Longtime employee Danny D has a new boss who is hot, young, and has far less experience. Sensing a potential conflict, Cassidy wants to find out how comfortable Danny can…

Steven’s super sexy boss, Ryder Skye, has the worst attitude toward her employees. She’s always complaining about their performance. Steven tries his best to please her but she never seems…

Johnny Sins has come to his wife’s office to bring her a surprise lunch when he accidentally stumbles upon her being fired by her bitchy boss Cherie Deville. Johnny will…

It’s Keiran Lee’s first week at a new job, and his bitchy boss Miss Jaymes is making his life miserable, assigning huge projects with impossible deadlines. When his latest deadline…

Bitchy boss Diamond Jackson is so uptight that upper management has decided to pay for her to get a nice relaxing massage. Unfortunately for them, the massage turns out to…

Office boss Nicole Aniston’s afternoon masturbation session is interrupted when her employees occupy the conference room and threaten to form a union unless their demands are met. Irritable and horny,…

Tory Lane has always been a bitchy boss, but this year she’s really outdone herself. When her employees find out she spent their Christmas bonuses they’re ready to quit. Tory…

Romi Rain rides her staff hard. Some can’t handle this bitchy boss, but Xander is more than willing to do everything she says. If she wants her pussy licked, he’s…

Kaylani is a bitchy trophy wife who spends her days home alone with her butler Keiran. She loves criticizing everything he does – the glasses aren’t properly shined, the counter…

Raven is a bad ass boss type who doesn’t have time for shenanigans. She’s just hired a personal assistant (Luna) who she expects to do everything from picking out her…

Akagane’s boss, Ms. Nanakase, is a real hardass. The bitchy blonde is always piling on the work and making him stay late. But she doesn’t know that Akagane has learned…