Forty-seven-year-old Adam says he needs Dr. Phil's help because he's never had a girlfriend, never been in love, and no woman has ever loved him. He says out of the hundreds of dates he's been on, he rarely gets a third date. By 50, he says he wants to be married with children but fears he will never get there if he can't even snag a third date. Dr. Phil sends Adam on a speed date with five single women to dissect what Adam may be doing wrong on dates. By the end of the show, after Dr. Phil gets in Adam's ear, will one of these ladies give Adam a second chance?