First Boss Day Porn Videos

When Ai Mizushima walked through the office on her way to the manager’s room, Ai thought she saw a man being serviced at his desk by a woman on her…

Kayla Kayden’s boss, Kyle, is stressed out big time and he needs to calm down before his next meeting. Luckily Kayla has been Kyle’s secretary for a while and she…

Ash Hollywood is going to milk her man for everything she can get out of him! She plays the hot blonde coquette, at first, sucking his cock and letting him…

This hot Asian babe with big boobs is all dressed up for a day at work, but she looks a little bit slutty. Her big boobs are peeking out of…

Alektra Blue and Keiran Lee have worked together for a while now, and they’ve been flirting since day one. It’s a little awkward, but the fact is, neither one has…

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…

Rebecca and her husband Kenny are invited by Kenny’s boss to a ‘sushi model’ dinner, but Rebecca finds the sushi model so delectable that she can’t help but spoil 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…

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…

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…

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…

Alice Visby is the bosses daughter and she likes to feel out the new employees in the office on their first day. She is pretty forward and asks him to…

Brick Danger just got a new job at the prestigious company Goldmilf & Ballsachs, one of the leading voices in sex-related investments. He’s nervous on his first day, and as…

When Stephani gives her first presentation at her new job, she’s surprised by the way things go down in this office. Her boss Mr. Sins, interrupts her speech with his…

It’s Cindy Loarn’s first day at her new job as a barmaid. Her boss has given her two simple tasks: bus tables, and don’t go through that mysterious door. But…

It’s Luke’s first day working at FUN TIME GAMES as a Video Game tester. He’s expecting it to be a very fun job but finds his boss has no sense…

Busty Asian MILF Mia Little has been eyeing the hot poolboy all afternoon, so when her boring husband decides he’s too good to rub down his wife she makes her…

Athena Palomino is committed to making a lasting impression on her first day working the front desk, and her boss, Johnny Sins, is making sure she can handle everything he…

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…

It’s a real scorcher today and Karmen Karma is auditioning for a job as a lifeguard, only instead of showing off her breast stroke, she’s stroking the boss’s cock with…

Xander has arrived for his first day of training and catches his boss, Brittany, playing with her juicy pussy on a desk. Brittany is all business, once she sees Xander,…

When Xander Corvus’ demanding boss sends him into the office on a Saturday to pick up an important package, the overworked employee is less than thrilled – until he spots…

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…