Nick East isn't the kind of guy who takes a job working for someone else. He normally runs his own show, but when Allesandra needed some temporary help he agreed to give her a hand so long as it was done on his terms. He gets to fuck her as hard as he can every morning before his work day starts and her big tits serve as his own personal cum canvas where she deposits all the cream for her morning coffee. The day she stops trading pussy for office help Nick is done with her... but for now this MILF is paying benefits better than any 401K!

In the United States women can't be the hungry whores they wish they were once they become bosses because they have to worry about sexual harassment suits. If you go over the border and get a foreign fuck like Heidi Maine to hire you instead then you can bet she will be kneeling between your legs with your bone slamming the back of her throat long before you make it to your first official lunch break. Heidi is a MILF Boss and she knows how valuable time at work is so don't hold back and drag this out... go ahead and white-wash her face as fast as you can. She has plenty of other people... err,uhmmm, "things"... to do today!

Kendra Secrets is not your typical employer. For one thing, she only hires men... and for another, all the men she hires are young guys in good shape with a big bulge in their jeans. If you fit that description you should definitely send her your resume and ask for an interview because whether she hires you full time or part time you can be sure you will be spending most of your time balls deep in this babe's box! Her perfectly shaved hairless pussy doesn't taste a day over twenty-two... and when you get all the way up her ass you will swear her holes are ten years young than she is!

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 a stock worker but he never thought he would be offered female cowgirl, doggystyle 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 man sauce!

Ava Devine is the perfect MILF Boss not only because of her huge tits and sexy dimples but because she really knows how to get the whole job done. From sucking cock in the jawbreaker position with the head of your dick 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 give yours a raise better than Ava!