Jesse Jane Reckless. Jesse Jane has been a very naughty girl and she must be punished, along with several other too hot to handle hotties. Cum and watch as these…
The hottest teachers & the horniest students!!!. “School Slut Initiation”. Haley wants to be a slut in school but she has to be initiated before she can attend the cool…
Big Tits In Sports Vol. 5. “Intimate Surrender” : Brazzers Wrestling Federation presents its championship match between champion Shyla Stylez and challenger Alanah Rae. Who will be the new “Intercontinental…
Big Tits In Sports Vol. 6. “J.A.R.S.” – Julia and Rachel are playing kickball with their coach Keiran. When Keiran gets hit in the face by the ball, Julia and…
Baby Got Boobs Vol. 5. “Chest Massage”. In need of a massage, Levi heads to his local massage parlor and receives a rub down from big titted Madison Ivy. Nothing…
My First Porn 8. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground…
Big Tits At School Vol. 11. Chesty Cheerleaders Cheat on The Champs – On the way to the big game, 3 cheerleaders get stranded when their car breaks down. When…
Jana Cova: Erotique. Erotique is oh-so erotic with a gallery of stars, including Jana Cova, Sophia Santi, Jamie Lynn, Lexi Love, Charlie Laine, Kelly Kline, Harmony Rose, Karlie Montana and…
Teen America: Mission #12. Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s…
Jack Says, “Big Tits Are More Nutritious!”. Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do anything for stardom. Some…
Oops…Jack Did It Again! More D-Cups Are Waiting For You To Unload On!. This show is full of 2-many delicious babes, 2-many horny humpers, and 2-many big boobies bursting out…
Got D’s? Some More Juice For You To Squeeze!. “Jack is back with another excellent show focusing on girls with impressive D-cups. There are plenty of titty fucking and pussy…
My First Porn 3. My First Porn is a comical sex-spectacle of Jack directing his first porn movie. In Volume 3, watch Teagan Presley doing what she does best. Add…
My First Porn 4. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails & Jasmine…
My First Porn 5. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in…
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…
My First Porn 6. An all new series that tries really hard to fit in.. Featuring Cody Bang’s massive dick!. Enter the eager beaver!. Delicious soft taco goes hard!. Fully…
Big Butts Like It Big 6. “New Meat In Jail”: Before she can be beaten up by the other prisoners, Shyla is rescued by Officer Sins. Everything has a price…
Big Tits at School Vol. 7. Awards for “Big Tits at School Vol. 7”. Bending the Rules: Angelina is having trouble passing gym class. Her teacher gives her one last…
Big Tits At School Vol. 10. Awards for “Big Tits At School Vol. 10”. Kiss and Make-Up: Eva stole Jayden’s pen in class and they are fighting over it. Their…
Teen America: Mission #16. With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms…
Devon: Erotique. Featuring exclusive contract superstar, Devon alongside Jesse Jane, in their first production of 2005, Devon: Erotique tells a dreamy tale of decadence and debauchery. From desire to reality,…
Teagan: Erotique. Teagan: Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable….
Double Decker Sandwich 7. Breast wishes! Hungry for hooters? Taste the sandwich that fills you with filth and tastes twice as nice! We take two pairs of plump, juicy breasts,…
Once you find it, you are in deep.. Beautiful Riley Steele is in love with her passionate lover, Tommy Gunn, but is desperate to set up her hung stud roommate,…
Titlicious 2. Titlicious 2 is packed with anal, tease, masturbation and tons of titty fucking! Mick Blue kicks off the film with a slammin scene and explodes on Alanah’s jugs…
Best Of All American Girl, The. Watch some of the hottest American sluts that Digital Playground has caught on camera cum like an American girl should… HARD! This is the…
Shay’s Yearbook. Shay’s Yearbook is a compilation of some of this beautiful brunette’s best work ranging from 2007-2010. This horny dark haired slut works the camera like no other and…
Teen America: Mission #22. Jack knows ambitious chicks will do anything to win first place in a beauty pageant. Jack’s Teen America: Mission #22 features Jack and his crew interviewing…
