Uploaded: 2024.02.23 2024.02.23 Show more…

Uploaded: 2024.02.15 2024.02.05 Show more…

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….

Is it all in Clover’s head, or is his teacher Ms. Leigh Darby trying to seduce him? Poor guy didn’t have a chance in hell of focusing on the pop…

Cameron Canada had too much stress to deal with, so she called over the best big-dicked masseur she knew of, the one and only Ramon. He started her off slowly…

Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…

Miky Love wakes up in her white lingerie and is horny and ready to be fucked – her fingers just aren’t enough. She is surprised by two men at her…

Uploaded: 2024.02.08 2024.02.08 Show more…

Lola Fae is a fun-sized petite cutie that is ready to be dicked down by a big black cock in her tight little asshole. She prefers a dick sized between…

Jessie Saint is a cute blondie that is ready to have a wild day at the park! She has a bird kite that she wants to fly on this windy…

Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…

Uploaded: 2024.01.05 2024.01.04 Show more…

Luna Legend is a young Latina who will not lose to older stars in the industry. The horny lady with small natural tits and a round ass is wearing a…

Veruca James hasn’t ever done anything like this before, but her dreams of becoming a porn star are going to require some double penetration and toe sucking. She’s totally prepared…

Alaina comes home from school to find her stepdad Mark masturbating. Turns out he’s been fired from work and she’s been suspended from school. Both stuck at home with nothing…

Kelsi is filming an exercise routine when she starts feeling wet and horny, and the only guy there is the lucky camera man. All those endorphins are about to be…

Melissa has a special surprise planned for her husband’s birthday: a naked party just for two. So when he sends his assistant Keiran to tell her he can’t make it…

She goes to bed as a woman and wakes up as a man! Now she can have everything a man wants– including the hot secretary, Hadley, that she was pining…

It’s definitely not his first blowjob, not this younger man is still eager to feel this cute Asian chick’s lips around his hairy dick for the first time. She starts…

Uploaded: 2024.03.10 2024.03.08 Show more…

After the manager caught Lena and her shy friend, Ayaka, fucking in the locker room, he continues their punishment with a lesson in serving fries. He ties the girls up…

Freckled beauty with big tits and stunning curves, Wisconsin Tiff wears a tied button-down shirt, pink lingerie, black skirt, and strappy heels that highlight her assets. Beginning with a strip…

Travelling across Europe together for the first time, lovers Cayla Lyons and Niki Sweet can’t wait to fully enjoy their luxurious hotel room in Paris. With the lights turned down…

Dr. Marie has been fixing sexless marriages for years. When Preston’s wife drags him to her office he’s expecting an invasive examination, but Phoenix has a different method. She tests…

Charles got to fuck Jordan’s wife , so it was only fair for their friendship if Jordan fucked Charles’s wife. Charles wasn’t alright with it at all, but he had…

The naughtiest chicks always seem to be the ones that are experts at playing coy. See Alina West peer over her shoulder at her boyfriend who happens to be just…

Christian Clay is shopping for shirts with the help of his wife. Relatable, right? Things take a turn when Christian accidentally steps into a changing room that’s already occupied by…