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The modern guide to first date dressing

Generally, in my line of work, I’m never short of style advice. I’m surrounded by women happy to offer a second opinion on what to pack for that work trip, which shoes to wear to which restaurant, what to wear to a job interview. But ask what to wear on a date, and suddenly a tumbleweed rolls by.

For this piece, I polled a number of experts (some style, some dating) for advice. Two recommended clean knickers. Not a bad start, but personally, I think this is a rule for everyday, and not just first dates. The rest offered tactful-but-unhelpful suggestions that fell into two camps. One: it doesn’t matter what you wear as long as you’re comfortable, and two: just be yourself.

Neither adage is terrible advice, but nor are they helpful when you’re standing on Oxford Street at 11am on a Saturday morning. The problem is, no one really wants to tell you what to wear on a date, for fear of sounding...

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