Teen America: Mission 11
Teagan Wants More! 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…
Teen America: Mission 13
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…
Teen America: Mission
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 gettin a fuckin…
Teen America: Mission 2
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 gettin a fuckin…
Teen America: Mission 5
Special Contract Unit 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…
Teen America: Mission 6
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…
Teen America: Mission 9
Teagan Is Back! 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…
Jack’s Playground: Big Ass Show
Mega Packed with Juicy Crack “Check out these packs with juicy crack presented by Jack”
Jack’s Playground: Big Ass Show 2
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 Playground: Big Ass Show 4
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…
Jack’s Playground: Big Ass Show 5
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 Jack finds pleasure deep…
Jack’s Playground: Big Ass Show 6
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 Jack finds pleasure deep…
TS Mega Cocks
The father of modern trans porn, Joey Silvera, compiles seven gender-bent scenes with one big thing in common: gigantic she-dicks! TS Mega Cocks packs femme, functional, super-hung T-girls from the…
American Bukkake 38
Emma Luvgood and Liliana Moreno receive 122 loads to the face! They love to entertain themselves and it quickly becomes a mind over matter situation. Emma and Liliana are suddenly…
The Big Tit Jack Off
Six-babe, Double-D, double-disc edition! Six hot girls and six big, long scenes… all in the tease and please style that only B. Skow delivers! But this time the emphasis is…
Jack’s POV 12
With its unique camera work, Jack’s POV 12 brings you into the action and doesn’t loosen its grip until you’re completely drained. Jack’s POV 12 puts you in the driver…
Jack’s POV 14
With its unique camera work, Jack’s POV 14 brings you into the action and doesn’t loosen its grip until you’re completely drained. Jack’s POV 14, starring Digital Playground’s beautiful contract…
Jack’s POV 7
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…
Jack’s POV 11
You don’t know Jack until you’ve seen through his eyes. Don’t miss this all-star cast that includes Hannah Harper, Lacey Maguire, Annette Schwarz, Rachel Roxxx & Britney Stevens in a…
Jack’s POV 18
Beautiful superstar Kayden Kross comes up close, right in the palm of your hands, with lusty POV action. Kayden invites you to reach out and touch her as she and…
Jack’s POV 9
Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy/girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital Playground’s award…
Jack’s POV 19
Beautiful BiBi Jones drips her young, sweet juices all over thick rods and long, hard members. She shows off her naughty skills as the youngest new nasty girl. She and…
Jack’s Playground: Asian Adventure
When Jack puts his mind to something, the filthy possibilities are endless! In Jack’s Playground: Asian Adventure, Jack rounds up the most kinky, exotic Asians to give him a happy…
Jack’s Playground: Asian Adventure 2
When Jack puts his mind to something, the filthy possibilities are endless! In Jack’s Playground: Asian Adventure 2, Jack rounds up the most exotic Asians he can find for a…
Jack’s Playground: Big Ass Show 9
Jack’s busy in his playground casting big-ass babes for leading roles in his music videos. This time he gets Alexis Texas and Shyla Stylez to bend over for him. These…
Jack’s POV
You don’t know Jack until you’ve seen it like this! All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for…
Jack’s POV 2
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 POV 3
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…
Jack’s POV 4
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…
Ben Dover’s End Games
Bend Over Greetings All You Arse Lovers! This Is BEN DOVER Here, Back For The Crack Again, And Have I Got Some Awesome Little Arsebandits Lined Up For You! The…
Somebody’s Daughter
Including 9 creamy loads! Welcome Lailani! This hot 18 year old is so cute and she wants her 15 minutes of fame. She gets it — starting at the end…
Cruel Media’s Starstruck 2
Four perfect hardcore scenes. With Starstruck 2, Cruel Media director Raul Cristian brings his distinctive style of hard-core brutality to some major league, A-List porn talent. This mind-blowing collection of…
This Ain’t Nurse Jackie XXX: This Is A Parody
If sex is your disease, she is the antidote! Fuck my pussy! Cock sucking hospital staff! Sex that makes me drool!
Jackie & Jill
A Modern Day Fairy Tale They Did a Lot More Than Go Up a Hill! Kira is looking for love in all the wrong ads. Dating services, internet, newspapers, all…
Numbers Game
True love is closer than she thinks! When Jackie discovers that she’s slept with 10 more guys than the national average, she decides to track down all her ex boyfriends…
La Femme Chameleon
Jack and Marla are very much in love. Marla has been acting a little strange lately though. Every time she has an orgasm Marla changes into a different woman, not…
Uncle Jacks Taboo Fantasies 4
“Amanda Bryant – My niece came by demanding I give her the BJ part in a scene. Well, you can’t just send someone out to do a job taking their…
Paname
3 childhood friends are getting bored in their parisian suburbs. With no jobs and no money, they can’t go to Paris and hook up with rich boys in fancy parties….
Strap Some Boyz 2
“Something about hot women dildo-fucking the asses of masculine men is indescribably perverse. Director Joey Silvera knows the allure of intense pegging sessions with luscious ladies anxious to switch places…
Cooking For Stepmom and Science Experiment
I cannot believe this horrible day. First, I have to fire some morons at work then I have to come home and cook dinner since my chef is sick. My…