Even some of the most powerful men have their insecurities. In this series of vignettes, we follow John, Mick, James and Keiran as they explore and deal with the challenges…
Mia is working hard to keep her hands busy while her husband’s away on business. When she calls a girlfriend asking to borrow a ladder for her latest home decor…
Grind Bar is the type of establishment mothers warn their sons about. Despite its location off the beaten path, the dive bar has been drawing in young men from nearby…
Lana Sharapova is a beautiful blondie with a thick, brown bush. She combs it with her fingers and promises to squirt all over for daddy! She has a soaking wet…
Stinky Pits Make Milf’s Pussy Drool Slutty Milf wife, Siri Dahl, is home alone when her new stepdaughter and her bf, Derek Savage, arrive and they think they’re alone, too….
Keiran calls in sick to work to stay home and spend the day jerking off. But when his wife comes home unexpectedly, she wants to take him to the doctor!…
It’s one thing to carry on a nasty affair with your high school teacher, but touching her at school is beyond risky. But when passion struck, Van Wylde just had…
Milf Spa: Part 4 In the series finale of Milf Spa, Kayla Kayden is given a mysterious massage where she is blindfolded and touched by four different massage therapists. After…
Karmen Karma was on vacation with her parents, getting more and more bored by the minute, when she spotted something that could finally hold her interest: the bulge in her…
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 new POV Playground, YOU will…
My StepMother In Law, The Chaperon V2 Gali Diva + Cindy Joss
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Cindy Joss wants to attend her annual high school reunion, but her jealous husband doesn’t let her go. Her mother-in-law, Gali Diva, offers to accompany her to protect her and…
Jessie Rogers is a curly haired vixen that’s ready to get her holes filled. After a bit of a striptease in her red see-through lingerie, she was ready to work…
Jaz (Honour May) is one of the world’s most infamous hackers, but even outlaws have bosses. When street tough Grayson (Danny D) shows up at her door to retrieve intel…
It’s Spring Break and Angel Youngs & Jazmin Luv are chilling poolside when they notice their friend’s dad. They get so horny just checking out this DILF that they have…
Donnie Rock wasn’t planning on selling, but when real estate team Hazel Moore and Lexi Lore knock on his door and assure him they can get him a big profit…
Jay Romero is minding his own business when Emily Jade comes bouncing up to play games with him. She has him pick numbers between one and ten, and each time…
Office drone JMac just can’t get a break – after being snubbed by office hottie Gia Milana and getting left behind at work while his colleagues hit the town, JMac…
Anna Chambers answered when we asked for her fetish… she asked for a big black cock to stretch out her holes and we obliged! At the poolhouse we booked, we…
Ichijo Manami is into rubbing her pussy before she gets fucked, because it really gets her in the mood. These two studs have big dicks that make their way into…
Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…
Natalie Foxxx was worried about getting cut from the cheerleading squad. so when her coach pulled her aside, Natalie determined to show him exactly how many great cheerleader talents she…
Roberta Berti is slim and sexy, never hesitating to let her deepest, dirtiest desires run wild in her imagination. She strips down, revealing a tight body, running her hands down…
Mona Azar walks in on her boyfriend’s son jerking off in the shower. Mona is a little surprised, but also turned on so she asks him to keep stroking it….
She’s a girl boss, a gang leader, a cock sucker. Fearless criminal boss Claudia (Adriana Chechik) is willing to do anything – as long as she’s the one coming out…
