Jay Romero has a new stepsister, Riley Star. Their recently blended family happened so fast that the new stepsiblings never met until Jay went to his room one morning and…
Pixie-haired MILF Ryan Keely may be a little out there with her holistic yoga sessions, but at the end of the day she’s just wants to make sure her daughter’s…
Sean’s company recently went through a takeover, and he’s a bit nervous to meet the new CEO. He’s heard rumors that Ariella does things a bit differently, and he’s psyched…
When her man came home early from work to find her in bed masturbating with an X-rated glamcore video playing on TV, Emma Brown was totally speechless. There she was,…
Sabrina looks great on her knees with a dick in her mouth and a bright light on her face. Like a raccoon caught going through the trash outside a fancy…
Christian Clay and busty Russian slut Candy Alexa are taking some Italian lessons, and Candy is having a bit of a rough time learning. When their teacher leaves the class…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Dr. Avluv is a true professional who likes to get intimate with her patients. When a young man needs has trouble staying hard, she has no trouble taking a hands-on…
Stunning and hot married babe Elizabeth Skylar returns from her appointment to find her neighbor Tyler working on the yard. Elizabeth’s husband is always working and out of town, and…
Richelle Ryan just found out that her husband is cheating on her with Kyle’s wife. She’s not just going to sit there and take it though. Instead she plans on…
Kyler Quinn is your average twenty year old chick. She’s into hanging out, partying, having a good time and working her social media accounts to amass a huge following. She…
Everyone loves a great cosplay scene, and Digital Playground is no different! Six girls, four scenes, and all of the colorful costumes and wigs that you could ask for. Indulge…
Macey Jade is on an extremely boring first date. This random asshole is doing his best to flirt, seduce, and talk, but it’s just nothing but unwanted opinions, obnoxious advances,…
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…
After Lulu Chu escapes from prison, the only thing she has on her mind is seeing her ex-girlfriend, Nicole Kitt. Nicole, however, has moved on and is living with her…
Ever since she moved to a new town, Venus Valkyrie has not been able to satisfy her sexual cravings. She sits alone in her room with a ring of candles…
Gwen Stark is a dirty slut and she likes to flaunt what she’s got; a hot body that’s real naughty! But when her father catches her trying to sneak out…
You could hardly blame Sam for wondering what it’s like going to bed with an experienced woman when he’s got his girlfriend Ella Hughes’s stepmother to drool over. When Ella…
When Taylor had it up to here with her boyfriend’s evading her, she went in search of the tracking device she’d installed to his cell phone. The tracker brought her…