Six years ago, Jessica Kay delivered one of the most extreme and moving sessions in Assylum history. Today, we bring it back, with 50% more footage and an entire re-mastering…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Alexa Nicole wears a bright pink dress to her audition because she’s confident in her sexual skills, but once that cock goes up her ass hole while another one continues…
When Giselle Palmer discovers her wife, Lena Paul, has been cheating on her, she calls attorney Ricky Johnson for a quick and dirty divorce. When Giselle catches Lena giving Ricky…
Daphne Rosen isn’t too happy with her employee Jay. Ever since he brought in his friend Steph to the company, he has been slacking and his work has been unsatisfactory….
‘I’m really liking this new arrangement that we have, step-daddy,’ Funsized Megan says to me. She is lying down, completely naked, on her bed in front of me (Luke Longly)….
Promise gets thrown under the bus. A bus consisting of four well hung white dudes who crash their cocks into her and offload a troth full of white milky spunk…
Caught in the middle of a nasty heatwave, Danny D and his girlfriend are regretting not having any air conditioning. While going to fetch something cool for his girlfriend, he…
Justin wants some guidance on his career path now that he’s graduated from school. Natasha is just the career counselor he needs to sort himself out, and with his chiseled…
Brooklyn Chase thinks she has the whole house to herself for a wild cam show for her fans! She starts playing with her sweet pussy and receiving tips from her…
This mature and petite little Asian sure loves to get fingered while her tits hang out before lodging on top his dick for a joy ride. She even spreads wide…
When an extraterrestrial craft crashes, the only survivor a mysterious beautiful woman–or at least, something that looks like one–carrying a deadly contagion, the government assembles the world’s top scientists, Dr….
Kendra Sunderland takes her big natural tits for a dip in the hotel pool, where Scott Nails is taking an important business call. Kendra has her eyes on Scott, but…
When Aryana Adin goes shopping, she goes hard, when some guy starts talking about an exclusive pop up shop, this busty beauty knows she’s got to check it out. When…
When a smoking hot redhead like Penny Pax finds out her husband has been cheating on her, she makes him channel all his guilt into fucking her sweet little pussy!…
En la primera parte de Cómo Destruir un Matrimonio, Keiran Lee and Kleio Vanlentien atraparon a Danny D y a Monique Alexander engañándolos. Esta vez, deciden tomar venganza de la…
You’d recognize her iconic silhouette anywhere! Curvy brunette bombshell Nicolette Shea is back in burlesque, and lucky patron Kyle Mason gets a private peep show and a sultry lap dance….
Brunette bombshell Luxury Girl is cleaning up the house when she spills some water on her boyfriend. She decides that it’s only fair that she gets a little wet, too,…
Reena’s got the house to herself – her daughter is at her boyfriend’s place and her husband is still at work, so it’s the perfect time to take a relaxing…
Sensual Foxy Roxy Hart is looking hot in a skimpy bikini, showing off all her curves. That’s okay because this horny redhead can’t keep her clothes on. It’s not long…
Michelle Thorne is one horny and bored teacher who just wants to get fucked. Unluckily for her, student Jordi is too focused on passing his English lessons to notice how…
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….
As a way to honor those who we feel have stood out as ambassadors of our brand, we are launching an exclusive series on Transfixed called MUSES where each month…
Just my luck, this gorgeous red head with an amazing rack needs a lift. She’s got an incredible body, and she’s one horny bloke! Watch her lick her sexy nipples…
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…
