8. Brad Pitt
With looks as legendary as Brad Pitt’s, one would presumably remain handsome until he was in the ground. And even then, he’d probably look better than Lindsay Lohan. Yet Brad Pitt’s looks, subjected to hundreds of hungry adopted children, have left him. He was handsome up until very recently, impressively defying the onward march of time like a majestic oak. But after he turned 50, it seems as though time caught up with him. It’s still tempting to use his name as shorthand for classic Hollywood handsomeness, but doing so would be cheating and would be an insult to the likes of Jamie Dornanand Henry Cavill.
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