All videos for the tag : Diamond Jackson (46 videos)
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You May Now Peg The Bride | Aspen Rose, Diamond Jackson4987100:43:54
All this work on her wedding is stressing her out like crazy, but her wedding planner, Diamond Jackson, knows just how to help! Undressing her blonde client, Diamond fingers and licks every inch her sweet, wet pussy. It’s been a while since Aspen has had her pussy played with but even longer since she’s been...
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Diamond Jackson Protects Her Home | 20182815100:37:59
Diamond Jackson was getting ready for a relaxed night in her bedroom, when she heard a loud noise from the other room. I turns out that someone was breaking in. she quickly grabbed her baseball bat and went in pursuit. She snuck behind the home intruder and just when she was about to do something,...
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Eye on the Infield | Diamond Jackson, Justin Hunt | 20187711400:34:42
Diamond Jackson’s new husband convinces her and his son, Justin Hunt, to spend some quality time together watching the game. Diamond is more interested in Justin than in the game, and tries to get him off with her husband right beside her. Starting out with an innocent handjob, she fakes a chill to be able...
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Milfy Diamond wants to get her son onto the college soccer team, but he hasn’t made the cut! Determined, Diamond drags him over to Coach Dupree’s house to demonstrate his worth. While her son fumbles with the ball, Diamond decides it’s time for more desperate measures. Sneakily, Diamond gets on her knees and sucks the...
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Cougar Sightings 3 – Full Movie (2018)4476703:15:25
Fine, I’ll Fuck Your Son Courtney couldn’t get Marcus to give her the D. In desperation Courtney walked down the hall to her new step-son’s bedroom. When Courtney rolled down his boxers, the surprise of her life awaited her in the form of a foot-long dick that made her wet. Courtney hopped on and rode Danny...
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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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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...
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Diamond Jackson & Kyle Mason in Seduced By A Cougar (2017)2692800:28:39
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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Rubbing Down A Horny Slut – Full Movie (2017)2496604:03:51
Going Deep With Alexa When Alexa Tomas orders a house-call massage from Danny D, she makes no bones about the fact that she’s really buying an erotic rub-down. Firm, gentle caresses up every inch of her tight, fit body make her come alive, and her pussy wet and swollen and ready to swallow up Danny’s...
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Cougar Sightings 2 – Full Movie (2017)2972803:17:18
Cock craving MILFs on the prowl, ready to pounce on their next big dick! Watch as these experienced mamas eagerly claw their way to a purrfect orgasm!
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Diamond Jackson & Bambino in My Friend’s Hot Mom (2017)3449400:30:06
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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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 & Peter Green in My Friend’s Hot Mom (2017)2262600:26:21
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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Diamond Jackson & Kyle Mason in My First Sex Teacher (2017)3859700:31:21
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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Work Hard . . . Fuck Harder – Full Movie (2017)6579003:09:47
The Window Watcher Danny D’s job as a window washer isn’t always rewarding, but his luck is about to change. Busty businesswoman Patty Michova is feeling flirty and she likes the way Danny handles that squeegee. She gives him a little tease of her big tits before sucking his massive cock through her expertly cleaned...
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Diamond Jackson & Brad Sterling in I Have a Wife (2017)2327300:26:56
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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Tony and Diamond rent a hotel room to take a night off from parenting. Little do they know, jealous Jade has showed up – and it’s Tony’s job to make sure Diamond doesn’t find out. Will Tony be able to satisfy both women – without getting his dick caught in some mother daughter crossfire?
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My White Stepdad Part 2 – Diamond Jackson, Tony D (2016)4440300:33:06
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Drive By Milf – Diamond Jackson, Brick Danger (2016)3614100:25:05
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…
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Busting On Diamond – Diamond Jackson, Sean Lawless (2016)3865700:34:00
Diamond Jackson caught her stepson beating his meat but before letting her presence be known, she slid her fingers down her panties and inside of her wet pussy. After a few minutes of finger fucking herself, she approached and startled her stepson. He tried to justify having his dick out but Diamond wasn’t hearing it....
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Diamond Jackson & Tony Rubino in My Friend’s Hot Mom (2016)2491600:28:36
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 & Peter Green in My Friend’s Hot Mom (2016)1836700:31:15
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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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 & Preston Parker in My Wife’s Hot Friend2527500:31:55
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.
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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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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...