How To Wear A Boyfriend Shirt Without Looking Like A Man

June 24, 2010 by Brittany Zwillich
shefinds | Shop

The baggy, comfortable button down shirt is all over the runway and the streets. We know it’s hard to pull off this “boyfriend shirt” look without looking like you slept in it or actually stole it from your guy. But here’s how to turn this over-sized top into your ultimate summer go-to shirt.

The best way to wear a boyfriend shirt is by pairing it with form-fitting bottoms, such as skinny jeans or leggings, or blousing it over denim shorts, to show your legs. Wearing a baggy top with loose pants is bound to make you look more homeless than glamorous. Keep your look simple, yet playful, with flat sandals and a pair of timeless sunglasses. You can even add a belt or some edgy gold bangles to dress it up. Anyway you wear it, follow our guide to keep this man’s cut shirt looking chic.

Enhance the femininity of this baggy shirt by investing in one with girly colors, such as Patterson J. Kincaid’s Blue Label John’s Plaid Button Down shirt ($98) in purple.

Since the boyfriend shirt hides your torso, in a good way, tuck it into cuffed white denim shorts like 7 for all Mankind Roll Up Denim shorts ($128) to show some skin. Finish it off with this Plain Leather Vintage belt by Topshop ($30) to accentuate your waistline.

Give your feet a rest from heels and wedges by adding tiny rhinestones and a front buckle with N.Y.L.A.’s Jiraya Thong sandals ($39.71).

Keep the sun out of your eyes as you strut down the street in Ray Ban’s Bubble Wrap Aviator sunglasses ($129). The gold metal frame and brown gradient lenses complete this causal yet stylish daytime outfit.

Take more fashion risks with our how to wear posts, and then check out our guides to the best button down shirts, the best belts, and the best flat sandals. Subscribe to our newsletter to find out about new trends instantly.

From Our Partners

Learn more about RevenueStripe...

From Our Partners

Learn more about RevenueStripe...


9 Trendy Rain Boots You Need In Your Closet For Spring

If you're anything like us, you cannot wait for ...