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From blazer and bomber jackets to three-piece suits, here are all the times Princess Diana dared to wear menswear.

United kingdomCity ofUnited statesMargaret howellPrince harryCatherine walkerTom wargacki wireimageCharles spencerCharles althropJasper conranJulian parker united kingdomTim graham photo library getty imagesPrince harry at wetherby schoolCool for schoolTim graham photo libraryWetherby school in notting hill