As I’m a smart arse I'm going to have two. One will be real people and another one with fictional characters. :p

1 - John Lennon
2 - Jack Nicholson
3 - Sid James
4 - Muhammad Ali
5 - Morrissey
6 - Jim Morrison
7 - Quentin Tarantino
8 - Albert Einstein
9 - James Gandolfini
10 - Peter Kay

1 - Tony Soprano
2 - Michael Corleone
3 - Vito Corleone
4 - Donnie Darko
5 - Tyler Durden
6 - Ellis Boyd 'Red' Redding
7 - Henry Hill
8 - Leonard Shelby
9 - Renton
10 - Randle Patrick McMurphy