MILF always knows best, and hairy pussied Savannah Fox knows how to milk a man for all he’s worth. Dressed in strappy, studded leather, Savannah greets her hairless lover and…

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…

Tattooed Foxxy is a fan favorite tranny. Her tits are super natural looking and Foxxy likes for her cock to be referred to as her clit. She definitely gets off…

Jazmin Luv was an absolute animal in this one. She got all oiled up in her sexy yellow lingerie and then went to town on a huge cock. She poured…

Paris came to have a good time. She was looking super sexy in that outfit. Her huge jugs could not fit in that tiny shirt. She took that shirt off…

Harley King is a blond cutie who looks innocent but is nothing but. We picked her up for a good ol’ fashioned fuck but before getting to the hotel, she…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…

Busty housewife Lisa Ann has a pretty big secret: every time her loving husband heads off to work, she meets up with her boyfriend Isiah to satisfy her addiction to…

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…

Poor innocent Miko just wants to take a piss in private, but the prim princess is caught off guard by the class badgirl Cassidy. Too proper to relieve herself with…

Hangin’ out with your BFF is a great way to spend a lazy day. Secretly eyeing each other’s finer qualities, Chloe and Charlotte elevate “best friends forever” to a whole…

They try to get these white guys to show up single file and stand in line for a turn using their mouths — nobody wants to wait and logistics become…

Bunny Colby has the most amazing tits. They are perky and need to be handled. This bombshell plays with her pussy and fingers herself before begging for some cock in…

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Klaudia Hot’s boss has been waiting on a package delivery all day, and as the hours go by, he just keeps getting more and more upset. Finally he takes off…

Two young lovers have an unforgettable day at the beach when their private fuck session is interrupted by four horny girls looking for trouble. Using bondage and sex toys to…

Red is definitely Addis Fouche’s color as she sunbathes in a bright one-piece. Addis needs some more oil, and as she rubs it on her smooth skin while chatting with…

Maria Kazi is a beautiful petite blonde overflowing with youthfulness and lust. The stunning hottie has an alluring set of perky natural tits that perfectly fit with her thin waist…

Angel Allwood is a busty MILF who likes to work up a sweat, keeping her body nice and tight with extra-long workouts. When she got home from a jog one…

Feeling a little guilty for fucking her stepson, Tara tries to get a separate motel room for the night. But with no vacancies, she has to sweet talk her way…

Taylor Blake owes some money to the guy who fixed her car and she doesn’t have the money to pay him. She’s been out of work since she has no…

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…

College sluts Kira Noir and Kristen Scott are having some fun in their bedroom as they make a tent out of a bed sheet and play a creepy board game….

Flying can always be stressful for some people, so when Ava travels she likes some cock before boarding a plane! She seduces her chauffeur with her juggernaut breasts and some…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

Angel Youngs was showing off her body at the pool. She had amazing big natural breasts. And her ass was world class too. She spread some oil on both to…