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)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 13)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 14)
Diamond Jackson and Kris Slater in Tonight's Girlfriend (Thumb 15)
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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 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
Latin Adultery

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
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 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
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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
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 - 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 - 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 - 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
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