Uptight lawyer Peter Sanderson wants to dive back into dating after his divorce and has a hard time meeting the right women. He tries online dating and lucks out when he starts chatting with a fellow lawyer. The two agree to meet in the flesh, but the woman he meets — an escaped African-American convict named Charlene — is not what he expected. Peter is freaked out, but Charlene tries to convince him to take her case and prove her innocence. Along the way, she wreaks havoc on his middle-class life as he gets a lesson in learning to lighten up.

On the brink of a midlife crisis, 30-something Mike O'Donnell wishes he could have a "do-over." And that's exactly what he gets when he wakes up one morning to find he's 17 years old again. With his adult mind stuck inside the body of a teenager, Mike actually has the chance to reverse some decisions he wishes he'd never made. But maybe they weren't so bad after all.