Diamond Jackson in Naughty America (Diamond Jackson and Peter Green in My Friend’s Hot Mom)
Diamond Jackson is beside herself! Her dumb-ass son is in jail for running her car off the road, and now she had to put his...
Category: Diamond Jackson
Diamond Jackson in Naughty America (Diamond Jackson and Kyle Mason in My First Sex Teacher)
Diamond Jackson has a problem student in her sexuality class. He thinks he knows it all when it comes to pleasing women, but Diamond has...
Diamond Jackson – Digital Playground (My White Stepdad Part 4)
Tony and Diamond rent a hotel room to take a night off from parenting. Little do they know, jealous Jade has showed up – and...
Diamond Jackson – Digital Playground (My White Stepdad Part 2)
On Diamond’s wedding day, Diamond can’t wait to fuck Tony. She needs to have him right now – right on top of her own wedding...
Diamond Jackson – Digital Playground (Drive By Milf)
When an unsuspecting MILF accidentally backs her mini-van over a grungy skateboarder, she knows EXACTLY what to do to nurture the young lad back to...
Diamond Jackson – Reality Kings (Busting On Diamond)
Diamond Jackson caught her stepson beating his meat but before letting her presence be known, she slid her fingers down her panties and inside of...
Nikki Benz in Game, Set, Match Pussy
Diamond Jackson and Nikki Benz are enjoying a friendly tennis game when suddenly they’re approached by a ball boy, Jordi El Nino Polla. Jordi tries...
Diamond Jackson in Naughty America (Diamond Jackson and Preston Parker in My Wife’s Hot Friend)
Preston Parker and his wife are starting to question their marriage. His wife asks her friend, Diamond Jackson, to spice things up for them before...
Diamond Jackson in Diamond Is Your Boss
Diamond always rides her staff hard, and today is no exception. A perverted employee is spying on her and she’s ready to put him through...
Diamond Jackson in Moms Twist Of Date
Shy Crystal Rae has invited over Jessy Jones to her house to play some board games. Only, her horny stepmother, Diamond Jackson, can’t help but...
Diamond Jackson – Bangbros (Anal Creampie In POV)
Today’s BrownBunnies features the always sexy Milf, Diamond Jackson. The lady is a motherfuking handful I tell you. She loves to suck dick and loves...
Diamond Jackson – Bangbros (Diamond Jackson Gets Plastered With Cum)
GETTING PLASTERED WITH CUM!!!! That’s just the way Diamond Jackson likes it. That’s right, this hot MILF returns to Brown Bunnies. From the start you...
Diamond Jackson in Naughty America (Diamond Jackson and Bruce Venture in Neighbor Affair)
Diamond Jackson is doing some yoga in her yard when her neighbor sneaks in to watch her. He confesses that watching her do those sexy...
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,...
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...