1 definition by Anon Anforth griffen
Sperrys are the "wanna be" version of top siders. They're only like 50 bucks and are extremely uncomfortable. Those who wear them refuse to acknowledge the pain because they are so desperate to convey the preppy boater look. Those who actually wear top siders for their intended purpose know the best brands and like to keep it that way because they are the genuine people who the top sider supporters aspire to be.
by Anon Anforth griffen December 8, 2007