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….

This patient injured his knee and is in pain when he tries to walk. Somehow he forgot about his pain at the sight of his doctor’s cleavage, he is more…

When Nikki asked Charles to be her date for valentine’s day, Charles simply replied that she was way too nerdy and not hot enough. Saddened by this Jayden came up…

While catching some rays in the hotel pool, Gina Gerson couldn’t help noticing the handsome stranger watching her swim from the balcony of his room. Kristof feasted his eyes on…

The gang is hanging out shooting the breeze and talking about tits when Crank shows up with a box of film gear and a million dollar idea for the gang…

Super horny Amazon Kami can’t wait to try out her big new dildo! After releasing her huge tits from the cami that covers them, this gorgeous black babe warms her…

Leanne Lace is taking a warm candlelit bubble bath, and you’re invited! She pours water over her small, perky breasts and thoroughly soaps up her amazing ass and pussy. But…

Aubrey Sinclair needs to buy a new car and will do anything to get a good deal. When she sees the car salesmen, she makes an elaborate plan to fuck…

A group of overlooked sorority girls (Abella Danger, Whitney Wright & Ana Foxxx) set out to make a name for themselves by becoming the “top anal sluts” on campus.

Monique is excited to do some shopping at a pop up vintage sale. She’s more comfortable with a conservative look but after being offered a sexy dress by the shop…

Uploaded: 2024.02.20 2024 Show more…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…

Queen Rogue has finally returned to bang bros. She looks better than ever and her mouth couldn’t be anymore filthier. We paired her with Javon today hoping to scare her…

Tiffany Watson is a blonde newbie who wants to show off what she can do on camera. She’s ready for anything and the director isn’t going to make this easy…

Isis Love is woken up in the middle of the night by commotion coming from her daughter’s room. Isis notices that her daughter’s slutty friend, Kenzie Madison, is over and…

Aria is a crazed fan who wins the chance to appear on Jean Val Jean’s cooking show. Things heat up when he shows her how to handle more than just…

Assh Lee likes to express herself dancing to the latest hip-hop tracks. She’s not afraid to throw down to prove her skills against whatever competition comes her way. One thing…

“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…

Working the bar at a Costa Rican resort is Bianca Resa’s dream job, if only for the chances she gets to ogle exotic, wealthy men lounging by the pool. When…

After Chloe’s Master delivers her into the dominant hands of Mistress Vivian and her secret House of Hedonism, Chloe’s slave training plunges her deeply into a dark world where pain…

Kimber Woods has a very scandalous plot in store for her arch enemy, Natasha Nice; altering her appearance in order to steal away her man, Charles Dera! But what will…

Chanel Charlotte Sins has played many roles at Kink over the years, and now she can play anal, sybian, bondage slut too! We usually let the model warm up with…

A mysterious, silent caller infiltrates the life of Brooke, a lonely 1-800 Phone Sex operator, gradually revealing the extent of an all-consuming, dangerous obsession. Sensing she’s being perpetually watched, Brooke…

With Scarlit Scandal and Mia Moore having gotten away with steamy strap-on sex and scissoring, Scarlit goes to deal with Michael Vegas, who wants to get back together. When she…

Kate (Halle Hayes) and Rick (Small Hands) look like a perfectly dull married couple, but someone from Kate’s past is about to change everything. One day, Jen (Aila Donovan) shows…

Angel is bound for an electric encounter, and counting all the ways she might experience ecstasy.Angel is bound for an electric encounter, and counting all the ways she might experience…

Sienna, like many bosses, needs someone to tend to her more…personal needs. So, she decided that Alex would be the perfect candidate as her “personal help”. Now all that’s left…

Kohen is ready for her close up. For today’s kinky session see her pussy teased with a vibrator over her cute bathing suit. This foreplay gets her pussy ready for…

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Jayden stole Eva’s pen and Eva wasn’t happy about this. They were arguing about it but Professor Stafford came in and decided to take care of the situation. Once Eva…

In Part 2 of Something Borrowed, Something Blue – beautiful and bubbly Aidra Fox arrives at the wedding to be a bridesmaid. Dark-haired Aidra is hopelessly romantic and has no…