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…
There’s nothing more exciting than fucking someone you’re not supposed to fuck or fucking somewhere you run a high risk of getting caught… Or both! Our talents clearly have mastered…
In nomine Dei nostri Satanas Luciferi excelsi! The black ritual to summon Satan has begun! A fallen priest, the mad servant of the Dark Lord, is calling his name and…
Kenzie Reeves has the hots for her new tutor, Alex Legend, and she has decided to tell him. But he denies her! Embarrassed, she gets up to leave and accidently…
Charles Dera has a case of overactive testes and needs his balls drained, stat! Lucky for him, Doctor Abella Danger is in house and ready to do whatever it takes…
Keiran can’t help get a bit distracted whenever he sees Nikki digging in the garden next door. It seems every time she’s out there, he just can’t help sneaking a…
After trekking to a secluded corner of the beach where no one could see them get up to any naughty fun their hearts desired, Gina Gerson and Matt Ice went…
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 answer to getting a…
Kylie Page has been called into her boss’ office. She doesn’t understand why she’s being let go but Danny D decides to remind her of her constant inappropriate behavior at…
After Lana Rhoades noticed that Xander couldn’t help but get excited from her photo shoot, it turned into an afternoon of sexual delight of dick sucking, pussy licking and a…
Penny Pax is starting her first day at a new college. While walking to her class, she runs into school bully Jessy Jones, who knocks her books onto the floor…
Young and horny freshman, Mindy, and the Professor have already had their naughty affair but this time he’s requested her to spy on their rival university, and discover their secret…
Ukrainian redheaded MILF Arian can’t help but try to fit Charlie’s big dick in her tight pussy. She’s barely able to get more than a few inches into her cunt…
A.j. Applegate is wearing her favorite pink lingerie set for you. She lures you in with her sweet pussy and rubs her clit to get herself nice and wet. She…
Ritta Rush looks cool and collected when her gonzo style scene with Manuel Ferrara gets started. But before long she’s a hot, sweaty mess after throating Manuel’s monster cock. He…
Office boss Nina Elle is trying to conduct a meeting but she keeps getting interrupted by her loudmouth employee Sean Lawless. It soon dawns on Nina that the only way…
One morning, after Tommy tried his best to convince his side-piece Gabriella it was over, she let herself into his place and set up a giant sex swing in his…
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 his camera….
Office boss Nicole Aniston’s afternoon masturbation session is interrupted when her employees occupy the conference room and threaten to form a union unless their demands are met. Irritable and horny,…
Aubree Valentine is a sweet teen with a tight pussy who’s got a problem. Her dad hates her boyfriend, Lucas Frost. Lucky for Aubree, her hot MILF stepmom Alexis Fawx…
Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…
Ash Hollywood is going to milk her man for everything she can get out of him! She plays the hot blonde coquette, at first, sucking his cock and letting him…
Jenna isn’t very experienced when it comes to guys. Luckily she’s BFFs with Lexi, who is more than happy to help her practice kissing. After some soft kisses Lexi wants…
No matter how hard Codi Bryant flaunts her huge boobs in her boss Keiran’s face, he never responds. Until one day when Mr. Lee’s wife caught him red-handed fondling the…
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 his camera….
Wandering alone in the wintry woods at night, Nikki Dream heard approaching footsteps and crouched down to hide. As Thomas Huka came up behind the distressed damsel, he thought he…
When hubby shirks your anniversary plans for a business meeting, there’s no need to worry! The hot gardener is ready to please with his own kind of celebration.
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Sex Ed Jake came to pick up Veronica for a movie and her step mom, India Summer, answered the door. Mrs. Summer invited him inside and she liked what she…
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 answer to getting a…
