The Many Loves of Dobie GillisThe Best Dressed Man - Season 1, Episode 2 - Oct. 6, 1959 - Dobie launches a runway offensive versus wealthy, better-dressed hunk Milton Armitage, his competitor for luscious teen gold-digger Thalia Menninger. When Dobie's grocer father Herbert T. Gillis refuses to finance a clothing binge, Dobie talks a local haberdasher into letting Dobie secretly model the shoppe's best outfits, to promote the store's business, plus counter Maynard & The Beat Generation's anti-fashion values, which challenge 50's Mad Men mores.
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