W Boss Porn Videos

Bridgette B’s husband is a shiftless, lazy bastard who’d rather stay home from work than provide for his beautiful wife. When his younger boss Bill Bailey shows up looking for…

Jenna Foxx is a high-powered executive who’s recently hired a new secretary, Danni Rivers. However, Danni needs to pick up the slack; she’s crap at filing and is turning Jenna’s…

Angry big-titted boss Syren De Mer is in no mood for wisecracks, as her employee Xander Corvus soon finds out! Syren is pissed off after seeing how Xander and his…

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…

Monique Alexander has been waiting a long time for this work presentation. In order to calm her nerves, Monique decides to try out her new remote controlled vibrator. However, her…

Avery Black is a spoiled brat who is used to getting her way. Her dad is in the middle of an important business meeting with Keiran Lee, but that doesn’t…

Alexis Fawx is the CEO of a big corporation and she enjoys the power she wields over her employees. She even has control over her lame duck husband – he’ll…

One afternoon, Bambino notices his boss’ office door is slightly open. He heads inside and begins to pretend that he’s a big wig CEO type. Little does he know that…

Brazzers looks back at some of our hottest bosses. Watch some of our top stars, past and present, as they use their looks and their power to their advantage… all…

If Markus Bay took a job managing his father’s company with the expectation that he’d be able to wield any authority over its sexy female employees, then he made a…

It’s hard to believe Tyler’s lasted so long at his job, given how his bitch of a boss finds new ways to make his life a living hell. After working…

Lutro should have known better than to fall asleep at his desk with a strict boss like Anna Polina walking the rounds. She slapped her books down on his desk…

The boss’s daughter, Ariana Marie, just showed up to the office wearing tiny shorts, showing off her long legs. She’s drop dead gorgeous; looking for her dad, but he’s out…

Dominant at work, submissive in bed…these boss bitches love nothing more than when an underling puts them in their place. And if newest boss Jill wants to join their sexy…

Dominant at work, submissive in bed…these boss bitches love nothing more than when an underling puts them in their place. And if newest boss Jill wants to join their sexy…

Dominant at work, submissive in bed…these boss bitches love nothing more than when an underling puts them in their place. And if newest boss Jill wants to join their sexy…

Dominant at work, submissive in bed…these boss bitches love nothing more than when an underling puts them in their place. And if newest boss Jill wants to join their sexy…

Kiara Mia is being a good little wife and entertaining one of her husband’s new hires, Alan, at home while he waits for his new boss to arrive there for…

John wants to hire Kimber James as his babysitter, but first he needs to understand what a transsexual is. The only way Kimber knows how to explain that she’s a…

Yasmine Lee may not understand a lot of English, but she definitely gets it when her boss starts to flirt with her! The whole reason he hired her as a…

Danny D is no stranger to business lingo, but his new boss insists all his employees talk only in sexual innuendos. Danny quickly catches on with the help of his…

Alexis loves to entertain. Tonight she’s hosting her husband’s new boss and his lovely wife, Adriana. Alexis’s husband knows she’ll do just about anything to show her guests a good…

Juelz has been living on the lesbian side of bisexual for some time now. But when Juelz’ wife introduces her to her new boss, Keiran, they pretend they’re just friends…

It’s Danny’s first day in the wonderful world of a new startup. After a vague understanding of what the company does, he stumbles into the office to find himself surrounded…

Xander has been around to a few job sites in his day, so he didn’t think much when he heard his new foreman can be a bit demanding. The guys…

Jenna Foxx is a busty bookworm excited to work at her summer job. The eager intern tries to impress her new boss Robby Echo with her knowledge of the summer…

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…

Kira Queen is a just a regular hardworking maid when her boss is around but when he leaves, Kira goes from cleaning to making things very, very dirty. When her…

Terrible, Cum-Sucking Employees Cheerleader Kait, newly employed, is in a work training session with Kelsey Kane. Things seem “business casual” when suddenly, Alex Jones (the boss!) waltzes in, bends Kelsey…

Keeping It Business August Skye is a frazzled businesswoman. She’s hired a masseur (Mick Blue) to give her a massage at work, but she’s so busy, she barely seems to…

Tiny babysitter gets fucked by her boss’ huge cock and takes his load all over her face.Tiny babysitter gets fucked by her boss’ huge cock and takes his load all…

Angela White is stretching after her afternoon jog in the park. Maddy O’Reilly approaches her pointing out how hot she looks in her outfit. Maddy makes it pretty obvious that…

My girlfriend is so fucking annoying bro. Like….i dont even know why we started dating. She’s not really my type, she’s dumb AF, emotional AF and just an all around…

Manuel should know better than to smoke in the office. His boss Jasmine Tame hates smoking, but in the case of Manuel and his big French cock, she can make…

The gringo boss considers that it is time for his housekeeper to retire. Her place will be taken by her young and hot daughter, Gabriela Veracruz, whose first task will…

Gina Gerson is in the middle of saying a romantic goodbye to her husband’s boss when her stepson Alex Charger walks in on them. They try to play it off…

Octavia Red misplaced some important papers for her boss. She got them mixed up with other files so she had to go to her boss’s home and pick them up….

It’s Labor Day and Sophia Locke has to work. Luckily her boss is sending another employee into the office to help her out…unfortunately, that other co-worker is Ryan. Ryan isn’t…

Pipe, the pool cleaner, couldn’t help but overhear a phone conversation in which his boss Anahí Loves said that her husband is cheating on her. He saw the perfect opportunity…