British TV presenter Dermot O'Leary might not have been reinventing the menswear wheel with his recent travel outfit, but he's certainly demonstrating how to look damn good wearing nothing but basics. If you thought you could only wear your white jeans or cotton trousers in between Memorial Day and Labor Day, here's proof that that's some antiquated BS. Just wear the jeans with slightly darker, more rugged items like a black T-shirt instead of a white one, and a pair of suede derby shoes or chukka boots instead of loafers, and your style will be firmly rooted in fall. Bonus points if you have a legitimate excuse to wear thick-frame optical glasses to top the whole thing off. Because nothing says "I'm a serious person" like a pair of handsome reading glasses, and fall is a season for serious people.
If you're an airport-style junkie like we are, you might have noticed that O'Leary's pulling a rolling trunk behind him, like the kind Globe Trotter makes. If you're prepared to spend some money on your luggage, that style of suitcase is the best of both worlds: heavy on old-school charm with practical details that make it easy to navigate the airport without checking your bag.
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