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….
Long Con Part 1 Actress, con artist, what’s the difference…? Eve keeps men guessing, and by the time they find out who she is under her clothes it’s always too…
Richelle Ryan’s daughter’s made a new study buddy, Xander Corvus, and he’s not the type you take home to mother, but Richelle doesn’t seem to mind. Her husband, however, does…
Sparkling in the early morning sunlight like the precious jewel that she is, Sapphira likes to take a moment to herself before she starts her day. Slowly stripping down to…
This twenty year old Japanese couple likes to take it slow for the ultimate pleasure. See him rub her pussy over her panties to get it wet. He sucks her…
Blonde MILF Zlata Shine is trying to get some work done when her computer starts misbehaving, so she calls a repair service. She’s still in her silky pink robe with…
Danica Dillan is a little nervous about taking three big black cocks in a hot gangbang style fucking. She’s had plenty of threesomes, but adding the fourth member has always…
Masturbate Of Her Domain Roommates Sara Retali and Carla Boom challenge each other to a no masturbating contest: whoever lasts longest wins a jar of cash. But these horny babes…
My Boyfriend Won’t Give Me Anal Blonde college girl Jill Taylor is horny, but her boyfriend won’t even look away from the TV when her booty is in his face!…
Sparks flew at the magic school when this blue-haired schoolgirl’s crush found her in the fields, and she squeezed his cock between her huge boobs for paizuri action. The wild…
Kayla Kayden has opened a new cupcake shop and it’s all the rage with women. Rumor has it that eating her artisanal cupcakes has increased both the quantity and quality…
Bambi Black and her stepbrother are such good caretakers. They help their temporarily blind stepdad into the house gently and carefully, sitting him down on the couch and offering him…
Porn superstar Lauren Phillips accepts the Her Limit challenge with taskmaster Vince Karter in this exclusive episode. Even Vince is a little star-struck by the voluptuous MILF goddess, but his…
Sexy Asian secretary May Thai lusts after boss Erik Everhard, and as soon as he leaves the office for a phone call she undoes her white blouse, hikes up her…
Jojo goes by her friend’s house and her friend’s dad, Charles, answers the door. Charles tells Jojo his daughter will be home soon and offers to let her wait inside….
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…
Allan (Zac Wild) is mad after walking in on a threesome in his RV, but that’s nothing compared to how he feels when he learns his wife, Chrissy, has been…
One cock wasn’t enough for this insatiable little Asian girl the last time her friend met up with her at a hotel, so he invited his buddy along to help…
Keiran Lee and Holly Heart’s heater has been on the fritz lately, and now this polar vortex business has turned their once comfy living room into a freezer! As the…
Skye Blue is enjoying some much need relaxation time in the bath. She lays back and runs her fingers along her clit and into her wet pussy until she’s rudely…
First we met Cherie Deville & Milana Ricci in My Stepdaughter’s First Time Squirting and then we met Milana’s college girlfriend Chloe Cherry in Honey Please Squirt on My Stepmom….
Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…
Luna Skye is desperate for a little relaxation… Lucky for her, there was a last minute cancellation at the ZZ spa! As soon as Luna steps into the sauna, she…
