Uploaded: 2024.02.06 2024.02.06 Show more…

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….

When three estranged sisters, Kimmy Granger, Ivy Lebelle and Ashley Lane, reunite at their stepmother Nancy’s funeral, they are introduced to Ella Hughes and Danny D, a mysterious duo who…

Mr. Marcus has been busting black cheerleader pussy since back in the day and Destiny is just another notch on the long line of marks he keeps on the inside…

Bianca Bangs is obsessed with big dicks. Any time she has the chance to imagine a big one, she does. When she’s building a model snowman, she tries to put…

Teaching Her To Squirt A shy woman and her boyfriend can’t agree on where they stand when it comes to squirting. She is hesitant but he thinks it’s hot and…

Naked Aces 4 stars Digital Playground contract superstars Shay Jordan, Adrianna Lynn & Sophia Santi with in-dusty babes, Alektra Blue & Jada Fire. This fourth volume is a luscious tribute…

After a fun ride on her bike, busty brunette babe Ella Knox heads back to her place to clean down her ride. As hard as she tries, she can’t help…

Uploaded: 2024.02.05 2024 Show more…

After a serious argument, JMac and his girlfriend put their relationship on ice. JMac, now at his wits end, heads to the only person he thinks could help save this…

Corinna Blake is a woman who likes to live life on the edge. So when she caught her coworker Kris Slater checking her out when he thought she wasn’t looking,…

Travelling across Europe together for the first time, lovers Cayla Lyons and Niki Sweet can’t wait to fully enjoy their luxurious hotel room in Paris. With the lights turned down…

What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Blaire Johnson is putting on a film for the…

Perky and petite Gina Gerson returns home from her morning job, out of breath and sweaty. After a quick sip of water in the kitchen, she heads upstairs to take…

Dr. Tory Lane has had trouble with her nurses spying on her in the past, and after she catches him trying to look up her skirt, she doesn’t trust this…

Aspiring artist Cadence Lux reveals her sexy lingerie look in an avant-garde performance art piece. The crowd is mesmerized by her sensual dance moves under the moody light of a…

Aidra is hoping today’s the day she finally gets her drivers license! But first she’ll have to make a good impression on her instructor Jessy Jones. The truth is Aidra’s…

This sexy Asian whore needs a lot of cock! Tonight, the supermarket is nearly empty, so when two guys see her in her little slutty outfit, they figure it’s time…

When a student catches his two sexiest teachers hooking up, he knows he’s in trouble. The two horny babes are in the mood for discipline, but not the kind he’s…

Jessica Marie is a petite treat. She wears a super flirty outfit today and she looks amazing as usual. She loves to flash her perky titties and show off her…

Alina Lopez and her friend are out having a good time but undercover officer Small Hands wants them to respect the strong arm of the law! Suspicious of the girls’…

Not only does Harley Jade have one of the biggest asses out there, she’s also one of the horniest chicks out there. Harley’s grandpa and his neighbor Bruno were hanging…

Misty Stone has a surprise for Isiah Maxwell that she knows he’s going to like, but first he has to put on a blindfold and follow her lead. Misty stealthily…

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…