All videos for the tag : Diamond Jackson (46 videos) - page 2
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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...
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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.
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Diamond has her son’s friend dropping something off at her house, and little does he know he’s in for a treat of a lifetime.
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JMac and Levi sneak into their friend’s house to play a prank on him. They are out to embarrass their friend by raiding his mom’s pantie drawer. Their friend’s mom, Diamond Jackson, comes home early and catches them in the act. She decides since they want to see her panties so badly that she might...
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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...
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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...
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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...
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Diamond Jackson is on vacation. Hot and horny, she’s got her eye on the hotel concierge. Watch her use her seductive power and fuck the shit out this lucky guy.
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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!
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Diamond Jackson is getting a quote to have her patio remodeled but she’s not happy with the price so she makes a deal with the contractor. She fucks him in exchange for a better deal on her renovation.
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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...
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Tony and Diamond Jackson’s son are hitting the clubs tonight, but Tony is in need of a decent shirt. Diamond allows him to borrow one of her husbands. While Tony is in her bedroom trying on a shirt, she jumps on the opportunity to get some dick.
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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.
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Diamond Jackson is a little concerned about her daughter’s husband. She wants to make sure that he’s fucking her daughter right, so Diamond gives him a few pointers on the right way to fuck women.
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Our boy Juan is in the shower fantasizing and jerking off. His stepmom Diamond comes into the bathroom and ready’s herself for a shower. Not knowing what to do, he peaks through the curtain as the buxom cougar takes her clothes off. Mesmerized by her big giant titties and slamming body, he decides to try...
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Diamond Jackson got all dressed up in some sexy lingerie for her husband. She really enjoyed that trip he took her on and decides it’s time to thank him.
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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...
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When an unsuspecting MILF accidentally backs her mini-van over a grungy skateboarder, she knows EXACTLY what to do to nurture the young lad back to hearty and HARD good health…
