Jason, a 33-year-old film director from Sandusky, Ohio, has dreams of a true Hollywood romance, complete with a Pam Anderson-type for his leading lady. After a string of failed dates with the typical California blonde bombshell, will he follow his friends' advice and open his heart to a down-to-earth girl from the Midwest? Matt, a 27-year-old millionaire, uses online dating to find companionship while on the road for work.

Travis, a 36-year-old virgin, turns to online dating to find his bride. This devout Christian has high expectations. His future wife must be beautiful, virtuous, love the Lord and appreciate his desire to remain a virgin until marriage. Will his rigid guidelines keep love out of reach, or will he bend the rules for the right girl? Davey Wavey, a gay YouTube personality with over 4,000 messages in his dating inbox, has been on hundreds of online dates.

Grant, a 33-year-old orthopedic surgeon, has a plan: to find the perfect woman, have a fantasy wedding, and raise the All-American family. With guidance from his roommate, Grant turns to online dating to find the woman of his dreams. Will he find what he's looking for or will every woman pale in comparison to the one he's invented in his mind? J. Keith, a 42 year-old cat-obsessed comic, began online dating to combat his shy and awkward demeanor, but now uses it to attract women who would normally be way out of his league.