After a long, boring day at the office, Karissa Shannon is looking for just about anything to shake up this dull week. Karissa decides to call in a favor from…

No one works the pipe like Courtney Cummz. This whoring Milf has such strong head game guys line up for the feel of her million-dollar mouth. When Dakota walked in…

Billy sees a woman in a wedding dress on the side of the road trying to hitch a ride. Lylith tells him she just got married, but immediately got into…

Tiffany Watson has heard all about Kyle and his big dick, and even though she is married she wants some of that big cock! So Tiffany searched and searched all…

Angela is out for a midnight stroll, when Keiran spots her. Keiran immediately recognizes Angela, he tries to act suave and she gets into his car. Keiran starts to have…

Mr. Janitor really needs to work on his English, so he asks a tutor girl for help. She has just enough time for a short lesson before her class. She…

Angel Smalls cant wait to get started. With three on one this little Angel is getting double and triple penetrated with cock in her ass, pussy and mouth. She takes…

Desiree Dulce, wearing nothing but some tiny blue lingerie and a come-hither look on her face, getting pounded by Xander’s hard cock. Sometimes, we like to keep things simple here…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

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Platinum blonde, Valerie Fox was sentenced to prison for having sex in public. Serving her sentence, she lures the officer to her cell, and tries to convince him to let…

Mae Milano is hanging out with her girlfriend and they are gossiping on the couch about their boyfriends dicks. Mae Milano is a naughty best friend who wants to test…

Pervy ghost Kisaku follows his favorite hot schoolgirls on their onsen vacation. When peeking at their naked bodies in the hot tub isn’t enough, he borrows a big-dicked body and,…

Jun Kusanagi never did too well in school, so she’s ready to go back in time and have a different experience in the classroom. Her teacher has a hairy dick…

Phoenix Marie picks up prostitute Richelle Ryan and gives her her first lesbian and anal experience as only the mighty Phoenix can.

Johnny’s ride overheated and his cell phone had no juice. He knocks on a house in hopes that someone will help him charge it. As the door opens, the sexy…

JMac and his girlfriend are about to get married, but the guy is getting nervous about only fucking one girl for the rest of his life… especially after getting an…

Xander Corvus sees the opportunity to shoot his shot when he walks out of his room and into an argument between his roommate and his hot GF, Saba Lapiedra. As…

Rebecca’s husband has a boys night every Monday, but that doesn’t stop her from changing into some sexy lingerie and attempting to lure him into bed. Pissed that her seduction…

Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…

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….

Kendra and Keiran aren’t sure Adriana is good enough to date their son. They’ve just met her and she seems like a nice girl, but Kendra senses she might just…

Doing laundry just became my favorite hobby! Last night at the laundry mat, I spotted this hot Asian I couldn’t contain my erection. Watch her unfold my clothes and give…

Just when Shimazu, a new teacher and sex trainer at a prestigious private school for girls, thinks that he’s finally got his three pretty students, Yumiko, Tomo, and Asuna, trained…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…

College hall monitor Emily Willis walks in Markus Dupree getting a blowjob from his girlfriend in the science lab. Markus cums too soon. His load lands all over her face…

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….