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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 know that Diamond is in charge. She takes gets right to jamming that dick down her throat. THIS GIRL DON'T PLAY SON!!! After some of oral, our boy Sean slid deep in that pink hole, hitting the back that pussy until exploding on her face, giving her a nice frosty glaze of cum. ENJOY MOTHAFUCKAS!!!

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 poses turns him on. Diamond takes this as a compliment and decides to ride his big cock.

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.

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 of experience taking over. From the beautiful throat gaging blow job, to the deep hardcore ass fucking I guess the best way to describe this scene is.....FLAWLESS!!!

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 it's time for me to have my fun. I call my favorite porn star, Diamond Jackson, over for the night. I've been a very bad boy during this bachelor party and tonight I want Diamond to punish me for it.

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.

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 to find out why all the jailbirds respect the warden.

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!

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!

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 son is out of the house. Bill decide that all his friend's mom needs is something to help her forget about her loneliness....something like his cock. Bill pounds Diamond all over her couch before jizzing all over her hot body.

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 CV or work experience, these horny ebony nymphos wanted a piece of his big fat cock. Feast your eyes on Jasmine Webb, Anya Ivy, Diamond Jackson, and Jade Aspen as they tested out what really matters in their prospective hire: his sexual prowess! While Keiran was stretching out the pussies and throats of these lusty ladies, watch how these nymphos got each other off with hot lesbian pussy-eating, fingering, and facesitting in their super-nasty office reverse gangbang.

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!

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!

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 is by fucking some new pussy. Being the loving educator that she is Diamond offers up her pussy to help her student in his time of need.

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, Ryan hears the bad news that it's going to be at least two hours for someone to get out there. The good news is that he's stuck with the lovely Diamond and she knows just what to do to pass the time.