I have seen incarnations of this all over New York lately and I love it as a casual daytime work look. It takes elements of a classic school uniform and puts a disheveled spin on it with chunky vintage accessories, comfy flats and an ease of wear that’s perfect for transitioning into after-work activities. Here’ what you need:

- Shrunken little boy blazer - I lurrrrve the sport coats from the Brooks Brothers’ little boys department. A Size 10 Husky (don’t laugh) fits the average Size 8 woman – and I love the close fit in the armhole and the way the sleeves hit right above the wrist bone, making the blazer perfect for accessorizing. Bonus points for the undercollar lining in maroon wool felt – looks great when worn up. My favorite is the Classic Three-Button Prep Blazer with sporty patch pockets and engraved gold buttons.
- Casual silk top – Choose something with breezy, t-shirt details like a henley placket or buttoned pockets. Pick a top with a little room to breathe so that it drapes well when it’s tucked into a skirt. I love this soft washed silk yoked stripe top from Reiss for it’s casual banded crewneck and double button placket.
- High-waisted tulip skirt – Something in a neutral is best so as not to compete with the top or the blazer, so find fun in details or texture. Pick a skirt with a 1″ waistband or bigger to accomodate a belt - I love this Jenni Kayne tulip skirt for it’s great shape and flirty exposed back zip detail.
- Chunky heart pendant necklace – There is something adorably childlike about heart-shaped accessories; they are reminscent of things we would have loved when we were little girls. I love cutie patootie Alexa Chung’s layered necklaces featuring a giant plastic heart pendant. I’ve been coveting Marc by Marc Jacobs’s Heart Watch Pendant for quite some time now – so chunky and cute – and – bonus – it tells time!
- Round toe flats – A classic ballet shape is consistent with this look’s good girl gone bad aesthetic, so keep it a round or almond toe with a low vamp. J. Crew’s flats are always adorable, fit beautifully, and will last a lifetime - I love the color and crackly leather on these Jane Ballet Flats.
- Bright skinny belt – a 1/2″ belt in a bright pop color is an accessory every fashion maven should have in her closet – it lifts up an LBD, adds color to a drab neutral palette, or cinches a t-shirt into a great weekend warrior look. I love this red one from Miu Miu because it has bright color, shine, and a cool-but-casual double wrap configuration.
Advertisement