Diamond Jackson - Diamond Jackson and Kris Slater in Tonight's Girlfriend (Tonight's Girlfriend)

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Scene Description

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.

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Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 01)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 02)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 03)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 04)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 05)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 06)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 07)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 08)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 09)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 10)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 11)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 12)
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Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 15)

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
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 Kris Slater in My First Sex Teacher

Diamond Jackson - My First Sex Teacher

6th November - Ms. Jackson steps out of the room for a quick second & Kris, the class clown, decides to write what he really likes about Ms. Jackson on the board. What is this, Ms. Jackson asks. I didn't do it, says Kris. I know you did, says Ms. Jackson, now if you wanna draw the real thing, touch em first. ...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
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 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


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


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


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


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


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


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

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