I'm not quite sure why its acceptable to dress like a pansy-ass douche waffle on Nantucket...but it is.
My normal apparel is only a microscopic step above hobo's pajamas. I wear the same jeans for weeks on end, and have piles of "casual tee-shirts" and "fancy tee-shirts" in my dresser. I only wear dresses when I feel morally obligated (read: someone is about to spend a lot of money to feed/entertain me).
But for some reason when I get to Nantucket I feel the need to look Good. Not necessarily fancy - but like I put some legitimate thought into my wardrobe. Naturally, because I am an idiot - to me, "thought" means "things with labels that make them sound expensive." So I mostly wear the eight or so pieces of "designer" clothes I own and then wear them again...because its a small island, but not that small, no one will notice.
Here's the thing, even if some one does notice I am wearing the same Ralph Lauren (outlet) dress I wore on Wednesday, I can tell them they look like a clown, because chances are? they totally do.
Seriously - if you told a normal, self-respecting grown up that they could spend $150 on a pair of pants. But not just ANY pants. Seersucker pants. But not just ANY seersucker pants. Seersucker pants with Lobsters on them. My hope is that grown-up would punch you in the jaw and spend their money on something more respectable like some cupcakes or a laser disc player.
But when you google "seersucker lobster pants" the FIRST link that pops up is for Murray's Toggery. THE clothing store of Nantucket. Hand to God. (pic from The Complex) Murray's also happens to be the original home of the Nantucket Reds (go home J. Crew, you bunch of posers).
Nantucket Reds is super exclusive - by which I mean, ever man (and most ladies) on the island owns a pair. And I'm just curious...has no one gone up to even one of them and said, "Did you know you are wearing pink pants?"
Seriously, I am not saying that there is anything wrong with pink pants, but I feel like many of these SUV-driving homophobes might have some issues if someone called their pants pink.
But? They are. (Thanks, Boston Not Common for the pic).
And even though it sounds like I am making fun of these clothes (which I kind of am) - I too find them all totally acceptable on Nantucket and I don't know why. I see men in Reds in New York (or worse, Chicago) and I laugh silently and shun them. There is a place for these things (see also - madras anything, and those quilted slipper things that old ladies wear out in public - even though they are obviously slippers) and that place is on Nantucket.
Do I occasionally lust for a Nantucket Red tastefully short skirt? Do I spend more time than is really necessary in the Lilly Pulitzer store? Am I damn proud of my Vineyard Vines bag? Of Course.
Would I ever buy any of these things full price? Never... I'm not quite that Nantucket. Also, its a slippery slope before you start looking like a clown.