Nina has always believed that both she and her husband were virgins before they were married, so when she discovers that her husband was actually something of a man-whore before…

Hot Argentinian Malena Doll is looking for a job as a secretary. She will have to prove to her young boss that she is good at fucking to get the…

When burnout slacker Rina Ellis greens out during a 90s movie marathon, she has some seriously fucked up dreams. Santanico Pandemonium has taken over an alternative 90s dystopia and It’s…

Penelope Reed is getting hassled in a back alley when a cop comes to chase the masked figure away! Penelope is hiding behind her car, and his consolation efforts quickly…

Kenzie Reeves’s new stepdad is trying to be her new best friend, but this emo chick doesn’t need a new bestie, she’s horny for that big dick! When Sean Lawless…

Pussy wet like the ocean, nipples hard like rocks; this is the tale of the ancient fertility stone. When vigilante Kendra Spade is caught hijacking artifact collector Markus Dupree, she…

What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Brooke Barclays is preparing supper when her swap daughter…

This time it’s Matt Bird’s turn to taste our sexy blonde Mina Von D. Come watch her tight pussy getting stretched by a huge cock! Uploaded: 2024.02.17 2024.02.17 Show more…

Demure and devious, Rachel Starr is showing off her elegant side in a flowing red dress which tightly hugs every one of her curves. But those dark lips hint at…

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…

In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…

Kira’s husband Johnny is about to leave for work, but she’s thinking about some early morning TLC. She tries to tease him into staying, but the working man decides he…

Andi Avalon has her son’s friend Max over to help with her filing taxes. She’s always had a thing for Max but never imagined that he was packing a big…

It’s the biggest pitch the firm has to give this year. Freddy is feeling nervous, until he realizes that the client is his wife’s sister, Mea. Mea becomes a bit…

Eliza Ibarra is meeting her new stepmom for the first time, but she wasn’t expecting a busty blonde MILF like Alura Jenson! With Eliza off in her room studying and…

Riley is sick of everything: college, her hometown, and living with her parents. So she decides to hitchhike and embrace her newfound freedom. When Mick Blue picks her up, he…

Chanel Preston is meeting her new husband’s daughter for the first time and this busty housewife wants everything to be perfect. Unfortunately, Ariana Marie is being difficult, so Chanel decides…

Alluring Kayla Paris wants to go out and have a fun night with her friends, and lucky for her, her rich, older benefactor Steve Holmes has no problem with that….

Jada Stevens decided to get some surgical enhancements for her ass, but when the famous butt specialist Dr. Corvus says her beautiful booty is already too perfect for surgery, she…

Beautiful blonde MILF, Nicolette Shae, is a model-turned-housewife who longs for her heyday of walking the runway. Missing the lights, cameras, and the attention, Nicolette craves the day of her…

Nata Ocean is a European blonde who loves to do yoga and is quite flexible. That training does give her some sore spots though and her friend Josh was willing…

LGBT advocate Aubrey Kate has created a whole new way for people to open up to the understanding and appreciation of transsexuality. Aubrey has opened up a gloryhole business in…

The last thing Brooke Haven expected to do during her door to door survey routine was to knock on Billy Glide’s door!! She is such a fan of Billy’s and…

Catching your step sibling stealing from your parents puts you in an interesting position. You can fuck with them in all kinds of ways. Literally! When Chloe Surreal catches her…

She wore her purple dress today because she feels most sexy in it, but these dudes are already half naked. Being fed cum from her man’s fingers is what she’s…

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…

Nicole Kitt’s top bunk bed has holes cut in all the right places, as her roommate’s boyfriend Van Wylde soon discovers! While Nicole masturbates on the top bunk, Van cuts…

Enjoy Digital Playground contract stars Jesse Jane® and Stoya in LUST, a provocative, playful and passionate film by Celeste. Lust is an anthology of lushly sensual affairs, featuring Jesse Jane…

Mick Blue was setting up the massage table to give his woman a nice romantic rub-down when her daughter Cassidy Banks popped in wanting to get in on the action….