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Should’ve Bought That

@shouldveboughtthat

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Musings on what the cool girls are wearing and the items I should’ve bought
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Maybe controversial, but the cool girls aren’t wearing boring pants this fall - they’re reaching for bottoms that showcase their personal style.

- animal prints, especially snakeskin are so fresh and easy to style with a simple sweater or long sleeve on top
- stripes! keep it simple on top with a sweater or button down shirt, pair it with a sleek boot or ballet flat
- texture and pattern, think brocade, raw silk and taffeta, corduroy
- jeans with personality: embellishments, crystals and jewels, embroidery

Comment COOL for this edit sent straight to your DMs and SAVE for fall outfit inspo 🤎

#falloutfitinspo #coolgirlstyle #coolgirls #fallpants #vintagedenim taken in New York, New York by @shouldveboughtthat

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2 days ago

The 5 items that are worth your money from the COS sale.

Comment SHOP for the edit sent straight to your inbox ⭐️

#cos #falltrends #fallstyleinspo #coolgirls taken in New York, New York by @shouldveboughtthat

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6 days ago

How the cool girls effortlessly style fringe for fall 🍂🍁

How to style fringe, fringe accessories, vintage fringe jackets, vintage suede jacket, cool girl aesthetic, cool girl style, nyc mom style, styling fringe, fall fashion inspo, fall trends 2026, stylist advice, fall style inspo

#fallfashiontrends #coolgirlstyle #coolgirls #falltrends #coolgirlaesthetic taken in New York, New York by @shouldveboughtthat

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9 days ago

WTF are we wearing when the temps hit in the 50s? There’s a chill in the air but it’s not quite there yet for our winter coats and knits.

Comment SHOP for the links!

#falltrends #nycmom #fallfashiontrends #coolgirlstyle taken in Manhattan, New York by @shouldveboughtthat

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11 days ago

What I’m seeing the cool moms in NYC wearing for school drop offs and pick ups - easy, effortless outfits that somehow still feel considered and chic.

Comment FALL for the links!

#coolmom #schoolrunstyle #nycmom #coolgirlstyle taken in New York, New York by @shouldveboughtthat

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12 days ago

Revolve has always reminded me of the college girl who had 1 drink too many and stayed out too late, but I’m really starting to change my tune.

Fall has been on FIRE at Revolve and I’ve been obsessingly adding these to my cart.

Comment SHOP for the links 🍰

#falltrends #coolgirlstyle #revolve #chicfashion taken in New York, New York by @shouldveboughtthat

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16 days ago

These elevated finds from H&M are perfect fall wardrobe building blocks - they look and feel designer, without the designer price tag.

#fallfashiontrends #therowinspired #fall2026 #falltrends #minimaliststyle taken in New York, New York by @shouldveboughtthat

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19 days ago

These 5 under the radar handbag brands have been all over the streets of NYC and under the arms of all the cool girls.

If you are looking for The Row vibes and quality and more accessible price points, this is the edit for you ⭐️

Comment BAG to have this edit sent straight to your inbox.

SAVE and FOLLOW for more cool girl inspired edits.

#luxuryhandbag #handbagtrends #fall2026 #autumntrends #coolgirls taken in New York, New York by @shouldveboughtthat

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21 days ago

Think you can’t wear white after Labor Day? Not us over here at Should’ve Bought That - we love breaking fashion rules and letting our personal style dictate how we dress!

Put down the super bright whites and swap them for warmer tones (think ecru, soft cream, bone, light tan) which allow for that fall softness we all crave.

Comment ECRU for a roundup of easy to style fall favorites.

#coolgirls #fallfashiontrends #winterwhite #trends2026 taken in New York, New York by @shouldveboughtthat

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a month ago

Loafers, the shoe none of us can STFU about and for good reason !!!!

Your local NYC cool girls have all dusted theirs off from last season and are running around town, here is how they’re styling them for early fall.

Save for fall outfit inspo and comment SHOP for the edit

#fallstyleinspo #coolgirlstyle #nycfashion #trendedit taken in New York City by @shouldveboughtthat

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a month ago

Revolve isn’t my usual go to (I’m more of a shopbop girl) but I was shocked at these chic finds that immediately had me adding to cart.

Comment SHOP to have these sent to your DMs 🤎

#falltrends #autumnstyling #fallfashioninspo #chicfinds taken in New York, New York by @shouldveboughtthat

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a month ago

The outfits I’m totally salivating over and can’t wait to recreate this autumn

#fallfashiontrends #autumntrends #coolgirlstyle #trends2026 #fallfashioninspo taken in New York, New York by @shouldveboughtthat

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a month ago