Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Abby Rose calls Lawson over to have a little talk about her son. Abby’s son has been friends with Lawson since they were little. Abby has a favor to ask…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Nadia Styles is the evening news anchor over at ZZ News, and ever since their first day on air together, her pervy co-anchor Brick Danger has been trying to get…
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Savannah Sixx is a giggly young teen that finds herself in the downtown streets flashing her titties! She wears a cute crop top sweater and flashes her perky tits for…
Adriana Chechik’s limp dick husband is too lazy to give his beautiful wife the massages she craves, so he hires a professional masseuse to do it for him. Unfortunately for…
Sarah Banks preps herself for a tough workout with coach Charles Dera. After pounding the punching bag hard, Sarah starts feeling tense. Thankfully, Charles has some massage oil handy. He…
Elias has finally reached graduation day, and although it took extreme effort and focus, he was able to cross the finish line. His stepmom, Brooke, and his step-aunt, Vanessa, couldn’t…
Naomi Mae is home alone when two black men break into her house. She calls the cops to catch the intruders and they respond to the call and capture the…
Sexy co-ed Aria Banks is sunbathing in her friend’s backyard. Her friend’s dad goes outside to see Aria in her sexy red bikini. He ensures he is seen and once…
When gardener Takashi finds an antique dollhouse in a hidden storeroom, his interest turns to shock when he finds himself transported to a dreamlike world where red-haired maid Nanami sucks…
Aidra Fox’s steamy shower is the only hint Keiran Lee needs to know that his little house slut is in desperate need of being fucked! Fresh and clean, Aidra steps…
Tiffany’s birthday surprise for her boyfriend, Alex, isn’t quite ready when he rings the doorbell, so she asks her stepmom, Christiana, to entertain him for a few minutes while she…
When each cumshot is five times the size of a normal person’s batch, there is some concern that many of his swimmers are going to be less than desirable for…
Roxie Sinner has had enough of her roommates Azzy Star and Mandy Waters hooking up all over the apartment, so when she walks in on Mandy fingering Azzy in the…
Stuck at school late marking papers, Ms. Lane decides to let off some steam and masturbate in the girls bathroom. Coincidentally, late-studying student Danny D has the exact same idea….
Isis Love is happily married but can’t get over the fact that her adoring husband refuses to give her what she desires most—anal sex! So, when their goody-two-shoes neighbor, Xander…
Sexy car thief Veronica is watching as Kai parks his luxury car and leaves his garage door wide open as if in invitation. The stealthy beauty climbs into the hatchback,…
Ny Ny Lew is hired to be the Maussue when she arrives. She can’t help but notice Jovan Jordan’s large stature. She massages his large hands and feet. Ny Ny…
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…
