Category Archives: Diamond Jackson

Diamond Jackson – 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 the ringer. Once he gets a taste of her wet pussy he’ll remember who’s in charge!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 spy on them. When Ms. Jackson gets a whiff of sexual tension between these young lovers, she decides to take over their game and show them how to really play–by getting down and dirty, that is!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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, the massage turns out to be anything but relaxing as Diamond demands a proper fucking from her willing masseuse.

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 bar to help her pick up guys. With none in sight, Diamond is getting hornier by the minute. So when Simone steps out to call her husband Diamond quickly seduces the bartender. She slurps and sucks on his big dick and begs him to fuck her ass, but soon Simone comes back. Diamond casually chats with her friend while the bartender sneakily slides his cock into her tight asshole. Simone realizes what’s going on she’s so offended she goes to leave – but then she gets a look at that big bartender dick and can’t say no to a hot, horny threesome with her best friend.

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – Prison Warden Picks A Plaything

NA

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 of a daughter that the only person getting laid in Diamond’s house will be Diamond! When Brick comes over to see her daughter, Diamond takes him aside and starts rubbing his cock to get him in the mood. His girlfriend entirely forgotten, Brick starts worshipping Dimaond’s beautiful big tits, sucking, squeezing, and titty fucking those big beauties until her pussy is dripping wet. Diamond takes that big dick deep in her wet pussy, grinding on that cock until she gets the big fat facial that will show off who’s really in charge around here!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 she is, just wanted to teach Trinity how to suck dick properly! Diamond showed Trinity how to give the best blowjobs, with deepthroat gagging and lots of sweet sloppy action. Jessy worked through every hole in the room, fucking both of those sexy sluts in their pussies and tight assholes, and then ending the epic anal threesome with a huge pussy creampie!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 to find some dick! She tries getting herself off with a big dildo, fucking her pussy until she cums, but there’s no substitute for the real thing, so Diamond goes downstairs to find her daughter’s study buddy Brick Danger. She gives Brick an incredible deepthroat blowjob, and then he eats her ebony pussy until it’s dripping wet. He fucks her deep in every one of her holes, and after some sweet anal sex he gives her the big facial cumshot that she craves!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 their squirting pussies. Well, rather than being upset about their slutty daughters, Jasmine and Diamond get in a fight about who squirts better! There’s only one way to settle this argument, so Jasmine hikes up her skirt and rubs her pussy until she squirts all over Diamond. Diamond does the same, so to crank things up a notch they grab Dean Corvus, pull out his cock, and then suck and fuck that big dick until there’s squirt all over their big tits, juicy ebony booties, and Dean Corvus’ entire office!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – 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 the door, that big-titted slut went straight for his fat cock! She took that big dick balls deep in her throat and tight pussy, and Erik was so shocked that he ended up in the hospital! He thought he was in the clear, but as soon as the nurse left him alone with the doctor, she revealed herself to be none other than his horny neighbor Diamond! One look at her incredible big tits and Erik forgot all of his fear, fucking her titties, her pussy, and even her tight little asshole before busting a huge load all over her face and big tits!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – Diamond Is A Cocks Best Friend

Diamond Jackson is an insatiable curvy slut who needed a nice fat cock to satisfy her, so we called up Manuel Ferrara to make that pussy squirt. She warmed herself up by rubbing her pretty little pussy and playing with her big ebony tits, and when she was good and dripping wet, Manuel came out to fuck her beautiful face nice and hard. He fucked her tits, her mouth, and her tight tasty pussy until she was cumming so hard that she was squirting like a fountain, and then he gave her a massive facial!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – My Sister-In-Law Is A Whore

Diamond Jackson is a busty ebony call girl who loves big cocks, and Erik Everhard is the horny John who called her up. Only one problem, though: Erik is married to Diamond’s sister! At first she says he can look but not touch, teasing him in her sexy lingerie, and stripping down to nothing but a pair of heels, some black stockings, and a set of garters. Her tune changes as soon as gets a glimpse of Erik’s big dick, though! As soon as she gets her hands on that fat cock, she has to stroke it, suck it, and fill all of her holes with it. Once Erik has fucked her in her mouth, pussy, and tight little ass, he blows a huge load all over her face. Here’s hoping they can keep a secret!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – Fuck, Forgive, and Forget

Diamond Jackson is at home minding her own business when the police show up at her door and tell her that a sneaky little slut named Mischa Brooks has been trying to use her credit card. Diamond covers for her with the cops, but not for free: Diamond waits for her husband to get home so they can share Mischa’s wet pussy. The ladies strip out of their clothes so Diamond can share her husband’s fat cock with Mischa. He goes back and forth, fucking both their tight pussies until he’s ready to shoot a big load all over their faces!

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – A Last Chance at Lust

India Summer didn’t mean to send a wedding invitation to her old girlfriend Diamond Jackson, but it happened. Diamond raced over to have a few words with her former flame. Things heated up, and once India slipped off her robe, and showed off the sweet tan lines on her big natural boobs, there was no going back. Diamond leaned in for a taste of the passionate lust these Milfs used to share, and toy-fucked her former flame right there on the living room sofa.

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here

Diamond Jackson – Corporal Pleasurement

Diamond Jackson’s heard all kinds of rumors about one of the teachers on her staff. It seems Mr. D’s been leaning a little hard on his female students, and it made her eager to see for herself what his unique take on discipline means. Diamond called him into her office to make a close appraisal of his technique, and get a little taste of his open palm spanking her thick mocha ass. All that filthy foreplay got this Milf Ms. Jackson so excited, she spread her legs wide open to fuck his massive rod.

To see Diamond Jackson’s full scene just click here
To view Diamond Jackson’s Babeportal profile click here