The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Housewife Blair is handing out candy for Halloween. When Sadie shows up on her doorstep, Blair is suspicious – Sadie may be small, but Blair’s not sure if she’s young…
Carmen and her boring fiance are creating a gift registry for their wedding, so the store sends consultant Jessy over, interrupting Carmen’s mid-afternoon masturbation. The horny Carmen flirts with Jessy…
Conservative big-bootied Rachel Starr needs to clean up the house, but as she cleans the bathroom mirror, she gets the surprise of her life! She suddenly turns into a red…
It ain’t easy living with a boyfriend who doesn’t ever want to fuck you! Even with a tiny G-string on, and a bra that showed off her tits, Courtney couldn’t…
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Blonde teen Carolina and her handsome boyfriend Derrick take advantage of a few moments alone to start a playful pillow fight. As the young lovers’ hearts begin to beat faster,…
Sofia Lee is a hot brunette with big natural tits and a round booty to match. When her and her roommate realize they picked the same outfit for the day,…
She’s the fastest runner on the track team, and when she catches her pervy coach spying on her in the locker room, she proves to him that she’s number one…
Hailey and her husband’s car breaks down on the highway. Luckily for them, Tony DiSergio happens to be riding his brand new ride and offers his help. Hailey has to…
When Scarlit Scandal catches her girlfriend, Lala Ivey, fucking what appears to be her roommate, Xander Corvus, she freaks out, pulling Lala off what looks exactly like a rock-hard cock….
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….
Back in 2013, Riley Jenner was an awkward mess at the school talent show, and the only person to be nice to her about the whole embarrassing ordeal was principal…
Anna De Ville is a serious spinner who loves a good workout. After bouncing her booty on the dildo bike she works up a sweat with Charles and Ramon. All…
Ridin’ Nerdy! The Best Of Geeky Babes There’s just something about a cute, geeky girl with brains and glasses that gets guys’ motors running! Here’s a ZZ compilation of some…
Damn, damn, damn! Just one word for this blonde.. FABULOUS!!! Our boy Julius Ceazher invites beautiful Bree Olsen over for a music video shoot, luckily for us, and for her,…
Hoy en El Doctor, el favorito de todos, El Señor del Tiempo, realiza un audaz intento de rescate a Lisa (personificada por la tetona Franceska Jaimes), capturada por las temidas…
Alix Lynx’s agent signed her up for a “meet your favorite pornstar” contest. While it’s been good for exposure, she isn’t too happy about it- having to meet some nobody…
Chloe Rose and Macy Meadows are having a practically orgasmic ice cream experience when Kai Jaxon asks if they need anything from the store. They ask him to bring back…
Dominant at work, submissive in bed…these boss bitches love nothing more than when an underling puts them in their place. And if newest boss Jill wants to join their sexy…
Times are tough, and Cassie Del Isla has been telling her husband to tell his boss to get a promotion, but he doesn’t have the balls to ask him. Cassie…
The sexy Scarlit Scandal is filming an online makeup tutorial in her bathroom. Scarlit doesn’t get much done before her boyfriend, Jake Adams, starts distracting her; at first innocently, and…
