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Scene Description

Diamond Jackson is usually a great mom, but every time there's a full moon, the mystical power of the Weremilf takes over and she has to find some dick! She tries getting herself off with a big dildo, fucking her pussy until she cums, but there's no substitute for the real thing, so Diamond goes downstairs to find her daughter's study buddy Brick Danger. She gives Brick an incredible deepthroat blowjob, and then he eats her ebony pussy until it's dripping wet. He fucks her deep in every one of her holes, and after some sweet anal sex he gives her the big facial cumshot that she craves!

Scene Tags

Anal, MILF, Ebony, Black Hair, Mom, Squirt, Sex Toys, Blowjob (POV), Big Tits, Halloween

Big Tits At Work
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Diamond Jackson - Weremilf (Thumb 01)
Diamond Jackson - Weremilf (Thumb 02)
Diamond Jackson - Weremilf (Thumb 03)
Diamond Jackson - Weremilf (Thumb 04)
Diamond Jackson - Weremilf (Thumb 05)
Diamond Jackson - Weremilf (Thumb 06)
Diamond Jackson - Weremilf (Thumb 07)
Diamond Jackson - Weremilf (Thumb 08)
Diamond Jackson - Weremilf (Thumb 09)
Diamond Jackson - Weremilf (Thumb 10)
Diamond Jackson - Weremilf (Thumb 11)
Diamond Jackson - Weremilf (Thumb 12)
Diamond Jackson - Weremilf (Thumb 13)
Diamond Jackson - Weremilf (Thumb 14)
Diamond Jackson - Weremilf (Thumb 15)
Big Tits At Work
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Diamond Jackson - Oily Office

Diamond Jackson - Dirty Masseur

3rd September - Bitchy boss Diamond Jackson is so uptight that upper management has decided to pay for her to get a nice relaxing massage. Unfortunately for them, the massage turns out to be anything but relaxing as Diamond demands a proper fucking from her willing masseuse. ...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 - My Sister-In-Law Is A Whore

Diamond Jackson - Milfs Like it Big

24th January - Diamond Jackson is a busty ebony call girl who loves big cocks, and Erik Everhard is the horny John who called her up. Only one problem, though: Erik is married to Diamond's sister! At first she says he can look but not touch, teasing him in her sexy lingerie, and stripping down to nothing but a pair of heels, some black stockings, and a set of garters. Her tune changes as soon as gets a glimpse of Erik's big dick, though! As soon as she gets her hands on that fat cock, she has to stroke it, suck it, and fill all of her holes with it. Once Erik has fucked her in her mouth, pussy, and tight little ass, he blows a huge load all over her face. Here's hoping they can keep a secret! ...Read More
Big Tits In Sports

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 - Used Cars For MILF Boobs

Diamond Jackson - Mommy Got Boobs

12th February - Diamond and her son are shopping for a used car. Salesman Keiran helps them find a good car, but it's a bit pricey for Diamond's budget. In exchange for a lower price she offers him her wonderfully big MILF tits. ...Read More
Diamond Jackson - Fuck, Forgive, and Forget

Diamond Jackson - Real Wife Stories

20th December - Diamond Jackson is at home minding her own business when the police show up at her door and tell her that a sneaky little slut named Mischa Brooks has been trying to use her credit card. Diamond covers for her with the cops, but not for free: Diamond waits for her husband to get home so they can share Mischa's wet pussy. The ladies strip out of their clothes so Diamond can share her husband's fat cock with Mischa. He goes back and forth, fucking both their tight pussies until he's ready to shoot a big load all over their faces! ...Read More
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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 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 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
Big Tits At School

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 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
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