The Comedy is in the Commentary 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…

Jack’s MILF Show Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like…

Jack’s Playground: Leg Show 4 The camera starts at her petite ankle and slowly travels up the milky skin of her calve and around her toned hamstring on a journey…

Jack’s Playground: Big Ass Show 9 Jack’s busy in his playground casting big-ass babes for leading roles in his “music videos”. This time he gets Alexis Texas and Shyla Stylez…

A FantASStic Show Jack’s Big Ass Show is back with another episode, and although Jack isn’t getting anything once again it seems like where ever he goes there’s girls with…

Jack’s Playground: Big Ass Show 4 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…

Jack’s Playground: Big Ass Show 2 Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do anything for stardom….

“Eastside Connection” Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried…

Jack’s Playground: Asian Adventure 4 Digital Playground’s Asian sensation, Shay Jordan is back for more… with a cast of eager-to-please, exotic nymphs, Jack’s Playground: Asian Adventure 4 will surely satiate…

Jack’s Asian Adventure 2 Always A Happee Ending! You like partay?’Playful, powerful and supremely sexual – a revolutionary sex comedy. . . One of the most original series in years!…

Teagan’s Juice Shot entirely on HD, Teagan’s Juice features Teagan Presley in 6 lascivious scenes. Rich with innuendo, Celeste uses ripe fruits and juices intertwined with passionate sex in each…

Shay Jordan Video Nasty Digital Playground’s brand new Video Nasty Series ups the style bar, and adds harder and filthier sex to the equation. There are more bodies in every…

Shay Jordan: Slippage From the deviant mind of Digital Playground’s director Celeste comes Shay Jordan: Slippage. Full of tight ropes, delicious tease, and wet pussies, Shay Jordan: Slippage stars Digital…

Shay Jordan: Lust Directed by Celeste, Shay Jordan Lust is all about desire and succumbing to carnal pleasures. It features Digital Playground’s lovely Eurasian beauty, Shay Jordan in four scenes,…

Shay Jordan’s Juice Director Celeste showcases the stunning Shay Jordan at her juiciest best. Shay Jordan Juice is an amalgam of a dizzying frenzy of tantalizing flesh and mouthwatering fucks….

She’s a fast earner. Jenna Haze is a naughty teen, hungry to explore the perverted needs of her sexy male teacher. She’s learning how delicious it is to have a…

. Big Tit HotWife Nia Bleu Tutors Jay Romero In The Ways Of Fucking – Starring:  Jay Romero,   Nia Bleu,  .

. Gorgeous Justine Jakobs Is Home Alone So Parker Ambrose Fills In – Starring:  Justine Jakobs,   Parker Ambrose ,  .

Filming This Experience Just For You! Getting a video from your wife can be exciting – especially if it’s a first. A ‘first’ what you ask? Well Daisy has something…

. Sweet Tiny Tart Juniper Ren Gets What She Wants From Horny Stepdad – Starring:  Jay Rock,   Juniper Ren,  .

. First Porn Scene for Ex J-Pop Idol Sumire Mizuno – Starring:  Sumire Mizuno,  .

Watch Nina Naples Give Raw, Explicit JOI – She Wants Every Drop from Your Aching, Throbbing Cock Alone and oiled up, Nina Naples stares straight at you, her voice dripping…

Maya Lynn Teases You Slowly, Whispering Filthy JOI Commands While Begging to See You Explode Maya Lynn knows exactly what you need. She locks eyes with you and starts whispering…

Sexy Jinn Solo Play Sexy Jinn is all dressed up and is feeling horny. Watch her playing with her pussy with a big dildo. . Sexy Jinn Solo Play –…

Sweet Redhead Naomi S Gets Facialized By Owen R & Joshua C! This nasty and insatiable sweet redhead got a pretty face – she was born for facial porn. Watch…

Cory Chase in Step Fam Jam Wild Vacation Ride Vol. 1 Rivalry – “We’re almost at your step Aunt Gigi’s house” my step-mom, Cory, tells me. “I want to get…

Rosa Josefin 5on1 Enjoy Rosa Josefin 5on1 rough gangbang with double penetration and double vaginal penetration with her first triple penetration. Rosa Josefin also does triple vaginal penetration, along with…

Jeans Featuring Shauna Luv When my roommate Shauna Luv tried to show off her new jeans, things took an unexpected turn. A small stain led to a water-spill mishap, which…

. Scene 1 – Starring:  Eimi Fukada,   Scene 2 – Starring:  Eimi Fukada,   Scene 3 – Starring:  Eimi Fukada,   Scene 4 – Starring:  Eimi Fukada,   Scene…

. Cosplayer in Yukata Enjoys the Ultimate Summer Passion – 1 –.

. Cheating Hotwife Lynna Nilsson Creampied by Fat Cock Jock – Starring:  Lynna Nilsson,   Brad Knight,  .

. Scene 1 – Starring:  Rebecca Lord,   Scene 2 – Starring:  Jessica Drake,   Evan Stone,   Scene 3 – Starring:  Phoenix Ray,   Scene 4 – Starring:  Monica…

Private Lesbo – Jennyfer Stone sneaks into Mary Rider’s bed Relaxing afternoon for Mary Rider waiting for the night performance, but the one knocking on the door of the hotel…

. Billy Glide Fucking Arial Rose On The Couch – Starring:  Arial Rose,   Billy Glide,   Bella Luciano Getting Pounded Hard – Starring:  Bella Luciano,   Will Powers And…

Sext Secretaries Enjoy an Intimate Gangbang Lovely Kitty Kat and Classy Filth joined us for a secretary-themed little sex party at our local fuck hut. A more intimate gathering, but…

. Juicy latina creampied during casting – Starring:  Peter King,   Nikki Knightly,  .

Amanda Melo and Lauanny Souza engage in intense anal and blowjob play In a room filled with anticipation, Amanda Melo and Lauanny Souza, two stunning transgender models, begin their intimate…

. Cosplayer in Yukata Enjoys the Ultimate Summer Passion 2 – Starring:  Yukata,  .

Bexx Is Back to Enjoy Some Black Busty Bexx, a redheaded BBW, shares her personal preferences during a behind-the-scenes photo shoot. While waiting for Lawson Jones, she masturbates with a…

Hot New Friends Enjoy a Bukkake Together Our good friend Isabella Bangs joined us again after she’d taken a few years out away from the business. She asked us if…