Sean O'Donnell (Chris Hayes) has found the shortcut to getting women: the internet. Finding lonely, depressed and antisocial girls, he notches his bedposts as an online dating Casanova. Although his best friend Wes Landings (Chris Bruno) disapproves, Sean leaves a trail of destruction via one night stands and lies. After the death of her boyfriend, Rachel Lerner (Laureen Werther) turns to the internet to begin dating again, to the dismay of her fast living friend Brooke (Courtney Gluck). As Sean's deceit begins to catch up to him in the form of a past conquest Erin and her ex-boyfriend Smitty, Rachel is kidnapped and Sean is the only one who knows.