5 Fall Outfit Combos From the Chicest 50-Somethings in Hollywood


(Image credit: Pierre Suu/GC Images)

At long last, fall has arrived. After months of anticipating the season's hottest colors, shoes, and jewelry, it's finally time to translate all our fall trend predictions into full-blown outfits now that the temps are steadily dropping. And who better to inspire our autumnal ensembles than the chicest 50-somethings in Hollywood?

With Julianne Moore stepping out in an of-the-moment outfit complete with this season's most talked-about shoes and Cindy Crawford making a compelling case for the classic skinny jeans–and–ankle boots outfit formula, we've already spotted some major inspiration. Of course, Halle Berry, Nicole Kidman, and Demi Moore are offering up some serious style inspo as well.

Keep scrolling to see how these stylish 50-something celebs transition their wardrobes for fall, and shop their looks for your own closet if you're so inclined.


Leather Jacket + Black Skinny Jeans + Ankle Boots
(Image credit: Backgrid)

While a number of stylish celebs can't stop wearing knee-high ankle boots, leave it to Cindy Crawford to make a compelling case for pairing classic pointed-toe ankle boots with skinny jeans and a leather jacket.


Pleated Midi Dress + Tall Slouchy Boots + Top-Handle Bag
(Image credit: Pierre Suu/GC Images)

Allow Julianne Moore to demonstrate how to craft an outfit around all of the season's most talked-about trends. Pleats? Check. Tall slouchy boots? Check. Top-handle bag? Check.


Oversize Sweater + Anti–Skinny Jeans + Ankle Boots
(Image credit: Backgrid)

For a laidback look, layer an oversize sweater over anti-skinny jeans, as Halle Berry does here. Take style notes from the star and roll the hems to show off a pair of ankle boots.


Oversize Blazer + Skinny Jeans + Combat Boots

Take a page from Nicole Kidman's book and balance out a pair of edgy combat boots with an oversize blazer and skinny jeans for a polished fall outfit. Naturally, a knit sweater completes the look.


Chunky Knit + Wide-Leg Trousers + Overcoat
(Image credit: Ray Tamarra/GC Images)

Go bold like Demi Moore did by pairing a bright, chunky knit sweater with a pair of wide-leg plaid trousers. Complete the look with a simple overcoat to account for fickle fall weather.

Up next, six ways to wear fall boots like Cindy Crawford, Nicole Kidman, and more.