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….
Gorgeous blonde bombshell Kendra Sunderland is oiling up her curves on the balcony – squishy tits, wet pink pussy aching for more… When pervy petite Haley Spades sneaks up to…
Yuri Aine and Yuu Sakuraare dick suckers that are always ready to suck another load out. Looking pretty is a big part of doing their best job as a cocksucker,…
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…
Hina Mitsuki is masturbating in her bedroom when her lover appears. He joins her in fingering her hairy pussy until she orgasms for the first time. Then, it is his…
Sofia Cucci, the Romanian princess of porn, is back and ready to take Danny D’s cock deep inside her sweet pussy! The naughty Ms. Cucci, never afraid of exhibiting her…
Hairy Asian cuties are the main attraction for some dudes. This horny little oriental girl with a beaded necklace sucks his small dick and rubs her nipples and lets her…
In Part 2 of Participant Observation, dark-haired Evelyn Claire continues her journey into the sex scene in LA. After taking Sabina’s business card, Evelyn decides to give her a call….
Jessa Rhodes befriends her cheating ex, Lucas Frost’s, new wife Kimber Woods and seduces her to spite him. When Lucas catches the girls mid-fuck, he’s offered an ultimatum – join…
Lulu Chu’s out in the woods looking for a spot to set up an axe-throwing target for her nature vlog, but she didn’t realize she wandered onto private property. When…
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…
Lola Heart was waiting for her house to empty out before picking up the phone and inviting over some dick. Dropping her jean shorts and dressing up in sexy lingerie,…
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….
When Vinna Reed noticed her girlfriend Lucy walking into the bedroom wearing a naughty pair of sheer lingerie that let her nipples show through, she just had to take her…
Only 2 more Things to do for Ashli to become a sister in her favorite sorority. First, being spanked by a paddle by her 2 older sisters. Second, being fucked…
Stacked Blonde Gets Spitroasted Miss Jackson attracts the attention of two good samaritans willing to help her home. Miss Jackson thinks she can’t thank them enough, but her curves are…
Diamond wakes up one morning with a sudden desire for a taste of pussy. She is incredibly horny just thinking about eating out another girl but too bad she’s married…
Principal Blade talks to Krystal about her unacceptable antics in a few of her classes. She is being accused of using her cell phone during lectures and even smoking in…
Damion can’t help but creep on his neighbor Ameena. She is always outside oiling, lotioning, lotioning, oiling. This time was a little different. Ameena decides to get topless and Damion…
Watching flurries of white snow through the hotel window, the forecast seems bleak for Lena Paul and Michael Vegas’ anniversary. But tucked under Lena’s trenchcoat, there’s a naughty surprise that’s…
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…
Dana is showing Elizabeth around campus, but when they walk past nemesis Amanda at her “Women Power” booth, Dana and Amanda come to blows, and Liz gets mixed into the…
Candice Dare acted like she was ready for anything when she showed up, and her costars definitely did all the could to bring her to the breaking point. It wasn’t…
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…
