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….
She Fucks Her Boyfriend’s Friend . Harley Rosembush
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A cheesy loser declares his love for Harley Rosembush, however, she is more interested in his friend. They manage to send the poor guy out of the house so they…
Gypsy was lucky to catch her neighbor Jonathan as he was coming home from work. She desperately needed him to lend her some sun oil for this sunny day. Jonathan…
It’s not Angel Smalls’s fault her handsome boss gets her so flustered she can barely keep from knocking over stationary and spilling envelopes to the floor. Good thing Tyler guessed…
Nikki Nicole takes a peep at her stepbrother showering and notices his big dick. She walks in the bathroom and boldly takes off her clothes and tell him to make…
After years of creating some of the world’s most exciting clothing, feisty fashion designer Krissy has found herself losing steam. It feels like ages since she’s been inspired to do…
Ever dreamed of ringing in the New Year with Angel Wicky and Amirah Adara? Well, you’re in luck! The two luscious ladies put a fresh twist on the classic burlesque…
Kimmy’s mom has a legendary family friend coming to town – Xander is secretly renowned for his giant dick. Kimmy can’t wait to get her newly-legal legs wrapped around him,…
Sofie Marie brings along her husband to watch her get fucked on camera! This hot brunette loves to show off her sex skills in the bedroom, and it turns her…
Still horny from her earlier workout, Sybil Stallone takes her husband Scott Nails to the bedroom. But Sybil changes her mind and decides she needs a shower first, leaving Scott…
Former Penthouse Pet Venus lays back on the bar stool and let’s black dudes feed her some penis. These pipelayers pole her holes and flip her front and back to…
When Aislin and Kirra felt the pang of desire to tumble into bed for a hot, sweaty fuck, they wasted no time getting to it. It was Aislin’s first time…
Weddings are a timeless capsule of joy, however, for Chris Diamond it feels like a nightmare! When the newlyweds host their reception party, Chris can’t help but notice how cock…
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…
Isski Sae regularly gives her husband head, and swallows his load dutifully. The pervert doctor is giving her training to teach her how to give good head, but to stop…
Wrapped in a brilliant red sari and overflowing with gold jewelry, her long, black hair in a thick braid, your September Twistys Treat of the Month, Jasmine Sherni, slowly dances…
Mandy Muse is working on her yoga form with the help of instructor Xander Corvus. He has her focus on her breathing as she transitions through a series of postures,…
Tyler’s oral presentation has him shaking in his jeans, so his teacher Dava Foxx gives him a little extra advice: "just imagine your audience naked." Taking that old adage to…
