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


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 In Sports


Diamond Jackson - Give Me Your Breast Offer

Diamond Jackson - Big Tits at Work

13th June - There's nothing more key to closing a sale than really pushing your product. When you've got outrageously big tits like Diamond Jackson, you need a heavy-duty bra to hold them up. She proposes to investor Jordan that he take a closer look at her bra, and an even closer look at what's underneath it. ...read more
Diamond Jackson - Fuckus Group

Diamond Jackson - Big Tits at Work

19th July - Because Diamond is known to be one of the hottest and dirtiest fucks in the world, Keiran asks her to be part of a focus group for Brazzers. She quickly realizes that the best way to show Keiran what a quality fuck is, she's got to demonstrate first hand how nasty she can be on his big cock. ...read more
Diamond Jackson - Millionaire Squirter

Diamond Jackson - Shes Gonna Squirt

27th December - Diamond is an extremely busy lady in serious need of some cock. She's rich, horny, and on a mission, so she calls up an escort and makes him a deal: if he makes her squirt, she'll give him a car. Get pounding, Toni! ...read more
Big Tits In Sports

Diamond Jackson - Squirt off 2014

Diamond Jackson - Shes Gonna Squirt

21st October - Jasmine Webb and Diamond Jackson have been called into Dean Corvus's office because their daughters have been going to sexy frat parties to show off their squirting pussies. Well, rather than being upset about their slutty daughters, Jasmine and Diamond get in a fight about who squirts better! There's only one way to settle this argument, so Jasmine hikes up her skirt and rubs her pussy until she squirts all over Diamond. Diamond does the same, so to crank things up a notch they grab Dean Corvus, pull out his cock, and then suck and fuck that big dick until there's squirt all over their big tits, juicy ebony booties, and Dean Corvus' entire office! ...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 - 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 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 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
Big Tits At Work

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 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
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