Diamond Jackson in Oily Office
Bitchy boss Diamond Jackson is so uptight that upper management has decided to pay for her to get a nice relaxing massage. Unfortunately for them,...
Category: Diamond Jackson
Diamond Jackson – Bangbros (Dick Crazy Milf)
Diamond Jackson………..WOW! That is all I can really say after watching the Best Milf in the business, do her work. This is a fine example...
Diamond Jackson in Naughty America (Diamond Jackson and Kris Slater in Tonight’s Girlfriend)
I’ve been hanging out for a few days with my boys for one of their bachelor parties. The bachelor had a great time, but now...
Diamond Jackson in Aching For Anal
Diamond Jackson is a newly divorced milf eager to find a young, thick cock to fuck, so she drags her married friend Simone to a...
Diamond Jackson in Prison Warden Picks A Plaything
Diamond Jackson loves being a prison warden because she gets to fuck fresh delinquent pussy whenever she wants. Alex Little is newly incarcerated and about...
Diamond Jackson in Busted and Busty
When Diamond overhears her daughter talking dirty to her boyfriend Brick Danger over the phone, that busty black MILF is determined to show her slut...
Diamond Jackson in Mom Catches The Babysitter
When Diamond Jackson caught her slutty babysitter Trinity St Clair fucking her boyfriend Jessy, Trinity thought she was done for. But Diamond, cock-hungry MILF that...
Diamond Jackson in Naughty America (Diamond Jackson in My Friends Hot Mom)
Bill stops by to pick up some of his friend’s stuff from his friend’s mom’s, Diamond Jackson’s, house. Diamond sure is lonely now that her...
Anya Ivy in Office 4 Play Five
Leave it to the four bosses interviewing Keiran Lee for a job today to toy with him in the board-room. Instead of looking at his...
Diamond Jackson in Weremilf
Diamond Jackson is usually a great mom, but every time there’s a full moon, the mystical power of the Weremilf takes over and she has...
Diamond Jackson in Squirt off 2014
Jasmine Webb and Diamond Jackson have been called into Dean Corvus’s office because their daughters have been going to sexy frat parties to show off...
Diamond Jackson in Naughty America (Diamond Jackson in My First Sex Teacher)
Diamond Jackson consoles her student after he’s been dumped by his girlfriend. Diamond decides that the best way for him to get over his ex...
Diamond Jackson in Naughty America (Diamond Jackson in Seduced by a cougar)
Ryan locked his keys in his car and went to a nearby house to use a phone to call for help. After making the call,...
Diamond Jackson in Naughty America (India Summer and Diamond Jackson in My Friends Hot Mom)
Diamond Jackson & India Summer really want to make sure that their kid’s soccer team wins this season so they invite the new referee over...
Diamond Jackson in Gimme That Dick
When Erik’s busty neighbor Diamond Jackson invited him over for a drink, he didn’t expect to get laid. But as soon as he walked through...