My Gay Boss focuses on the hot gay sex happening in and out of the office! Alex Andrews considers it his mission to teach his straight coworker, Micah Andrews, a thing or two about how gay men fuck. Ryan Sharp can't help but put the moves on the painter his dad hired, Julian Smiles, and the two get covered in paint before screwing. Jake Steel is eager to repay his hardworking divorce lawyer, Preston Steel, and offers up his ass for a hard fuck. Meanwhile, Kirk Cummings and Preston Ettinger are watching their business go down the toilet; they console each other by blowing their loads at the office one last time! Intern Jacobey London is bored on a business trip with his boss, Wade Westin, but things get hot as the clothes come off.

Alex Andrews doesn't see how married man Micah Andrews can properly edit gay porn if he hasn't had gay sex! They lock tongues as they undress before Alex sucks down Micah's cock. The married man isn't afraid to coat Alex's dick in spit, too. Things start getting loud when the ass-fucking starts; they both pant and groan loudly as Alex fucks Micah all over his office. Micah finds himself sprawled on the couch, covered in his and Alex's cum.

Julian Smiles was hired to paint, but he'll fuck the boss' son for free! After Ryan Sharp comes onto him, he lets the other boy get down on his knees to service him. Once his dick is wet, Julian throws on a condom and fucks Ryan doggy against the ladder and on the floor. In missionary, Ryan cums while getting fucked before Julian shoots his load all over him.

Philandering Jake Steel knows one way to repay his lawyer Preston Steel. They kiss, undress and Jake worships Preston's cock with his lips and tongue. After getting his own dick sucked, Jake straddles Preston and sits on his cock. They end up on the couch, Preston fucking Jake from behind and then on his back. With Preston's cock pumping his ass, Jake cums all over his stomach before Preston cums, too.

They're losing money, their employees suck and their landlord wants them out of the building, what are, Kirk Cummings and Preston Ettinger to do? Fuck, of course! These two kiss and strips off their ties before sucking some cock. Kirk is an eager bottom, though, and he gets Preston in a chair so he can back his ass up on his dick. After they fuck all over the desk, they shower themselves in cum.

Wade Westin doesn't want his intern Jacobey London to be bored on their business trip, but Jacobey's got an idea how they can entertain each other. They make good use of the hotel room the company's paying for as Wade fucks Jacobey up the ass on the coffee table and couch. Jacobey blows his load all over his stomach while being fucked before Wade paints him with cum, too!