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Latest Updates Featuring Diamond Jackson

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
Latin Adultery

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
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


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