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Diamond Jackson and Kyle Mason in Seduced By A Cougar

Diamond Jackson - Seduced By A Cougar

31st May - Diamond Jackson has been dying to take ballroom dancing lessons, and she finally landed an instructor to come to her house and show her some moves! Her instructor, Kyle, arrives and shows her some basic steps to the seductive art of salsa. But apparently he does it so well that he gives himself a boner in the process! The hot cougar can't help but notice the bulge in his pants, especially when he's pressing up against her while they're dancing, and she takes full advantage of it — the way a cougar should. The busty black goddess is no sooner on her knees sucking Kyle's big dick and showing him how to do the sideways hokey-pokey! ...Read More
Diamond Jackson and Bambino in My Friend's Hot Mom

Diamond Jackson - My Friends Hot Mom

10th April - Diamond Jackson is tired of her lazy-ass, good-for-nothing son. He's supposed to be fixing a coffee table for her, but instead she finds his buddy Bambino doing the handiwork in the living room. He said he's doing the dirty work because he owed her son a favor, but Diamond still isn't pleased. She asks Bambino to relieve some of her stress by giving her a massage … on her big tits! He's not so sure of it, but when Mrs. Jackson tells him her husband is away at a poker game for hours and her son's out being a dumbass, Bambino's all in on the hot MILF's pussy! Ebony hot mom Diamond's sexy stockings and dirty talk get Bambino's big dick so hard that he's working with more wood than the coffee table! ...Read More
Ariella Ferrera and Diamond Jackson and Bambino in My First Sex Teacher

Ariella Ferrera - My First Sex Teacher

7th April - Arielle Ferrera gets called into the college because her idiot stepson Bambino did something stupid in class — he pulled his big dick out on a dare! His professor, Diamond Jackson, has a talk with Ariella and him about all this and cautions them that she may need to involve the dean. She has her student show his stepmom exactly what he did, but nobody can believe how massive his cock is when he wriggles it out of his pants! Professor Jackson and Ariella confer in private and make a determination: they're willing to is willing to overlook things if Bambino fucks them in a professor-stepmom threesome! Do you think he'd dare?! ...Read More

Diamond Jackson and Peter Green in My Friend's Hot Mom

Diamond Jackson - My Friends Hot Mom

23rd March - 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 dumb-ass friend and co-conspirator Peter to work in her backyard! The problem is, Peter isn't cut out for the yard work she's having him do, so she pulls his ass inside to help her with something she knows he can do: give her an orgasm! The ebony MILF strips off her top and shoves her big tits in Peter's face and commands him to pull out his dick and get to work! Not just that, but Diamond needs her son's friend to put in extra work and stick his big dick in her ass and give her an anal pounding to make up for his idiocy! ...Read More
Diamond Jackson and Kyle Mason in My First Sex Teacher

Diamond Jackson - My First Sex Teacher

27th January - 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 a few tips for him to learn. ...Read More
Diamond Jackson and Preston Parker in My Wife's Hot Friend

Diamond Jackson - My Wife's Hot Friend

10th August - 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 their marriage is doomed. ...Read More
Diamond Jackson and Bruce Venture in Neighbor Affair

Diamond Jackson - Neighbor Affair

14th September - 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. ...Read More
Diamond Jackson and Kris Slater in Tonight's Girlfriend

Diamond Jackson - Tonight's Girlfriend

20th August - 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. ...Read More
Diamond Jackson in My Friends Hot Mom

Diamond Jackson - My Friends Hot Mom

13th November - 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. ...Read More

Diamond Jackson in My First Sex Teacher

Diamond Jackson - My First Sex Teacher

2nd October - 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. ...Read More
Diamond Jackson in Seduced by a cougar

Diamond Jackson - Seduced By A Cougar

27th August - 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. ...Read More
India Summer and Diamond Jackson in My Friends Hot Mom

Diamond Jackson - My Friends Hot Mom

15th August - 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 to try and persuade him over to their side. They offer him everything from sticky buns to clothes, but he doesn't budge. Finally they give him something no man can resist: their two lovely pussies. ...Read More
Diamond Jackson and Bill Bailey in Seduced by a cougar

Diamond Jackson - Seduced By A Cougar

6th November - Diamond is relaxing in her yard when she catches Bill picking fruit from her trees. He's been stealing from her for weeks now, and she's ready to teach him a lesson. When he tells her he's leaving, she threatens to call the cops on him. She orders Bill to take off his shirt . then to stand on the table . then to take off his pants . then to put his penis in her mouth. His punishment? He has to fuck her until he comes on her tongue. If that's what you get for picking some forbidden fruit, gimme summa THAT!!! ...Read More
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Diamond Jackson - Bra Tug of War

Diamond Jackson - Big Tits In Sports

22nd January - Diamond and Isis have battle long and hard throughout the season and today is the championship match. The are experts when it comes to bra tug of war. When the last tug ends up being a tie the two girls do whatever they can to persuade the referee to lean towards them. Their tits are out and their pussies are dripping with wetness. ...Read More
Diamond Jackson - Used Cars For MILF Boobs

Diamond Jackson - Mommy Got Boobs

12th February - Diamond and her son are shopping for a used car. Salesman Keiran helps them find a good car, but it's a bit pricey for Diamond's budget. In exchange for a lower price she offers him her wonderfully big MILF tits. ...Read More
Diamond Jackson - The Tightest Tutor In Town

Diamond Jackson - Milfs Like it Big

20th June - Diamond Jackson has an insatiable apatite for sex. Additionally she's the county's foremost life sciences tutor. So when handsome Tommy Gunn schedules a biology session with Diamond, you can bet the type of biology she's willing to study can easily be put to practical uses! ...Read More
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Diamond Jackson - Fuckus Group

Diamond Jackson - Big Tits at Work

19th July - Because Diamond is known to be one of the hottest and dirtiest fucks in the world, Keiran asks her to be part of a focus group for Brazzers. She quickly realizes that the best way to show Keiran what a quality fuck is, she's got to demonstrate first hand how nasty she can be on his big cock. ...Read More
Diamond Jackson - To Prank A Skank

Diamond Jackson - Mommy Got Boobs

30th August - Diamond is a naive sweetheart who is always the subject of her daughter Kat's non-stop practical jokes, so when Bill comes over claiming to be her daughter's boyfriend, Diamond assumes it's just another prank. She decides to test his resolve by coming on to him, but when he doesn't crack, she pulls out the big guns, namely, her big tits. ...Read More
Diamond Jackson - One Ride Two Brides

Diamond Jackson - Real Wife Stories

8th October - Rick decides to satisfy his craving for Yankee pussy by ordering himself an American mail order bride. In his excitement, he orders himself not one, but two wives, and has them compete over who will get to be Mrs. Anthony. ...Read More
Asa Akira - One Part Keiran, Two Parts Tits

Asa Akira - Big Tits at Work

7th March - Asa loves getting a little office nookie from her co-worker Keiran, and she doesn't care who sees, no matter how many times their boss Ms. Jackson warns them. When she catches Asa with her tits out, it's the last straw. These two have been turning her on all day, it's time to get some of that cock for herself! ...Read More
Diamond Jackson - Millionaire Squirter

Diamond Jackson - Shes Gonna Squirt

27th December - Diamond is an extremely busy lady in serious need of some cock. She's rich, horny, and on a mission, so she calls up an escort and makes him a deal: if he makes her squirt, she'll give him a car. Get pounding, Toni! ...Read More
Diamond Jackson - Miss Titness America

Diamond Jackson - Big Tits In Sports

15th December - It's time for the ZZ Universe Competition! The excitement is building, and the million-dollar questions are piling up! Which competitor has the sweetest ass? Whose oiled-up titties are the most fuckable? Who is the ultimate cock-sucking champion? Which amazing woman will take home the title of Miss ZZ Universe? Find out now, on ZZ Universe! ...Read More
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Diamond Jackson - Rub Down Diamond

Diamond Jackson - Dirty Masseur

3rd May - Johnny is looking for a certain kind of massage, and he has the money to pick the finest lady in the club. Miss Diamond Jackson is ready to give Johnny the rubdown he's been dreaming of, but Johnny's got some deep massage in store for her too... ...Read More
Diamond Jackson - Give Me Your Breast Offer

Diamond Jackson - Big Tits at Work

13th June - There's nothing more key to closing a sale than really pushing your product. When you've got outrageously big tits like Diamond Jackson, you need a heavy-duty bra to hold them up. She proposes to investor Jordan that he take a closer look at her bra, and an even closer look at what's underneath it. ...Read More
Diamond Jackson - Corporal Pleasurement

Diamond Jackson - Big Tits at School

19th November - 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. ...Read More
Diamond Jackson - Gimme That Dick

Diamond Jackson - Doctor Adventures

9th March - 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! ...Read More
Diamond Jackson - Fuck, Forgive, and Forget

Diamond Jackson - Real Wife Stories

20th December - 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! ...Read More
Diamond Jackson - A Last Chance at Lust

Diamond Jackson - Hot And Mean

28th November - 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. ...Read More

Diamond Jackson - Diamond Is A Cocks Best Friend

Diamond Jackson - Shes Gonna Squirt

5th February - 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! ...Read More
Diamond Jackson - My Sister-In-Law Is A Whore

Diamond Jackson - Milfs Like it Big

24th January - 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! ...Read More
Diamond Jackson - Squirt off 2014

Diamond Jackson - Shes Gonna Squirt

21st October - 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! ...Read More
Diamond Jackson - Weremilf

Diamond Jackson - Milfs Like it Big

31st October - 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! ...Read More
Anya Ivy - Office 4 Play Five

Anya Ivy - Big Tits at Work

12th November - 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. ...Read More
Diamond Jackson - Mom Catches The Babysitter

Diamond Jackson - Moms in control

21st December - 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! ...Read More

Diamond Jackson - Busted and Busty

Diamond Jackson - Mommy Got Boobs

16th February - 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! ...Read More
Diamond Jackson - Prison Warden Picks A Plaything

Diamond Jackson - Hot And Mean

11th June - 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. ...Read More
Diamond Jackson - Aching For Anal

Diamond Jackson - Milfs Like it Big

27th June - 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. ...Read More
Diamond Jackson - Oily Office

Diamond Jackson - Dirty Masseur

3rd September - 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. ...Read More
Diamond Jackson - Dick Crazy Milf

Diamond Jackson - Brown Bunnies

30th August - 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!!! ...Read More
Diamond Jackson - Diamond Jackson Gets Plastered With Cum

Diamond Jackson - Brown Bunnies

18th October - 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!!! ...Read More

Diamond Jackson - Anal Creampie In POV

Diamond Jackson - Brown Bunnies

22nd November - 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 to be fucked deep, in both holes. This Milf will talk dirty to you just the way you like it. Hell, you might bust a nut before the action starts. JMac gave to her just how she loves it! He fucked her deep and hard. Gaping that asshole out, leaving it full of cum. Enjoy! ...Read More
Diamond Jackson - Moms Twist Of Date

Diamond Jackson - Moms in control

6th July - 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! ...Read More
Diamond Jackson - Diamond Is Your Boss

Diamond Jackson - Big Tits at Work

12th July - 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! ...Read More
Nikki Benz - Game, Set, Match Pussy

Nikki Benz - Big Tits In Sports

30th August - 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 can get to be closer to the action—that is, closer to the ladies' tits and asses! Diamond and Nikki serve up some hot fucking to the perverted ball boy! ...Read More