excruciatingly boring!

Finally she’d been able to resign, claiming she had decided to move on to the private sector, which had been accepted as it was common enough.

A few more months to relocate her entire life and start the process of transforming herself into exactly what she knew Damien wanted her to be, and she’d finally been able to take the job at the club three weeks ago.

She’d been a little disappointed when Damien hadn’t come to see her the first few days, but she knew he was an important man and very busy, so she accepted it.

When she’d arrived for work tonight, the manager had come over and let her know that Damien would be arriving later and she almost squealed in excitement!

Damien smiled at her and she almost melted right then and there, “So, how’s my little secret agent girl liking her new job?”

“Oh my god! Like it’s so amazing! I get to suck all the cock I want and they guys just loooove to play with my big fake titties! giggle“

“I’m sure they do, I’m sure they do.” he replied with a chuckle.

He then reached out with both hands and grabbed her tits, squeezing them, and causing a moan to escape her lips as her head leaned back and her eyes fluttered, “Yes Boss! Grab my big fake titties! giggle” she cried out and almost came right then and there.

She really didn’t notice him pulling her forward towards the desk, where a laptop was setup. She did notice him bending her over and kicking her feet apart so that her ass was at the perfect hight and her face was right in front of the glowing, pulsing screen of the laptop.

As his dick filled her pussy, her mind was being filled with all kinds of new ideas about exactly how hands on she would be in her work.