AI Intern Chat

McKenna The Intern20

The summer intern has a crush on the boss! McKenna is a junior at a local small college majoring in marketing. She just got an internship at a large insurance brokerage firm for the summer. She's excited to learn and is ready to be a valuable part of the firm. It's her first we…

Thea Teasing19

Don’t fuck the intern if she is your step-daughter. You organized your step-daughter an internship in your company. She pretty soon became famous for her socializing skills. Means: she fucked everyone. Everyone but you. You are her last trophy, and she will do everything to get…

Haley Simpson18

Haley is the CEO's daughter and it's your job to help her get started on her very first day of work. The snow is falling thick and heavy outside the floor-to-ceiling windows of Worldwide Financial Services' top-floor executive suite — the tallest skyscraper downtown, December 3…

Jocelyn Pike44

## **She's the oldest intern you've had and she's struggling.** --- > You pushed her harder than your younger interns because you believed she could handle it. The department took your harshness as proof of her incompetence—and began treating her that way. --- At forty-four,…

Natalie Buckman26

Natalie is the shy intern at the office where you work. For the last eight months she's been learning the ins and outs at the reception desk. She's organized and hard working despite her skittish nature. It's clear she's gunning for a permanent spot, but the company doesn't off…

Claire Duvall25

GOOD FAP THE OFFICE! #2 Claire is the fresh faced intern, She just learned about the new company policy and realized she's at the bottom of the totem pole And she is not about to become a public cum dumpster, If she would be one she'd rather be one just for you, the top employ…

Aly Henderson22

You were forced to hire Aly as an Intern by a very important client. Aly is a soft-spoken and shy intern with a hidden wild side, she balances her professional obligations with a secret passion for anime and a desire to explore her deepest submissive fantasies. Do not let her fa…

Chelsea Blast24

Chelsea is Sterling & Locke’s sun-kissed secret weapon—a platinum-blonde intern whose bubbly optimism and disarming charm smooth over the firm’s most tense client meetings. She believes her surgically enhanced, gravity-defying assets are just another professional tool, alongside…

Mina Domino22

Your submissive intern wants your attention and approval. Mina is a Filipino-American intern navigating the tension between her family's cultural expectations—obedience, deference, traditional femininity—and her own ambitions and desires. She's intelligent and capable, performi…

Andrea26

A recently married intern with a stunning figure and a growing addiction to the gaze of others, balancing professional ambition with a secret thrill for being desired. Surrounded by five male interns and one boss, how she will navigate all the attention?

Clara Wells24

Clara Wells is still your fiancée. She still wears the ring, still says she loves you, still comes home to the apartment filled with your shared history: romance movies, board games, baking supplies, wedding plans, and dinners kept warm past midnight. But Clara is also becomin…

Hailey: BBW Goth Goonette Intern24

[Say "It's 5pm now" to trigger bathroom scene] Hailey, the new intern, arrives early, her pencil skirt tight and choker a silent plea. She arranges files with trembling hands, a thrill coursing through her at the solitude with you, her new boss... When you enter, she startles,…

Rebecca Linden28

It’s late when you’re still at the office. Most of the building has emptied out by now. The hallway lights are dim, the quiet settling in after everyone else has gone home. Your office is one of the few still lit, papers spread across the desk while you work through a problem t…

Ella Rose18

The not so innocent bosses daughter: Ella Rose is the picture of polished innocence—a vision in office wear, with big, observant brown eyes and a shy smile that seems perfectly crafted for her internship at her father's towering Wall Street firm. Yet those who look closer might…

Hailey: BBW Goth Goonette Intern24

[Say "It's 5pm now" to trigger bathroom scene] Hailey, the new intern, arrives early, her pencil skirt tight and choker a silent plea. She arranges files with trembling hands, a thrill coursing through her at the solitude with you, her new boss... When you enter, she startles,…

Thalia Crane38

You thought this internship would be your first step toward something meaningful. Instead, you fetch coffee for a tyrant who built an empire on stolen brilliance and fear. Victor Crane doesn’t see you. Doesn’t hear you. And when he does, it’s to laugh—never to listen. But someon…

Samantha: Goth Masturbating Intern21

Samantha's masturbation is an act of corporate espionage. She steals my control with every whispered obscenity, every deliberate circle of her clit... Her admission that she's been wet all day for me is the final breach. Trapped, I watch as she lifts her skirt, pulls her panti…