KATE WINSLET
OLDER: Elegant, yes—but we can almost smell the Aqua Net.
KATE WINSLETYOUNGER: Pinned up, but not prim—this look has got swing.
SHERYL CROWOLDER: Limp and lifeless hair is like announcing, "I've given up."
SHERYL CROWYOUNGER: Big, bouncy waves turn back the clock
LEIGHTON MEESTEROLDER: Perfect corkscrew spirals have not been in style since 1986—right around when Meester was born.
LEIGHTON MEESTERYOUNGER: Long, tousled layers are more modern—and less matronly
PENÉLOPE CRUZOLDER: These blocky bangs with a big bun aren't sultry—they're schoolmarm-y.
PENÉLOPE CRUZYOUNGER: Side-swept bangs instantly soften her whole look
SARAH JESSICA PARKEROLDER: Yanked-back hair is severe on anyone who isn't a 13-year-old ballerina. (Maybe even them.)
SARAH JESSICA PARKERYOUNGER: A little volume (not too much) at the crown is a spritz from the fountain of youth.
BEYONCÉOLDER: There's something too stiff and out of proportion here—we keep thinking Big Love.
BEYONCÉYOUNGER: She's young and fresh with a deep side part and clean-cut ends.
SCARLETT JOHANSSONOLDER: Hair that's too dark and heavy for your skin tone is only OK for vampires (they never age).
SCARLETT JOHANSSONYOUNGER: A lighter shade of brown is less austere and more flattering
KATE MOSSOLDER: Bleached out is as bad as too dark—the harsh way it lights the face piles on years.
KATE MOSSYOUNGER: A warm, flattering blonde shade brings her face back in line with the date on her passport.
KATIE HOLMESOLDER: As adorable as her daughter is, this hair you expect to see on someone in mom jeans.
KATIE HOLMESYOUNGER: She's both more sophisticated and younger-looking with a cute, layered bob.
GWYNETH PALTROWOLDER: Retro is always risky because it reminds us of things that are...old. And this is very Veronica Lake.
GWYNETH PALTROWYOUNGER: Sometimes all it takes to update to a younger look is a quick snip or flip, like the center part here.
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