Jack, host of our Ask Harry series, calls Winston, a Harry Rosen Clothing Expert, for advice on what to wear on his upcoming date. Using his seasoned sartorial advice, Winston guides Jack through three different potential date-worthy looks to find the one that feels right for tonight.
Read more about what to wear on a first date here: bit.ly/40kea1V
Have you got a pressing style question? #AskHarry in the comments below. #HarryRosen #AskHarry #JackInnanen #datenight #datenightideas #datenightoutfits
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