Diamond Jackson - Corporal Pleasurement (Big Tits at School)

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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 Work

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Diamond Jackson - Corporal Pleasurement (Thumb 09)
Diamond Jackson - Corporal Pleasurement (Thumb 10)
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Big Tits At School

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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
Asa Akira - One Part Keiran, Two Parts Tits

Asa Akira - Big Tits at Work

7th March - Asa loves getting a little office nookie from her co-worker Keiran, and she doesn't care who sees, no matter how many times their boss Ms. Jackson warns them. When she catches Asa with her tits out, it's the last straw. These two have been turning her on all day, it's time to get some of that cock for herself! ...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 - Bra Tug of War

Diamond Jackson - Big Tits In Sports

22nd January - Diamond and Isis have battle long and hard throughout the season and today is the championship match. The are experts when it comes to bra tug of war. When the last tug ends up being a tie the two girls do whatever they can to persuade the referee to lean towards them. Their tits are out and their pussies are dripping with wetness. ...read more
Diamond Jackson - Prison Warden Picks A Plaything

Diamond Jackson - Hot And Mean

11th June - Diamond Jackson loves being a prison warden because she gets to fuck fresh delinquent pussy whenever she wants. Alex Little is newly incarcerated and about to find out why all the jailbirds respect the warden. ...read more
Diamond Jackson - Gimme That Dick

Diamond Jackson - Doctor Adventures

9th March - When Erik's busty neighbor Diamond Jackson invited him over for a drink, he didn't expect to get laid. But as soon as he walked through the door, that big-titted slut went straight for his fat cock! She took that big dick balls deep in her throat and tight pussy, and Erik was so shocked that he ended up in the hospital! He thought he was in the clear, but as soon as the nurse left him alone with the doctor, she revealed herself to be none other than his horny neighbor Diamond! One look at her incredible big tits and Erik forgot all of his fear, fucking her titties, her pussy, and even her tight little asshole before busting a huge load all over her face and big tits! ...read more
Asses In Public

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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 - 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 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 At School

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
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 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