6. Frankie Valli
Episodes: Seasons Five & Six Another musician on the list, Frankie Valli is one of the biggest music stars of all time. With hits like Big Girls Dont Cry, Sherry and I Cant Tale My Eyes Off of You, Valli and his band the Four Seasons had a career to rival The Beatles. So this is all the more amusing that a pop singer like Valli should be playing a feared New York gangster. Frankie Vallis music appeared (the song Dawn (Go Away) features in season four) in the show long before the Four Seasons leader himself was cast. He is even referred to by Tony and Silvio in an earlier episode where Silvio must use his connections to get Valli booked in a Native American casino as a favour. Valli as Rusty Millio appeared many times over series five and six as an ally of Carmine Lupertazzi, Jr. during the war with Johnny Sacks outfit. Rusty met an unfortunate demise in a hit ordered by Johnny Sack. Valli a proud Italian-American and New Jersey native seemed like an odd choice to appear on a show that has a somewhat stereotypical view of Italians. Still, Valli couldve done worse and appeared on Jersey Shore. http://www.youtube.com/watch?v=qyQzTdTLmQE