Perfectly Plaid

This dress just screams Carly! Or Samantha Parkington. Or Rory Gilmore. Or maybe even Blair Waldorf. I can’t decide, but I know that it’s amazing.

I wore this last week and met up with Carter in the morning to shoot it. (Actually met/saw a bunch of readers commuting to work… Hi!) We had one of those rare New York City days where you could comfortably have bare legs but still wanted a coat because of the chill in the air.

How to Style a Trench

I just love how quintessentially fall this dress is. The herringbone plaid couldn’t be better. It’s great by itself, but I love how the trench coat looks layered with it too. (It would work great with a wool overcoat too.)

The dress also zips up the back so the buttons in the front aren’t actually functional. Personally, I love that because you get a great fit without having to worry about gaping.

Gal Meets Glam  Carly Prepster  Carly Heitlinger  Gal Meets Glam Blanche Dress

Gucci Loafers for Less

These loafers are from last year. The exact pair is unfortunately sold out. You could always splurge on a pair of Guccis (I’ve been tempted, ha) but there’s also a Sam Edelman pair that looks comfortable and cute for a much more affordable price.

Preppy Trench Coat

Trench Coat // Dress (c/o) // Similar Loafers (also love these mules) // Similar Crossbody (also love this one!) // Lip Color: Brownie

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Great post, love the outfit! I would love it if you could do a post on fall/winter outfits for places like South Florida where it stays pretty mild – you probably have some good ideas and thoughts having lived in Tampa!


I love that dress! The plaid is subtle but still so preppy and classy. I also love how you paired it with the red loafers!!


Chelsea Portney

Love this look and totally feel you on shirt gaping – it’s the worst! I recently found “the shirt” by Rochelle Behrens at Tuckernuck and she added a hidden button that completely prevents gaping and its amazing


Love this look! That dress is SO fall and I love the loafers and trench you paired with it.

Xo, Kacie | theprettylittlehustler.com

A Girl, A Style

I know I probably say this every month, but I think this is my favourite GMG dress on you yet! I love every detail – but especially that adorable bow tie and cute silhouette. It looks like it was literally made just for you!

Briony xx


Hi Carly. I lové How you look in this dress but she seems à little short. Can you tell me how tell are you? Thank you by advance