He also has a long history of wearing designer polos — as you can just barely see in this photo — under his sportcoat. Here he's rolling up to the 2005 Venice Film Festival. I'd like to point out that this photo was taken in the mid-aughts — a tricky time for men's fashion — and Clooney's tux is perfectly timeless. I could say this image is from 2015 and no one would question it. I noticed this as I was combing through various photo wires. Clooney's best non-formal wear moments have been captured during press and red carpets for his movies with Pitt. Note the polo/coat combo. And he wears a lot of bow-ties, so that's a lot of faces. This red-carpet candid is from the 2007 Venice Film Festival. After perusing nearly 7,000 Clooney photos, I can safely say that whenever Clooney doesn't have a tie on, he leaves a few buttons undone. It's part of his whole, I have a house in Lake Como and my life is a permanent vacation thing. Or even in the V of his lapel, as I saw in one photo. How does one even do that? There are as many photos of Clooney in a black dress-shirt as there are of Clooney in formal wear. He's usually tan so it works.The fuller the beard, the neater your hairstyle must be. Here, on the red carpet of the 2013 Academy Awards, Clooney balances a textbook deep part with just the right amount of height. Clooney does not have dad bod, but he loves his dad jeans. Nonetheless, he pairs his slightly sandwashed denim smartly, except maybe (here at least) for the round-toed, clunky boots. It's his signature. He's also been wearing satin stripe tuxedo trousers since anyone cared to photograph him in a tux on the red carpet. His tuxedo designer of choice — on the red carpet and on the occasion of his wedding to Amal Alamuddin — is Armani. Like he did here, at the 2013 BAFTA Film Awards, where he showed up in shawl collar tux and matching tie. Personality is 100 percent a part of personal style. Plus, there's something about a man who's dressed to the nines yet isn't afraid to make a face in front of the cameras. I think it's called confidence. It's such a recurring touch, even in photos from more casual events. Clooney went white tie and tails for this year's Met Gala. You can't see it in this photo, but he's wearing a red pocket square. I'm guessing he did this to nod wife Amal Clooney's gown, which would be a very Clooney thing to do. We finally know how George Clooney proposed to Amal Alamuddin >>>