CHICAGO
Local Style: Conservative but dressy
Cocktail: Gin Martini
Accessory: Loro Piana gloves
Getaway: Door County, Wisconsin
Secret Pleasures: Movies at Music Box Theater
Gentlemanly Act: Taking off Cubs hat indoors
Well-Dressed Outfit: Pinstripe suits with white shirt and skull-and-bones motif pocket square.

Wow, Loro Piana for accessories? Must be nice to be rich, or you’re all LOCO. I kid I kid .

NEW YORK
Local Style: Cosmopolitan
Cocktail: Rye Manhattan
Accessory: Barber black wing tips
Getaway: North Fork of Long Island
Secret Pleasures: Movies at Music Box Theater
Gentlemanly Act: Putting the Blackberry away in a restaurant
Well-Dressed Outfit: Jay Kos blue blazer with jeans and gingham shirt.

“Gentlemanly Act: Putting the Blackberry away in a restaurant.” Nahh, I digress. It’s being able to get up in the morning and smile at people knowing both Baseball teams(Yankees and Mets) ain’t going to the World Series, but RED SOX might. #@#$ *%$^ $@!&^ . FORGEDDABAWIT!!. GO INDIANS!

MIAMI
Local Style: Keeping Cool
Cocktail: Mojito
Accessory: Vintage Ray Bans
Getaway: Cuba
Secret Pleasures: Sailing
Gentlemanly Act: Wearing a suit to dinner
Well-Dressed Outfit: Seersucker suit with French-blue shirt

“Gentlemanly Act: Wearing a suit to dinner“. As opposed to wearing swim wear during the day?? Nevermind…hehehe.

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Post from: She Knows Best