All videos for the tag : Diamond Jackson (46 videos)

• You May Now Peg The Bride | Aspen Rose, Diamond Jackson

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  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...

• Diamond Jackson & Peter Green in Naughty Office (2015)

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  Diamond Jackson loves getting her feet rubbed, but her employee, Levi, is tired of doing it. Levi comes up with a plan to get the new guy, Peter, to rub Diamond’s feet. He has Peter sneak under her desk and rub her feet when she gets back to the office. Peter goes to work as...

• Aching For Anal – Diamond Jackson, Simone Soney & Bill Bailey (2015)

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  Diamond Jackson is a newly divorced milf eager to find a young, thick cock to fuck, so she drags her married friend Simone to a bar to help her pick up guys. With none in sight, Diamond is getting hornier by the minute. So when Simone steps out to call her husband Diamond quickly seduces...

• Diamond Jackson Gets Plastered With Cum (2015)

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  GETTING PLASTERED WITH CUM!!!! That’s just the way Diamond Jackson likes it. That’s right, this hot MILF returns to Brown Bunnies. From the start you know that Diamond is in charge. She takes gets right to jamming that dick down her throat. THIS GIRL DON’T PLAY SON!!! After some of oral, our boy Sean slid...

• Dick Crazy Milf – Diamond Jackson (2015)

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  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!!!

• Diamond Jackson & Bruno Dickemz in My First Sex Teacher (2015)

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  Diamond Jackson took her student’s phone away for having it in class. She also found pics of his dick on the phone. She can’t believe how big it looks in the pictures so she makes her student whip it out to prove its length. Once she gets her eyes on it she can’t help but...

• She’s Gonna Squirt 8 – Full Movie (2015)

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• Diamond Jackson & Levi Cash in My Friends Hot Mom (2015)

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  Diamond Jackson finds her son’s friend, Levi, throwing rocks at her son’s window trying to get his attention. Diamond puts an end to that quick and hollers for Levi to come inside. Seems like Levi is having girl problems and was looking to get some help from his friend. Since his friend is out, Diamond...

• Diamond Jackson & Sean Lawless in Seduced By A Cougar (2016)

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  Diamond Jackson is on vacation. Hot and horny, she’s got her eye on the hotel concierge. Watch her use her seductive power and fuck the shit out this lucky guy.

• Oily Office – Diamond Jackson, Johnny Sins (2015)

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  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.

• Undercover Step-Mother – Diamond Jackson, Evelin Stone & Tyler Steel (2017)

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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...

• Prison Warden Picks A Plaything – Alex Little, Diamond Jackson

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  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.

• Diamond Jackson & Brad Sterling in I Have a Wife (2017)

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  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.

• Young Juan Takes on a Brickhouse – Diamond Jackson, Juan El Caballo Loco (2017)

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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...

• Diamond Jackson & Peter Green in My Friend’s Hot Mom (2017)

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  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...

• Game, Set, Match Pussy – Nikki Benz, Diamond Jackson & Jordi El Nino Polla

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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...