Boss Assistant Porn Videos

On a business trip, Melissa discovers her underling’s dark sexual secret. Now this beautiful boss from hell has to decide between firing him, or giving him an early bonus. Uploaded:…

The office is a place where work is to be completed, but sometimes some tension needs to be released before the boss can really focus on the tasks he must…

Working at the office has worked out well for Shelly, because she’s the hottest chick in the building. This means that whenever the boss or his assistant CEO get horny…

Nicol works as an assistant in an office and has always dreamed of fucking her boss two bosses. They sensed her desire and rip off her dress to assert themselves…

Busty intern Sapphire Astrea is making her boss a coffee when he walks in to find out what is taking so long. She is really shy but is drawn to…

TJ brought in Natasha for an interview. She wants to see if she’s qualified to be her boss’ personal assistant. Luckily, her boss Alex was able to show up to…

Being the big boss’s daughter has come with all kinds of perks for Casey Cumz. Not only does she make her assistant Bill Bailey do her dry cleaning, and slip…

Kristina is sent on special assignment to assist CEO Bridgette B. However, if she wants to be a team player, she’s going to have start with a team building exercise:…

Elsa is having a hell of a time keeping her boss, Katana, happy. Elsa has only been her assistant for a couple of weeks but she always seems to do…

The amazingly sexy Abigail Mac is excited to get out of the office and meet her boyfriend for their fifth anniversary date. Unfortunately, that boyfriend is a total flake who…

It’s hard work being an assistant to an influencer. Let’s face it – they can be quite demanding and narcissistic by nature – just part of the package. Well Will…

Beautifully curvy big breasted boss Alyx Star has finally found her best assistant ever and stunning Jazlyn Ray is a real natural with just one more thing to show Alyx….

Whitney Wright lands a job as a personal assistant, and she wants to do way more than just run errands for her boss. She has such a big crush on…

Leigh Darby is Danny D’s busty boss, and she’s a real hard case. When she fires her assistant for spilling a drink, there’s a new job opening at the office,…

Kendra feels guilty about cheating on her fiance with her personal trainer, but the workout was so good she comes back for more. With Keiran gone for the day she’s…

Danny’s hot boss Susy hasn’t been fucked by a big dick in so long – so sneaky Danny presents her with a golden opportunity by sticking his cock through a…

Lilly Ford is just about the most nervous assistant Kristen Scott has ever hired, but it’s nothing a little leather can’t fix. With a newfound confidence, Lilly goes from meek…

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…

Susy Gala is up on her feet all day, so when the clock strikes 5 she starts playing with her tight little pussy in her office, it’s her alone time!…

Damon is a new personal assistant to the bossy, no-nonsense businesswoman Karmen. His first week on the job has been pretty intense. On Friday, however, he shows up to discover…

Jane Wilde thinks she can use her hot petite body to seduce her new boss, but the boss’ wife, the tall and sexy Rocky Emerson, has other plans! Rocky is…

The luscious Desiree Dulce is getting ready for date night with her successful and busy husband. After getting all cleaned up in the shower, she slips on her pantyhose and…

Personal assistant Ivy Lebelle is sent to her boss’ home to help organize her closet… or so it seems! When she gets there, however, she is welcomed by her employer’s…

Elsa’s boss Kira isn’t easy to please. The busy exec doesn’t spare a word for her hardworking assistant as she has her take care of her papers, handle her schedule,…

Busy executive Totti has a busy day ahead of him, but when he sees his pretty assistant Sofi walk past his office wearing an extremely tight leather miniskirt, he can’t…

Executive assistant Belle Claire is fed up with being the one who does all the work while her boss Charlie Dean makes her fetch him coffees as he relaxes with…

The offices of talent agent Frankie G were so swamped, he had to hire a second assistant. But unlike what her name suggested, Sweet Cat didn’t have the best reflexes….

It was a busy afternoon for secretary Sienna Day, who was all the more flustered when her horny husband began sexting her. Teasing him with pics of her heaving tits…

Akarra has had her eye on her sexy boss for a long time, but he’s always dated only the hottest models who audition for his agency. When she learns that…

Boss Lady has to get her anger and sexual thirst under control! When her hot new assistant makes a move on her, she can’t resist no matter how much trouble…

Greedy seductress, Veronica Cole, will stop at nothing to get her way, which includes shooting her business partner, Ethan Brady, just days before Christmas. Head accountant, and Ethan’s ex-girlfriend, Brie…

Greedy seductress, Veronica Cole, will stop at nothing to get her way, which includes shooting her business partner, Ethan Brady, just days before Christmas. Head accountant, and Ethan’s ex-girlfriend, Brie…

Greedy seductress, Veronica Cole, will stop at nothing to get her way, which includes shooting her business partner, Ethan Brady, just days before Christmas. Head accountant, and Ethan’s ex-girlfriend, Brie…

Greedy seductress, Veronica Cole, will stop at nothing to get her way, which includes shooting her business partner, Ethan Brady, just days before Christmas. Head accountant, and Ethan’s ex-girlfriend, Brie…