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….
You have to be bold as bricks to pay for your breast implants with your corporate expense account. But that’s exactly how Sarah Vandella ended up in the CEO’s office…
Cuando Danny D despierta en Argentina sin poder recordar cómo llegó ahí, parece ser el peor día de su vida. Pero una servicial y caliente oficial de la policía llamada…
Every Thursday, a bespectacled pervert stands outside the girls’ changing room jacking off… and every Thursday, a nympho schoolgirl secretly watches him from outside the boys’ bathroom and fingers her…
Missy Maze, Kayla West, Savannah Snow and Andrea Sky invited their best and hottest friends over for an all female orgy. Every once in a while women just need to…
Ivy Ireland is folding her lingerie laundry and her stepson Rion King comes in to creep on her. He claims he needs help because he sprained his finger last week….
Theatre nerd Anastasia is paired with jock Danny D for a romantic scene due next week. Danny couldn’t care less about Shakespeare, but does have an interest in big tits….
Liv Wild is a young cutie that loves to get fucked in the missionary position! She shows off her ripe titties in public when she pulls down her tube top!…
Destiny Cruz and Gizelle Blanco are two petite California college girls who love to play with each other’s natural breasts, scissor, eat each other’s tight pussies… you know, all that…
Dillion Harper and Damon Dice work at a call center together in which they’re competing against one another for survey completions. Dillion tries to screw Damon over as best she…
Ava Dalush likes to watch boxing matches, she likes to watch movies till 3AM and she also likes to fuck on the first date! She’s a strong and independent woman…
Paramedic extraordinaire Jaclyn Taylor is first on the scene when Keiran Lee calls inn with a terrible emergency – his dick is too hard! One look at that stiff cock…
All Missa wants to do is put on a private show just for you. Let this beautiful brunette seduce you with a slow, seductive striptease, riling you up with her…
Emma Magnolia is an amazing hottie with a huge fucking ass. After seeing her on social media as she was blowing up, we couldn’t resist but to smash that fat…
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…
Rachel Starr oils herself up before JMac takes over for her, massaging her tits, pussy, legs, and feet. Rachel is horny from having JMac’s hands all over her glistening body,…
Your dad’s girlfriend Alena just found out about your anal addiction. But instead of getting you in trouble she takes this opportunity to teach you exactly how to fuck a…
Billy walked into his friend’s house hoping to get his text book back, and found a stripper pole right in the middle of the living room. Luckily his friend’s mom,…
“Jesse Jane: Image” explores the famous and undeniably sexy image of Digital Playground superstar, Jesse Jane®. Her playful fantasies are fulfilled in 4 amazingly provocative scenes. Watch Rick Patrick give…
High-society teen Esperanza is getting ready for her big debutante ball. However, stepdad Danny accidentally walks in when she’s getting changed into her gown, and he catches her feeling out…
An aloof husband invites a film crew into his family home without notice to his wife. Thinking he is up to no good, Linzee Ryder decides to get a closer…
Kallie Taylor is a legit college student who started camming during her last years of school and then went head first into porn. We get her over to our pool…
Sayuri Ito is a busy fashion model, who is doing a shoot for an athletic wear company. When she is taken inside the building for a break, the camera men…
Natalia’s got a special friend over for the weekend. She’s opened the doors to a former flame, not caring what might happen, or where their hands might end up. When…
