Boss Time Porn Videos

Ashly is a bottle service hostess in the VIP area when a big name celeb comes to town. Her boss stresses to her that she must do absolutely everything to…

It’s that dreaded time of year when the annual employee survey comes back. Boss Monique is less than satisfied with the results, especially the trust and team satisfaction portion. So…

It seemed like it was going to be just any other boring day at work for Lauren until a fortuitous meeting in the men’s bathroom changed everything. After finding the…

Wealthy socialite Ariella Ferrera just got stood up by her own husband for the hundredth time, and the hot limo driver is looking good today! Hopping in the backseat, this…

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!…

Romi is the hot owner of a massage practice, and her student Xander is nearing the end of his training. He’s been attracted to his boss for a while, and…

Chanel Preston is used to her intern’s incompetence, but today Jordi has outdone himself. Miss Preston speaks so quickly that Jordi only catches every third word, and he genuinely thought…

Danny D’s the new farmhand and his boss warns him that his daughter is strictly off limits. Danny thinks that’s an easy enough rule to follow, until he sees Rebecca…

Krissy Lynn is bored at work, so she takes a little break at her desk to masturbate – within seconds, her boss catches her. This is the third time this…

Madelyn Monroe is making her overtime shift at the call center a little more fun, with a remote controlled vibrator! Johnny Sins can’t believe how bad Madelyn is at her…

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…

Destiny is horny for some hard cock and calls up her secret lover for a sexy rendezvous. Her lover can’t meet up, he has a meeting with his boss, and…

Charles Dera is a nerdy, awkward office drone who can’t compete with other guys at work. He pines after his boss’ secretary, Cali Carter, but she wants nothing to do…

Audrey Bitoni has her hands full with a few routine office chores. Unfortunately, her boss is about to add another job to her long list. Her boss, is in full…

Sexy Kylie Kingston has been a good little temp at her new job. Things have been perfect, except for how horny and distracted she gets whenever her stern boss Keiran…

Dr. Bradley is about to give Jayden Cole her yearly dental examination. He is assisted by his hot and horny dental technician Molly Stewart. Jayden is nervous about being at…

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…

If you’re a British pub owner with quality employees, the place runs itself! But for blonde boss Holly (Sienna Day), the decision to hire a treacherous ex-barmaid Chloe (Jasmine Jae)…

After a long day of being the boss, sometimes there’s nothing better than to come home to the love of a good woman. Particularly when that woman is a horny…

When Nick’s boss wants something done, she just won’t take no for an answer. Kathia Nobili brought a pair of high-heeled shoes to Nick’s desk and told him to get…

When Giselle’s boss asks her to bring over some important documents that just can’t wait, she jumps at the chance to impress, having idolized her boss for quite some time….

Under pressure to finish his report, stressed executive Kai Taylor was growing tired, grumpy, and hungry. Bellowing for his sexy Russian secretary Eva Berger, he barked his lunch order and…

Having a job doesn’t cramp Vanessa Decker’s style, but she draws the line at doing any actual work. When her boss Ben assigned her some jobs to do, Vanessa shrugged…

For bored businessman Charlie Dean, it was another tiresome day at the office, until a blonde temptress in high heels and stockings strutted in! Karol Lilien was there to meet…

The last time Carolina Abril’s boss summoned her into his office to go over some mistakes she’d made on the big file, she deflected some attention by flaunting her boobs…

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…

After the staff meeting wrapped up, Lynna Nilsson hung around to spend a little extra time getting close to her boss. They’d never crossed that line before, but Lynna made…

Of all the times Victoria Summers could have chosen to seduce her boss, it was during his long distance call with his wife that she finally made her move. Screw…

You couldn’t expect Marc Rose to turn down the advances of his secretary Ella Hughes when she barged into his office to relieve his stress with a naughty striptease and…

Alexis Fawx and Oliver Davis find themselves alone in the office at the end of a long day. They soon start commiserating about their boss; how difficult he can be,…

Cute Gia Derza is doing an internship with intimidating Molly Stewart – she can’t stand her boss, but Molly notoriously gets anything she wants! Red-headed Molly spends her days working…

Kimmy Granger is tired of making minimum wage for all the hard work she does, and she’s especially tired of starring in the fantasies of her pervy boss Johnny Castle…

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…

As the best employee at the hamburger shop, busty coed Lena has the world at her feet. She keeps customers coming back day after day with her big tits peeking…

Mayu Mizuno is finally ready to put aside her past heartbreak and start her new life as a nurse, but on her first day at the hospital she learns that…

The Flower Game Company’s erotic games aren’t selling and the company is in trouble! As a last-ditch effort, the boss brings in Tomoya Mochizuki, the first man on the otherwise…

Mild-mannered businessman Kusaki just got a promotion after sealing a big deal at work…with a little help from horny spirit Kisaku’s raunchy ways! Kusaki is so shy, he nearly doesn’t…

Jasmine is a nymphomaniac, and she can’t hold down a job because she spends too much time having sex and getting fired for fucking in the workplace. Nick’s a business…