Big Playground Ass Porn Movies

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Jack’s Playground: Big Ass Show 7

Jack’s Playground: Big Ass Show 7
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A FantASStic Show Are you ready for some extreme bubble bursting butts?

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Jack’s Playground: Big Ass Show 8

Jack’s Playground: Big Ass Show 8
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Teagan Presley & ANAL, does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and they…

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Jack’s Playground: Big Ass Show 6

Jack’s Playground: Big Ass Show 6
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Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

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Jack’s Playground: Big Ass Show 5

Jack’s Playground: Big Ass Show 5
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Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

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Jack’s Playground: Big Ass Show 4

Jack’s Playground: Big Ass Show 4
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Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…

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Jack’s Playground: Big Ass Show 3

Jack’s Playground: Big Ass Show 3
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Big, Hot and Kinky! “More Cushin For the Pushin”

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Jack’s Playground: Big Ass Show 2

Jack’s Playground: Big Ass Show 2
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Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

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Jack’s Playground: Big Ass Show

Jack’s Playground: Big Ass Show
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Mega Packed with Juicy Crack “Check out these packs with juicy crack presented by Jack”

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Jack’s Playground: Big Ass Show 9

Jack’s Playground: Big Ass Show 9
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Jack’s busy in his playground casting big-ass babes for leading roles in his music videos. This time he gets Alexis Texas and Shyla Stylez to bend over for him. These…

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Fucking That Big Dirty Ass

31 mins.
Fucking That Big Dirty Ass
IMDb: N/A
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Fucking That Big Dirty Ass. Velvet has proven that her body is a playground for unlimited sexual pleasure. You can stick anything you want anywhere you want and she is…

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Jack’s Playground: Big Tit Show 8

Jack’s Playground: Big Tit Show 8
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Jack’s Playground: Big Tit Show 8. Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s…

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TS Playground 33: Ladyboy Edition

TS Playground 33: Ladyboy Edition
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Hot TS Babes Alice and Skye Enjoy His Big Dick Together Cute Little TS Lee Gets Her Ass Hammered Busty Trans Babe Pleasures Herself Lovely Tatted TS Patti Rides His…

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TS Playground 36

TS Playground 36
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TS Playground 36 Director Jay Sin, the purveyor of fun-loving filth, spotlights alluring she-starlets and decadent delights in “TS Playground 36.” Jay’s keen, creative eye captures playful perversion – tempting…

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Jack’s Playground: Asian Adventure 2

Jack’s Playground: Asian Adventure 2
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When Jack puts his mind to something, the filthy possibilities are endless! In Jack’s Playground: Asian Adventure 2, Jack rounds up the most exotic Asians he can find for a…

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TS Playground 27

TS Playground 27
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TS Playground 27 Director Jay Sin spotlights the sexiest trans talent from Brazil and the U.S. in TS Playground 27. Femme but very functional beauties tease the camera with their…

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TS Playground 25

TS Playground 25
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Director Jay Sin, the master of playfully nasty anal pornography, turns his camera toward the exotic world of glamorous T-girls and the kinky dudes that love them: TS Playground 25…

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Anal Playground

Anal Playground
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For the anal connoisseur. Jada dresses like a big girl…to take on her big DP! Goodness Gapeness! Bibi Noel is open wide! Holly Michaels’ Ass…is an anal playground! Trinity St…

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TS Playground 6

TS Playground 6
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Kinky porn pioneer Jay Sin has won ass-obsessed hearts through an amazing career of documenting extreme rectal perversity with the most anally acrobatic ladies in the game. His explosive she-male…

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TS Playground 12

TS Playground 12
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Creative pornographer Jay Sin presents sexy, offbeat she-male scenarios in “TS Playground 12.” Bleached blonde and butch, alterna-tranny Danni Daniels dominates skinny Dustin Reeves in a surreal scene — Danni…

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Classic Jesse

Classic Jesse
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Classic Jesse Digital Playground brings you one of the biggest sex icons to ever grace the camera in the beautiful Jesse Jane in what are some of her best classic…

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TS Playground 22: Ladyboy Edition

TS Playground 22: Ladyboy Edition
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Anally obsessed director Jay Sin and his adventurous cast explore the sensual pleasures of ultra-feminine, fully functional Thai T-girls in ‘TS Playground 22,’ the second ‘Ladyboy Edition’ to date for…

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Ts playground 3

Ts playground 3
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“Anally motivated director Jay Sin focuses on the gender-bending world of she-males in his new “TS Playground 3.” It’s full of gorgeous, feminine transsexuals taking on girls, guys and other…

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TS Playground 11

TS Playground 11
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Featuring Deija Delions! Sexy Camila Loves To Fuck Her Boy Deep! Hung Sabrina And Beautiful Jhenifer Team Up To Fuck Their Boy Toy! Introducing Gorgeous Nadia Aleksandra! Superstar Bruna Butterfly…

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50 YO Anal Loving GILFS

1 hrs. 28 mins.
50 YO Anal Loving GILFS
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50 YO Anal Loving GILFSMandy Monroe: Toy time then cock time.Big titted Trixie Dicksin’s ass is your playground.Mya gets DP’d by her toy and a real cock.How much is Nowell…

Genre: Featured
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Code Of Honor

2 hrs. 34 mins.
Code Of Honor
IMDb: N/A
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2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Time to bring out…

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Titlicious

Titlicious
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The best titty surplus store in town.. With the debut of the series “Titlicious”, Digital Playground introduces a new name in hardcore gonzo entertainment for big tit lovers. Featuring bigger…

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My First Porn 7

My First Porn 7
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An All New Series That Tries Really Hard To Fit In.. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features…

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Pick Ups And Auditions

Pick Ups And Auditions
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Pick Ups And Auditions. Nina Rotti She swallows every drop of L.T.’s load!. Nellie Tiger That pussy gets pounded every which way!. Pocahontas Big phat ass for a monster dick!….

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6th Annual Tranny Awards: The Winners

2 hrs. 15 mins.
6th Annual Tranny Awards: The Winners
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6th Annual Tranny Awards: The Winners. 6th Annual Tranny Awards: The Winners is directed by Blackula. The performers in this movie won awards at the most recent Tranny Awards in…

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Dogg Piled: Swinger MILF Gangbangs

Dogg Piled: Swinger MILF Gangbangs
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Dogg Piled: Swinger MILF Gangbangs Big butt swing wife MILF, Gracie Playground, was nice enough to show up to her video shoot with her hubby, Brick. Dogg invited over a…

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This Is Definitely Not Ugly Betty: A XXX Tranny Parody

This Is Definitely Not Ugly Betty: A XXX Tranny Parody
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1st Ever T-Girl Adult Parody! Loosely based on the pilot episode of the hit TV show, This Is Definitely Not Ugly Betty: A XXX Tranny Parody starts at the beginning….

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Black Cheerleader Search 81

Black Cheerleader Search 81
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Fresh, Big Asses! Cute little black girls, built like race horses. Their shaved pussies take cock for the team. If you like hot and nasty dark skinned cheerleaders, you’ve cum…

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Anal Hotties 3

Anal Hotties 3
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Sodomy specialist Mike Adriano welcomes comely cuties to his backdoor playground in Anal Hotties #3, a tour de of wet, sloppy blow jobs, lewd rimming and sphincter-stretching rectal ravaging! A…

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Bad Girls 2

Bad Girls 2
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Digital Playground girls are the baddest on the block. Digital Playground’s Bad Girls 2 is the new, kinky gonzo from acclaimed director Robby D. Contract stars Riley Steele and Angelina…

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Gabriella Fox Foxxxy

Gabriella Fox Foxxxy
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Gabriella Fox Foxxxy Gabriella Fox, Digital Playground’s sultry Latina contract girl, stars in three of six scenes of the must-own “Gabriella Fox: Foxxxy”. The gorgeous starlet loses all her inhibitions…

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Jack’s Asian Adventure 3

Jack’s Asian Adventure 3
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When Jack puts his mind to something, the filthy possibilities are endless! In JACK`S ASIAN ADVENTURE 3, Jack rounds up the most exotic Asians he can find for a wild…