31. Katie Couric

Major props for the hat choice, Katie.
30. Dolly Parton

Dolly’s smile has always been megawatt.
29. Sarah Michelle Gellar

Major Little House on the Prairie vibes.
28. Ellen DeGeneres

Those baby blues are unmistakable.
27. Rashida Jones

Lil’ Rashida’s got spirit!
26. Gwyneth Paltrow

Gwen’s always been pretty low-key glam.
25. January Jones

Wow, January, this is a BOLD haircut for SURE.
24. Tiffani Thiessen

That bow is almost bigger than Tiffani’s head.
23. Anderson Cooper

Those eyes have always been PIERCING.
22. Kerry Washington

Kerry’s hairstyle is totally killin’ it.