Jason is looking to sit down for a gaming sesh, when his new stepmom Anna Bell decides it’s the perfect time to clean the house. Turns out, Anna Bell used…
Medusa knows every guy wants to reach out and touch someone, and for $9.99 a minute, she can be anyone you want her to be. Uploaded: 2024.02.18 2024.02.15 Show more…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Where’s there’s smoke, there’s fire, and Rae Lil Black is burning hot! In this intense fuckfest with Manuel Ferrera, Rae Lil’s petite pussy gets all of Manuel’s rock hard cock…
Sean, a now-square ex-punk rocker, has moved next door to teen Anastasia and her parents. The rebellious, bratty Anastasia is a big fan of Sean’s old band The Rough Moans,…
There’s an end of school party at Savannah’s place and everyone’s invited. School teachers Ms West and Mr Sins know there will be some illegal activities going on at the…
Britney Amber and Yurizan Beltran are on a ski vacation with their boyfriends. While the guys are busy on the slopes, Britney and Yurizan get busy with a little bit…
Jimmy Michaels is supposed to be training under the watchful eye of his stern football coach, Coach Peepers (Jay Slayher)… but he’s a little distracted right now. Jimmy’s cute girlfriend…
Cherry Kiss was happily watering her indoor garden, but the playful blonde decided instead to douse her boyfriend Antonio Ross, who was quietly relaxing on the couch. Turning the tables,…
Bridgette B flips channels restlessly when a commercial comes on. Prince Yahshua advertises a mattress sale and Bridgette’s interest is piqued. She makes her way to the store where she…
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…
HR professional Phoenix Marie lectures womanizing office worker Johnny Castle about keeping his dick in his pants and leaving his coworkers alone. Johnny promises to play nice, but a workplace…
Keisha Grey was auditioning a ventriloquist for her boyfriend’s birthday party. He was super hacky. However, something strange happened after. The dummy began moving and talking on his own, he…
Kimmy’s best friend has already celebrated her bachelorette party last week but, it just wasn’t wild enough for her, so she’s arranged a naughty party with just their close friends….
Concerned about Danny, her new college-aged stepson’s, lack of a love life, mouth-watering MILF Liza Del Sierra takes it upon herself to give him “the talk”. While things start out…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…
Remi Shiroshaki is a Japanese princess with tiny tits, perfect skin, and a tight slit with a little patch of bush that crowns her clit. She’s ready to suck some…
Davina Davis needs a bit of academic aid from her brainy tutor Jay Smooth, but she’s not interested in getting an A–this sexy beauty just wants the D! Too distracted…
Redhead and raunchy, Lauren Philips is a handyman’s dream cum true. This big titty MILF will do any man that comes on her property and today it’s Vince Karter and…
