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….
As Riley slips into a tiny thong and a tight, little black dress, her mind runs over what her boyfriend Jonathan might have planned for the Valentine’s Day surprise he…
Natalia Queen is a babe. There are so many ways to describe her luscious body that make her an absolute treat to watch. She pulls down her bikini by the…
Parker Ambrose is trying to concentrate on doing his homework when his stepsister Serena Hill comes in. She comments that she loves sweater weather, but Parker is bummed that she’s…
Reminiscing about an old boyfriend she never should have broken up with while masturbating sends MILF Alena Croft back in time to fix her sex life! Meeting up with a…
Angel Youngs was showing off her body at the pool. She had amazing big natural breasts. And her ass was world class too. She spread some oil on both to…
Melissa’s salon cancels her appointment and she’s very upset. She’s attending a big event tonight and needs to look her best. Thankfully, Melissa’s neighbor Nat is a high end hairdresser….
Alexia Vosse has been fucking her husband’s best friend Johnny Sins for years, and the poor sap has no idea! It’s game day, and like usual, Alexia is on her…
Bridgette catches Ariana, heir to her husband’s rival company Holloway Inc., trying to seduce her husband and steal his profitable business from right under his nose. After playing nice with…
Rara Knupps and Hollywood Cash work in the same restaurant. With lunchtime service about to begin, Hollywood starts flirting with Rara. Seduced by her colleague, she succumbs to the sensual…
Alec Knight is the luckiest guy ever. Rachel Starr called him and invited him over for a poker game. She also invited two of her closest friends and fellow BIG…
Suburban couple Keisha Grey and Keiran Lee want to spice up their marriage, so they meet legendary pornstar Kendra Lust! Carnal shenanigans ensue as Kendra helps Keisha and Keisha realizes…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Yui Shimizu has worked at this cafe ever since she turned eighteen, so she knows the menu like the back of her hand, but sometimes she’s up for a little…
Megumi Haruka loves a good gang bang. This time, she is in for a special treat because she gets a big black cock thrown into the mix! She writhes with…
Brad Knight is waiting until marriage to fuck his wife-to-be. But when his in-laws invite their dear friend, the always down to fuck cougar Ashley Fires, over she smells fresh…
Young artist Xander’s evening in the home of acclaimed talent scout Bernard continues to grow more surreal. Just when Xander and his soon-to-be patron begin to find common ground, Daisy…
Who wouldn’t want to watch porn with the fierce and fearless Phoenix Marie? The legendary hottie loves to scroll on her phone, hunting for the hottest butts and the biggest…
Skylar Snow works hard and needs some release. Lucky for her she has an attractive neighbor who helps her out often. Well today Skylar needs him to help her relieve…
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…
Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…
Gina and her boyfriend Dean are enjoying a casual date night when it occurs to Gina that maybe things between them have gotten a bit stale. When she brings her…
Roxy Raye has decided to start her own fashion line and has even hired a professional photographer to snap pictures of her modelling her newest collection. While Jordan Ash tries…
