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…
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…
Kimmy Granger is tired of making minimum wage for all the hard work she does, and she’s especially tired of starring in the fantasies of her pervy boss Johnny Castle…
What could be better than having all of your roommates eager to feel your dick filling up their tight Japanese pussies, and getting to work your way through them one…
Naoto Rindo is not your average guy. Not only is he the scion of one of the wealthiest families in Japan, he’s afflicted by a curse: every third generation, the…
When Akiyoshi’s girlfriend dumps him because he’s too much of a weakling, he needs a way to get in shape fast. He can’t afford a gym membership, but luckily, he…
The kingdom of Euniphonia is in trouble, and they need your jizz! That’s what nerdy Tomohiro learns when he’s magically summoned to a fantasy kingdom, where he’s wedded to beautiful…
Daisuke is looking forward to a relaxing week of sun, sand, and sexy ladies on his much-needed summer vacation when a familiar voice calls his name. It turns out that…
Naked except for her lacy white panties, this sexy blonde has oiled up her pretty pedicured feet and wrapped her soles around your big, thick cock. She really enjoys watching…
Your busty, loyal maid, Leona, has been looking all over for you for your afternoon lesson. This pigtailed maid may be submissive, but when it comes to your sex education,…
Introducing your hot girlfriend to your nudist’s parents can be a terrifyingly embarrassing experience, but Tomi Taylor couldn’t be more comfortable! She’ll do anything to fit into the family, and…
Welcome to Digital Playground’s favorite restaurant, serving the best cuisine in town and their famous special, a hot piece of ass, made specifically to your dietary needs. Come get it…
My new camera needs new footage, and today I started filming my girlfriend like a voyeur. She knew what was happening, and gave me the best blowjob and more. Good…
Season 3, hosted by 2015 DP Star winner and contract girl, Aria Alexander! Join judges and industry legends Nikki Benz, Tori Black and Keiran Lee in the search for porn’s…
Season 3, hosted by 2015 DP Star winner and contract girl, Aria Alexander! Join judges and industry legends Nikki Benz, Tori Black and Keiran Lee in the search for porn’s…
What happens when your divorced dad starts dating a MILF? MILF Alicia is definitely the sexiest bird at the Thanksgiving table…and she’s not above seducing her step-daughter-to be…and her new…
Would you fuck your boyfriend’s parents…if they were nudists AND swingers?! Even the best behaved girlfriends can’t resist the seasoned touch of an older man…AND a MILF…at the same time.
Ever wondered how life was going for our DP Star winner?  Here’s your chance, because we’re taking you up close and personal inside our exclusive contract star’s world to witness the…
Ever wondered how life was going for our DP Star winner?  Here’s your chance, because we’re taking you up close and personal inside our exclusive contract star’s world to witness the…
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…
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…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
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…
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…
When hubby shirks your anniversary plans for a business meeting, there’s no need to worry! The hot gardener is ready to please with his own kind of celebration.
What do you do when you want to dump your husband AND get a plump divorce settlement? Set him up with another woman and catch him cheating! Unless he already…
What do you do when you want to dump your husband AND get a plump divorce settlement? Set him up with another woman and catch him cheating! Unless he already…
What do you do when you want to dump your husband AND get a plump divorce settlement? Set him up with another woman and catch him cheating! Unless he already…
What do you do when you want to dump your husband AND get a plump divorce settlement? Set him up with another woman and catch him cheating! Unless he already…
Sometimes the best therapy is fucking your therapist’s son…Eva knows dick is a cure for what ails – especially when that cock is young, hard and loaded with cum. This…
Who wants their tonsils swabbed?! Wait, this is a DENTAL appointment?! Zara needs practice to get over her gag reflex…and she won’t be dick-stappointed. She just needs tip her head…
Your dad is a deadbeat and his new girlfriend is hot af. You know she deserves better…better like your bigger harder cock pounding out her sweet MILF puss. Don’t let…
When nature calls…sometimes you WILL use the ladies bathroom. And when you get caught with your pants down by a sexy stewardess…a deep dicking always speaks louder than words…and maybe…