Nina Lawless is Nick Capra's personal assistant, which isn't an easy job for the cocky and handsome business man, and trying to update and separate his business & personal expenses. Upon returning from a business trip Nina questions him about some of the expenses he's listed as 'business.' Not wanting to get into it, Nick says he's going to get changed and demands that she pour him a night cap. Nina walks in to find Nick shirtless on the bed and delivers his whiskey. After several inappropriate passes at his employee, describing the sexual tension that is obvious between them, he finally succeeds in seducing the beautiful blonde haired trans woman. It's not long before he frees her gorgeous fake tits and they're pressed against his well muscled chest as they make out intensely. After sucking on her sexy feet and toes it's not long before he's aching to get her pants off and her she cock into his mouth. Not wanting to be deprived Nina soon reciprocates and the unlikely lovers are locked in an intense 69. The tension builds to a head and finally Nick fills up her tight little ass with his big dick. Her moans of pleasure fill the room as her boss takes her, long, deep, and hard. I wonder if she'll be earning overtime for this, or it's just listed under her benefits package.