When Andrew applied for this job he had no idea what position he was going to be placed in. He figured he might be a clerk or mature anal movies a stock worker but he never thought he would be offered female cowgirl, doggy-style or full frontal facial as starting positions by a boss as hot as Lena Ramone! It just goes to show you, if you never ask for it you'll never get it. Just because your boss is a MILF that doesn't mean she would refuse the chance to have you pump her out and splatter her face with dude sauce!

Robin is a thirty-something sweetheart who spent her coed years getting attention from all the popular boys. As she aged she thought she would have a hard time keeping studs interested until she met Andrew Andretti. He is the kind of dude who knows that hot veteran sluts have years of experience satisfying men and know things that the coed crowd would take years to train. Why teach some shy slut dirty milfs how to suck you off when you can get a whore who has already been broken-in?!

Ava Devine is the perfect MILF Boss not only because of her big tits and sexy dimples but because she really knows how to get the whole job done. From sucking shaft in the jawbreaker position with the head of your cock pressed against the inside of her cheek to tearing up and drizzling her eye makeup all over her pretty face as she tries to hold back a flood of saliva with your rod ramming her throat. Don't be shy about asking her for a raise because when it comes to penis nobody can ladies mature sex give yours a raise better than Ava!

That sexy white headband was all the rage at her country club this spring but rich bitch Heidi Brooks is not like some slutty tennis instructor blowing off dudes in the locker-room before they head out on the golf course -- ok well, actually she is exactly like them! The only difference is she tries to keep her whore real milfs activities on the down low by doing dudes like Alex Gonz at work instead of leaving dripping carpet cooter tracks around the club where her husband might catch on and divorce her rump!

Kayla Quinn was a wild slut for a lot of years before she settled down and became a MILF Boss. You can tell by the ink on her shoulder that this woman spent a lot of time on her back servicing men milfs mothers as she climbed her way to the top of the corporate heap one cooche pounding interlude at a time! Now she hides her tattoos under her blue business blouse but every once in a while her inner needs still need to be met. Check out the way she treats her new executive assistants John Esposito and Donny Long when her well oiled slot takes over and sends her brain out on a coffee break!