I Boss Was 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…

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…

After she realizes the rookies aren’t going to stop digging, crooked cop Detective Harris (Jennifer White) arranges a clandestine meeting with crime boss Gibbs (Scott Nails) to warn him, but…

New waitress Wendy (Lily Bell) gets an up-close look at the bright lights and the dark underside of the casino when her boss sends her to wait on VIP Jack…

New waitress Wendy (Lilly Bell) gets two surprising propositions in one day working at the casino: first, a pair of escorts suggest she switch to their line of work to…

Escorts Candy (Sinatra Monroe) and Gina (Vanessa Sky) heard more than just the sounds of croupier Wyatt and cocktail waitress Wendy getting it on… they also heard he’s an undercover…

On their journey north, Princesses of Evermore Leena (Agatha Vega) and Zara (Sophie Reade) meet cocky rogue Liam (Xander Corvus) and sorcerer’s apprentice Finn (Danny D). Finn helps them decode…

Since her first visit to the sex club, Nancy (Angel Youngs) has totally transformed under the tutelage of hot domme Mira, so much so that Mira gives her a new…

The real Vermin took down the evil mastermind behind the reign of terror in Paradise City, the corrupt Mayor Stone, but that doesn’t mean the fight is over. Mrs. Stone…

Bad Vermin babes Lace (Mona Azar) and Sasha (Avery Jane) mask up and bust in to a warehouse, taking out the security guard in a shootout, then heading for the…

Jaz (Honour May) is one of the world’s most infamous hackers, but even outlaws have bosses. When street tough Grayson (Danny D) shows up at her door to retrieve intel…

Restless and angry about the blonde con artist making a play for her husband, Maxine (Cherie DeVille) decides to calm herself down by squeezing her big tits and fingering her…