Answer: Jake Ryan
The guy that Samantha has a crush on in Sixteen Candles is named Jake Ryan. Jake is portrayed as the stereotypical high school heartthrob who is popular and attractive. Throughout the movie, Samantha pines for his attention and is thrilled when he finally starts to show interest in her. Interestingly, the actor who played Jake Ryan, Michael Schoeffling, was not originally cast in the role. He auditioned for a different part and when director John Hughes saw him, he knew he had found his Jake Ryan. Schoeffling went on to become a heartthrob in his own right, with fans writing him letters and even stealing his family's mail to try to get in touch with him. In recent years, Schoeffling has retired from acting and now focuses on woodworking and creating furniture.