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…

This bald guy loves rubbing his tiny little lady friend’s pussy through her panties with her little yellow toy. Then he has the other little girl help him turn her…

Within seconds of hearing about her friend’s morning wood, Valentina Nappi rang the doorbell in a skimpy blue outfit and black high heels. Soon she was spreading her legs, sucking…

Naomi just wanted to get some work done. It was a busy afternoon, and deadlines were looming, but a string of sexy messages from her girlfriend Clea Gaultier quickly mean…

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Keiran Lee’s new busty blonde neighbor Robbin Banx does love baking pies, so seeing one of them fall to the floor obviously sends him on a journey inside her house….

Priya Rai is the hotest mom ever!! She’s got the perfect face and the perfect body!! Alex couldn’t believe how hot his buddy’s mom is. So when he saw her…

After the bath and shower ritual, Miina gets her special reward for being such a dutiful lover. Her man treats her hardened clit to his tongue, and then her tight…

August Taylor’s husband is hosting a local bigwig entrepreneur Charles Dera for dinner in the hopes of getting him to invest in his project. But when Charles shows up, August…

Seeing her stepdaughter Gia Paige in her prom gown is bringing back a flood of horny memories for Eva Notty, so when Gia’s date Xander shows up, Eva can’t resist…

Jordi is Phoenix’s worst student. He’s been taking music lessons from her for months and still can’t play a single note! Phoenix is fed up and won’t let this guy…

Miku Sakuma doesn’t just take two dicks at work. Miku often comes home to discover that she will be pleasing her boyfriend and his friends more than once a week….

Jessy Jones would have flunked out of ZZ Academy years ago if not for his father the Dean bailing him out all the time. Monique Alexander is sick of the…

A.j. Applegate is a hot blonde with a totally natural body, and a healthy desire for sex! When her man stays home a little later in the mornings, A.j. takes…

Vivian winds up under Jake, Mark and Hercules trying her best to survive their attacks on her insides as they each probe her pussy a deep as their dicks can…

Missy was taking a bath in the afternoon , when her sisters boyfriend Criss came in unannounced. Now Missy is a smart girl and she wanted to know what kept…

Depressed and tired, Elisa (Desiree Dulce) has found herself unable to even muster up the energy to have sex with her husband (Xander Corvus). When Elisa’s co-worker (Scott Nails) introduces…

When Peta answers the door for the delivery man with a package for her, she gives HIM a package instead, only to find out later that the he isn’t quite…

Cindy Joss wants to attend her annual high school reunion, but her jealous husband doesn’t let her go. Her step-mother-in-law, Gali Diva, offers to accompany her to protect her and…

Its finally the night this cute little Asian cosplayer has been waiting weeks for. Its the weekend of the convention, and everything is in full swing. She’s got her complete…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s new POV Playground, YOU will…

This mature and petite little Asian sure loves to get fingered while her tits hang out before lodging on top his dick for a joy ride. She even spreads wide…

Christie is not the sexiest girl in the world but the filth on her forehead definitely adds a little something extra. It’s nice to know when she kneels that she…

Brooklyn Gray wants to shoot a stylish photoshoot in public and she is a complete troublemaker! She has a knack for doing naughty things in public and she can’t seem…

Ricky Spanish may be an adult, but his mom doesn’t trust him home alone. The last time he was home alone, Ricky masturbated in the living room and the neighbors…