Ryan Stew, pranked as "Chicago's Most Eligible Bachelor" by his friends, gets dating help from Steve, which includes a head-to-toe makeover and tips to incorporate some confidence and swag. Also, former NFL player Myron Rolle, who was accepted into the neuro-surgery program at Harvard University; and the stars of Animal Planet's "The Vet Life," Dr. Diarra Blue; Dr. Aubrey Ross and Dr. Michael Lavigne.