Inspiration

Movie-Inspired Fashion: Annie (1982)

Official DVD Cover

Leapin’ lizards! It’s Little Orphan Annie!

Spreading pluck and cheer in Depression-era New York, this ten-year-old ginger icon shines brighter than the top of the Chrysler building in the 1982 adaptation of the Broadway musical hit.

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If you’ve ever wanted to dress up like Annie, you’re in luck. Transitioning from rags to riches has never been more stylish or imitable—just follow our three style sets, and learn to look like the cutest little munchkin ever to grace the Hollywood and Broadway stage!

Note: If you haven’t seen this gem of a movie yet, I highly recommend you watch it now, commercial-free, on Netflix. Or, if you’re unwilling to spend a little more than two hours plopped down on the couch watching a movie musical, check out the classic songs on Youtube. They’re all fun and catchy (“Little Girls” more so than most to the bitter, perpetually single over-30 crowd), but “Tomorrow” is the real show-stopper.

Table of Contents

“I Think I’m Gonna Like It Here”

Annie (1982)

“Used to room in a tomb / Where I’d sit and freeze / Get me now, holy cow / Could someone pinch me please!”

Products: Dress – Macy’s | Jacket – Forever 21 | Boot – Famous Footwear | Sock – Kohl’s | Bag – Zara

When it comes to pint-sized street cred and old-fashioned pluck, Annie’s your gal. Even if all she has are old rags and hand-me-downs at the beginning of the movie, she’s still wearing them out to town with pride (which, for the record, we think is pretty cool).

To emulate Annie’s edgy pre-Warbucks look, dig around thrift store clothes buckets and urban boutiques for ripped apparel and rough-hewn accessories. It won’t be pretty, but it’ll look tough and street-ready. (And 110% rad.)

“Let’s Go to the Movies”

Annie (1982)

“Sitting in the darkness / What a world to see! / Let’s go to the movies / Annie, wait and see.”

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