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)
Latin Adultery
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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
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 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
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 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
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Diamond Jackson - Undercover Step-Mother

Diamond Jackson - Moms in control

17th November - Tyler is fed-up having to deal with Evelin's stepmom. He has to go to ridiculous lengths to see her because Diamond has banished him from the house. So he's decided to sneak in one last time to see his girlfriend. When he thinks he's in the clear, he starts making out with Evelin. Turns out he never should have underestimated Diamond's knack for knowing absolutely everything that goes on under her roof. Diamond decides she's going to teach Tyler and Evelin a lesson they won't soon forget. If they're going to fuck under her roof, they're going to do it her way! ...Read More
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 - 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 - 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 - 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 - 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