Diamond Jackson was getting ready for a relaxed night in her bedroom, when she heard a loud noise from the other room. I turns out that someone was breaking in….

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 her wet pussy. After a…

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 the door, that big-titted slut…

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 to find some dick! She…

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 their squirting pussies. Well, rather…

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 she is, just wanted to…

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 to find out why all…

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, the massage turns out to…

Diamond Jackson ha escuchado todo tipo de rumores acerca de uno de los profesores en su grupo. Parece que Mr. D ha estado siendo muy estricto con algunas de sus…

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 spy on them. When Ms….

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 every excuse and chance he…

Diamond Jackson’s new husband convinces her and his son, Justin Hunt, to spend some quality time together watching the game. Diamond is more interested in Justin than in the game,…

Professor Diamond Jackson takes her class very seriously, and at Brazzers University fucking is the most important part of the curriculum. But Justin Hunt missing the entire lecture isn’t doing…

When sexy MILF Diamond Jackson booked a massage, she didn’t expect to be touched by a man… especially not a man like JMac! While she normally wouldn’t do such a…

All this work on her wedding is stressing her out like crazy, but her wedding planner, Diamond Jackson, knows just how to help! Undressing her blonde client, Diamond fingers and…

Diamond Jackson has the luck of the Irish on her side when she discovers a pot of gold in her backyard. Upon closer inspection, the pot is also filled with…