The Best Celebrity Style Over 40 | Dress Your Age

February 21, 2017

Our list of the best celebrity style over 40.

These guys are proof that being 40+ doesn’t mean you can’t have great style! Here are their secrets to looking stylish after 40.


Patrick Dempsey – Age 51

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Stick to what you know, you can tell that a great pair of pants and a great pair of boots is key for Patrick’s look.  Try the: Buckson Slacks and this Geox Chelsea Boot.

Buckman Slacks MS - Bottoms - Chinos Buckson Slacks - Skinny Buck - Gotstyle The Menswear Store Geox MF - Casual Shoes Geox - Brayden Waterproof Leather Chelsea Boot - Gotstyle The Menswear Store

Daniel Craig – 48 daniel-craig-most-stylish-men-over-40-5

Daniel Craig is a classic man. He works essential menswear pieces, like the brown shoe and true blue denim into his look for clean and easy outfits.

For more on essential menswear pieces watch this video.

Toe Cap Derby Leather Dress Shoe - gotstylemenswear - 2

Robert Downey JR – 51

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Robert Downey has fun and that’s what we love about him. For his look try incorporating one punchy item. It shows you’re confident, and at 51 you better be.

Ryan Reynolds – 40

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Ryan is definitely not a suit and tie guy, he wears jeans and is almost always wearing a great outerwear piece.

If you’re a t-shirt guy, invest in jackets to pull everything together. For Ryan approved denim try the Lean Dean by Nudie.

Nudie Jeans MD - Denim Nudie Jeans - Lean Dean Dry Slow Dark Denim - Gotstyle The Menswear StoreJohn Varvatos - Hattan Low Top Sneaker - gotstylemenswear - 1

Sting – 65 years

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After 50+ years you’ve developed your signature style. Sting, a clear lover of silver, knits, tight jeans and skinny scarves.

Try This: If you like Sting’s style try brands like John Varvatos. The brand is worn by almost every artist from your youth, with tight– but not ball-crushingly tight, jeans.

John Varvatos - Bowery 4 Way Stretch Denim - gotstylemenswear - 1John Varvatos - Admirals Jacket - gotstylemenswear - 2

Idris Elba – 44

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If you’re the kind of guy who has always loved fashion you don’t have to lose it because you’re getting older. The secret is to stay in great shape, invest in quality fashion pieces. You’ve gotta avoid fast fashion like Zara altogether.

We like Hardy Amies for luxe overcoats and Paradigma for funky, well made shoes.

Brogue Derby Suede Dress Shoe - gotstylemenswear - 1Hybrid Suede/Leather Brogues - gotstylemenswear - 1


Who do you think has best celebrity style over 40? Did we miss anyone? Follow @shopgotstyle on Instagram for daily style inspiration.