9. Ric Flair
Can I get a “WOOOOOO!”? Ric Flair was not only the most swagged out wrestler in history, but by many he’s considered one of the greatest pro wrestlers of all time. With a professional career that’s 40 years long and counting, spanning every pro wrestling company it’s hard to debate his position at the top. Known for his gaudy sequins robes, signature strut, and screaming “Wooooo!” his braggadocio outside of the ring equally matched with his innate in-ring ability.