Jada was having a regular day till she found a flyer on her car window. Extremely interested she went to check it out. When she got there she found out…
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Who wouldn’t want to watch porn with the fierce and fearless Phoenix Marie? The legendary hottie loves to scroll on her phone, hunting for the hottest butts and the biggest…
Rilynn Rae was so embarrassed when she accidentally walked in on her friends boyfriend as she was getting up from a nap. He was naked and she couldn’t help but…
When a man has a harem of five Japanese beauties, what is he to do but share with his friend! These five unique sluts each specialize in a fetish- tossing…
Who says that single ladies don’t have any sexy fun? Russian minx Mary Kalisy knows exactly how to set the mood for a solo softcore playtime. Slipping into her slinkiest…
The pool isn’t the only thing looking good as hot redhead Nia Bleu bends over to clean it. Jmac chats with her, and she notices him getting hard looking at…
Asian pussy is always a fun treat to dive into, and this set of of three Japanese dudes are giving all their attention to little Melissa, who has not forgotten…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…
Olivia has been struggling to make ends meet, so she can’t turn down her son’s friend when he flashes the cash for a quick peek at her tits. Once Xander…
Hazel Moore had the tightest body and she doesn’t even work out! You won’t believe how tight and soft her natural titties are and he rubs them to make her…
Takeshi has been living a secret double life. By day, he’s a responsible student who helps out his stepsister, Shinobu, but he spends his nights fucking his sexy MILF stepmom,…
Britney Rose is ultra logical and smart, but she wants to learn how to be cool and popular. She turns to her stepbrother Joshua Lewis for help. Joshua suggests that…
After a long day at work, the beautiful blonde Slatsjana is ready to play. Putting on her prettiest lace teddy, Slatsjana leans her lithe body against her armoire, enjoying the…
