Stylesightings Is Hamptons Bound!

As if I didn’t love my job already, Stylesight is sending my BFF/co-worker Alex and me to the Hamptons for one glorious weekend! We’ll be prowling the streets with our cameras in hand, shooting pictures of well-dressed folks for Stylesight’s Street category, and generally trying to fit in with the wealthy. It’s not till the end of the month, but we’re obviously super-excited and already planning our wild work weekend, right down to the clothes we’re bringing. Unfortunately, my largely thrifted wardrobe won’t score me any points with the kind of people who frequent the Hamptons, but I’m ready to change. How can I go from fashion-blogging indie-rocker to party girl photographer? Keep reading, and don’t forget to click ‘more’!


I’m obsessed with these duffel bags from New York’s Feral Childe. One of these bad boys would be the perfect vessel for all my Hamptons gear. I’ll take the yellow, and charge it please.


I lose and re-buy sunglasses so often, the guys who sell them for five bucks in Soho actually know me. For my Hamptons weekend I’ll be looking for knock-offs of these lovelies from Gucci and Marni.

straw hats

If I’m going to be outside in the sun all day taking pictures of the rich and fashionable, I’ll need a hat, if only so my mom can’t say “I told you to wear a hat” when I inevitably burn off practically my entire face (like I do every summer). Chaiken’s fedora would be perfectly Hamptons, but Canta’s straw visor is way more my style.


I’ll need a perfect summer dress to wear all around town. Oh thanks, Alberta Ferreti cruise collection! Just right!


I’ve had the same bathing suit for so many years, it’s kind of sad. Kelly green and dark blue, it’s served me well all over world. But the Hamptons will require something a little nicer than my beat-up Roxy bikini, like one of these multi-printed be-ribboned wonders from Rio’s Salinas.


Perhaps Alex and I will score an invite to a garden party, or a gala or something else grown-up sounding. If so, this maxi dress from Etro would be perfect.


My $12 Marc by Marc tote is already getting busted, and might not be beach-worthy enough for the Hamptons. Anyone want to buy me this Luella Bartley tote as a replacement?


What bouncer wouldn’t crack under the sheer weight of this dress? You can find me in the clubs, snapping pictures of good-looking drunk people, wishing I were wearing this Burberry stunner (a celeb fav).


My going out makeup here in New York tends to look something like this. I don’t think I’d fit in very well in the Hamptons. And so…


I’ll be going for glowy skin and orange lips during the day, and rocking pale lips and strong brows at night. More Hamptons love to come, complete with pictures!

Know what’s next. Become a WGSN member today to benefit from our daily trend intelligence, retail analytics, consumer insights and bespoke consultancy services.

WGSN Insider Bulletin

Get Street Style analysis as a WGSN subscriber

Related Stories

Guess Inc. on Asia, storytelling and fabric innovation

Editor’s Choice: Slogan Tee Selection

The future of menswear: Selfridges' Designer Street Room