Diamond Jackson - Corporal Pleasurement (Big Tits at School)


Scene description

Diamond Jackson's heard all kinds of rumors about one of the teachers on her staff. It seems Mr. D's been leaning a little hard on his female students, and it made her eager to see for herself what his unique take on discipline means. Diamond called him into her office to make a close appraisal of his technique, and get a little taste of his open palm spanking her thick mocha ass. All that filthy foreplay got this Milf Ms. Jackson so excited, she spread her legs wide open to fuck his massive rod.

Scene Tags

Big Dick Worship, School Fantasies, Femdom, MILF, Ebony, Brunette, Big Tits, Principal, Ass Worship, Big Tits Worship
Big Tits At School


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Big Tits At Work


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
Anya Ivy - Office 4 Play Five

Anya Ivy - Big Tits at Work

12th November - Leave it to the four bosses interviewing Keiran Lee for a job today to toy with him in the board-room. Instead of looking at his CV or work experience, these horny ebony nymphos wanted a piece of his big fat cock. Feast your eyes on Jasmine Webb, Anya Ivy, Diamond Jackson, and Jade Aspen as they tested out what really matters in their prospective hire: his sexual prowess! While Keiran was stretching out the pussies and throats of these lusty ladies, watch how these nymphos got each other off with hot lesbian pussy-eating, fingering, and facesitting in their super-nasty office reverse gangbang. ...read more
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
Big Tits At School

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 - 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 - A Last Chance at Lust

Diamond Jackson - Hot And Mean

28th November - India Summer didn't mean to send a wedding invitation to her old girlfriend Diamond Jackson, but it happened. Diamond raced over to have a few words with her former flame. Things heated up, and once India slipped off her robe, and showed off the sweet tan lines on her big natural boobs, there was no going back. Diamond leaned in for a taste of the passionate lust these Milfs used to share, and toy-fucked her former flame right there on the living room sofa. ...read more
Big Tits At Work


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
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 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
Big Tits In Sports

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
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
Big Tits In Sports

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