Hotter with Hats?

Do Ashton and other guys look cuter in caps? Get the scoop from hatmaker Eugenia Kim – then cast your vote and see results in our Sexiest Man Alive special issue, on newsstands Nov. 18. By Emily Fromm

  • ENRIQUE IGLESIAS photo | Enrique Iglesias

Credit: Teresa Astudillo/ The Grosby Group/Ramey; JOHN ZISSEL/IPOL/GLOBE

Updated: Thursday Nov 03, 2005 | 06:00 AM EST

ENRIQUE IGLESIAS

The baby-faced singer may be trying to toughen up his image with a military-style cap, but Kim says his efforts backfired: "He almost looks prettier with it on!" (Her suggestion: "If it were slightly more boxy, I think it would work better with his jawline.")