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Cousin Nick P., Ph.D., drops knowledge on what it’s like to cut these muthafuckas.

Choc full o’ fun and flavor!

Watch Tera take the double Buda! See Rocki take it in the… barn… and will Tommy ever pop?

Montel’s back in da house! What’s da assfuckathon?

Analizar Esto Maricon … Did I just speak Spanish?

“Lets listen to these cummentators discuss their thoughts on Jack’s bitches.” And cut the farting.

“The playground keeps getting better with new hot pussy. This could be the sexiest of the series! Just load up, and get ready for the wet target!”

Jack be Nimble. Jack be Quick. Jack be Back Muthafucka.

Jack turns 1!…and there’s a whole lotta frosting on deez cakes!

Busting holes and leaving stains! For most of their lives, the group of smoking hot, perpetually wet, ball sucking wenches are spent being catered to hand and foot. In fact,…

Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the second volume, Digital Playground’s…

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…

Brazzers: Alexis Fawx & Holly Hendrix & Charles Dera – Our Cute Little Plaything 2

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…

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…

TS Playground 26 In TS Playground 26, outrageous director Jay Sin combines gender-bending transsexual erotica with extreme anal perversion: Four femme, functional T-girls take on adventurous studs for butt fucking,…

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…

In TS Playground 24, distinctive director Jay Sin spotlights feminine, fully functional trans beauties in solo sessions and gender-bent trysts with adventurous, hung studs. Tanned TS Bruninha Almeida joins Spencer…

So now enjoy the four hot Anal stars scenes.This is Anal Players 2.

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…

It’s time for my little playthings to come out and play. What these girls call playing is to fuck the hell out of any man that comes near them. Watch…

Ever attended comic-con and noticed that half naked nerdy girl dressed as your favorite geek culture character… and then your own costume shrunk in the pants?! Well, I found 5…

From the master of extreme anal erotica, director Jay Sin, comes a showcase of sultry, feminine starlets sporting huge, throbbing she-cocks! The luscious ladyboys of “TS Playground 23” get off…

Blu-Ray Version. JACK`S PLAYGROUND is a collection of Jack`s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of…

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…

Auntie Trisha Red Lingerie 2Hi it’s your Auntie Trisha and I would like to show you my new red lingerie set sent to me by an ardent admirer, I’m on…

The Pros S2E02 Tylee Texas ThreesomeTylee Texas wasn’t getting enough attention from her man, head pro football coach Jamie Knoxx. A bathroom argument really got both of them in bad…

MILFs With Ass 2While taking a shower, Karla Insatiable catches her step-son jacking off to her. Instead of telling him to put his cock away, she takes matters into her…

Cory Chase in BBC Championship Season 2 Cut ListCory, the coach’s wife, is sitting in the gym thinking, when one of the players walks into the gym. Will asks her…

4 Stunden Lust und Schmerz 06 Part 2Today, the masters, Master Anders and Master Mark go hard on the farm with slave Christin Liquid. In addition to verbal humiliation, the…

Stories of Boobs 16 – Teil 2Bust bride Stella presents a first-class tit fuck and rides a handsome meat whip with sloshing bells. Atomtitte Denise puts a hot number on…

4 Stunden Aersche 5 Part 2Sierra, a brown bomber with an elephantine backside, practises facesitting with neighbor Luciano, lets himself be played with all around and finally creams his plump…

2 Girls 2 SoakMaya and Irina take a bath and start a feet play .

Teenies First Love 23Piglet Valentina stretches her rosette with nimble fingers before lover Alex pushes his juice dispenser into her asshole as far as it will go. Tight ass Marina…

Ritzy Curvy 24 Yr Old Big Tit Latina Fucks Glass Dildo for BFRitzy 24-year-old curvy spicy Latina with big DD tits is trying to watch tv and relax when her…

Taylor Mature, Chubby, BBW, Housewife 2 Titty Fucking BlowjobsTaylor a sexy mature, chubby, BBW, housewife with large D size tits who loves being titty fucked. This is a compilation of…

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