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 POV Playground, YOU will get…

Uploaded: 2024.03.06 2024.03.05 Show more…

Van is interviewing Alena to see if she would make a good stepmom. Even though she wants his permission to marry his dad, but the interview has to go both…

Freak You’re my step brother, you have to hang out with me. We can do whatever you want, I’m just so bored.. I don’t want to hang out with him,…

Cougar Nina Hartley is out on the prowl, and “accidentally” runs right into her hot new neighbor by the pool. Although this granny is brazen when she invites him up…

Kelly Diamond has been bouncing around from job to job for a while, never able to find something that holds her attention. So when a waitress at the local diner…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

Uploaded: 2024.02.04 2024.02.03 Show more…

Lezley Zen agreed to give Tyler Nixon some golf lessons, but when he shows up late, the busty slut decides she needs to get a little extra payment for all…

Angela White is a nasty anal angel in this soaking wet episode of Big Wet Butts. Her thick curves and big naturals are just opening acts for today’s main event:…

As college student Robbie Apples is cuddling with his girlfriend in study hall, he keeps glancing over at blonde Angie Faith and her big tits, especially when Angie pulls them…

Ari Alectra had a sleepover with her friend, but she didn’t finish a chess match against her friend’s brother Jodie. Now that it is morning, Jodi wants to finish the…

Gina Valentina has the perfect, tight body and a voracious appetite for dick! She wears her shiny black buttplug to prepare and stretch her asshole for her sugar daddie when…

Eveline Dellai has striking blue yes and a pair of perfect tiny tits to match. She invites two of her friends over for a bbq, and she can’t help but…

Cute petite Piikara Blood, with her perfect natural tits popping out of her shirt and her booty shorts overflowing, is excited to get bouncing with her new dance instructor when…

The sexy Cherry Kiss is just about ready for her massage with Sam Bourne, but after taking her top off and exposing her tits, she climbs onto the table with…

Liz Jordan might seem like a girl next door (which she is) but she’s nothing but. She loves a bit of control, which is why we gagged her before giving…

When the sexy Eva Lovia married her husband, David, their life was filled with passion and mesmerizing love-making. But through the years, their petty arguments turned violent. And when she…

Neglected housewife Kaylani Lei wants to spice up her marriage, so she decorates her naked body in juicy fruit and waits for her hungry husband to come home from work….

Sybil isn’t in the mood for working out, but her Mediterranean holiday is coming up and she wants to be bikini-ready. After a few halfhearted stretches, the Ukrainian spinner is…

Yui Shimizu is wearing the fishnet body stocking her master prefers her to wear. She has already been bound at the wrists on the sex chair, and she wets her…

Introducing Nicolette Shea to DP! Watch her get soaked with busty brunette Angela White and of course, the man himself – Keiran Lee!

Amanda is on the web surfing and having fun. She stumbles upon a webcam chat room and picks up a video chat with Justin. After a good visual teasing, she…

Watch as the hot pairing of Emma Hix and Lacey Lennon video chat with each other to catch up. The talk quickly turns to how much they masturbate and how…

Lilith Lavey is our kind of slut. She likes to play a little kinky and she shows off her talented ass while holding a butt plug in it. Her stud…

Simone Sonay was just relaxing and trying to enjoy her evening when she was interrupted by a knock on her door. It was her daughter Liza ‘s boyfriend Johnny Sins,…

“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…

It’s Cindy Loarn’s first day at her new job as a barmaid. Her boss has given her two simple tasks: bus tables, and don’t go through that mysterious door. But…

In the heat of the moment, there’s nowhere better than the kitchen for a passionate bout of lovemaking. Jasmine was preparing a snack for herself and her man when he…

Bunny Colby is a ravishing beauty that has the most amazing titties. She has a gorgeous red lingerie set on that she’s hoping get ripped off of her! Her pussy…