Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

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…

A boring overcast day at the coast, what’s a babe to do, read maybe? Richie has a better idea, why waste time being bored when there’s so many ways to…

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…

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…

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…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

Today’s steamy scene will have you thinking back to the good old days when men were men and women just wanted a handsome guy to take them right to bed….

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

Lucy Li’s been indulging her wild side, carrying on an affair with a married man. The sex is just so hot she can’t help it. Waiting for him to arrive…

Bailey loves her relationship with sugar daddy Mick. Most of the time, she gets to do exactly what she wants, when she wants, but when the silver fox is in…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

When Kiara Lord caught Alecia Fox taking some sexy selfies in her store, the only thing she could think of was jumping in there and getting in on the action!…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Perky blonde Aubrey thinks she has the house to herself when she goes to take a shower, so when she gets under the hot spray and starts feeling frisky, she…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Athena believes herself to be a widow after the army informed her that her husband was lost in action after a mission went awry. Months, years go by and Athena…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

When Codey and Andi return home from their tropical vacation, Codey is shocked to learn that not only did he accidentally bring home someone else’s suitcase, the bag he grabbed…