Subtlety, Lalwendė, subtlety. IMO, forget "costumes". Go for "Garments" that have the flavor/ style you want and he will like. No arm-twisting needed. For instance, how about garments that remind you of the professor? Start with one garment at a time, with many compliments along the way. Just keep telling him how sharp he looks.
I talked my husband into buying a lovely tan-heather henley shirt, which strikes me as very woodsy, and country.
It also strikes me as very middle-earthy and hobbity. I didn't tell him that, of course.
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...down to the water to see the elves dance and sing upon the midsummer's eve.
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