• $26
• 120 min. Starring Sandra Romain, Aidan Layne, Eva Angelina, Gia Paloma, Melissa Lauren, Scott Nails, Tommy Gunn, Chris Charming, Sascha
• 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? answer to getting a fuckin' job!

Screenshots

• $26
• 120 min. Teagan Presley, Carmen II, Jazmin, McKenzie Lee, Tiffany Hopkins, Chris Charming, Jean Val Jean, Kurt Lockwood, Marco Duato, Scott Nails
• 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? answer to getting a fuckin' job!

Screenshots

• $26
• 120 min. Starring Trinity, Taryn Thomas, Carmen II, Kelly Kline, Terri Summers, Eric Masterson, Marco Duato, Scott Nails
• 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? answer to getting a fuckin' job!

Screenshots

• $26
• 120 min.
• 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? answer to getting a fuckin' job!

• $26
• 120 min. Starring Candy Manson, Jenaveve Jolie, Yasmine Vega, Jamie Elle, Gigi
• 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 fuckin' job!

• $26
• 120 min. Starring Bianca Pureheart, Claire Robbins, Jasmine Byrne, Jamie Huxley, Sativa Chris, Charming Rose, Scott Nails
• 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 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 fuckin' job!

• $26
• 100 min. Starring Brandy Talore, Brooke Haven, Jamie Elle, Michelle Maylene, Sara Stone
• With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one of their amazingly anal delights? Does Sara stand a chance of winning with her delectable titty-fuck offering? Is the slippery, wet blow-job that Brandy gave Scott as convincing as the one Michelle gave him? Which appetizing morsel will be named "Jack's Teen America" in Mission 14? Jack will walk you through the competition, taking time to savor each of the beautiful contenders. They're young, they're hot and they all want to win. Put it in now and help Jack decide who will get the crown!

• $26
• 100 min. Starring Jana Cova Riley Mason Holly Morgan Holly Wellin Lacie Heart Michelle B Scott Nails Jerry
• With six lovely ladies competing for the same title, it's a tight race to the finish and Digital Playground contract stars, Jana Cova and Lacie Heart, are off to a succulent start. Lacie calls Scott her bitch before she takes his huge cock in her wet mouth and tight little pussy. Jana Cova uses her sexy accent and top-model looks to manipulate and seduce young, gorgeous Holly Morgan. Michelle B. shows she's a worthy contestant as she eagerly participates in a mind blowing anal with Jerry. Tasty Riley lets Scott delve into her delicious box for a shot at the trophy and insatiable anal nymph, Holly Wellin takes a crazy butt pummeling for the grand prize. Which aspiring starlet will be named "Jack's Teen America" in Mission 17 Jack will walk you through the competition, taking time to savor each of the beautiful contenders. They're young, they're hot and they all want to win. Put it in now and help Jack decide who will get the crown!

Digital Playground Combo At Your Choice

• Any 3 Combo - $78 $66
• Any 5 Combo - $130 $99
• Email us the numbers after your order. (e.g. I want 3, 8, 11)