I love backless dresses but I've been so shy about wearing them. Why? My small boobs. These dresses don't need a bra and if I go without wearing bra Let's not talk How to wear a backless dress with a bra!, You guys asked so I finally did a video. This only works when youre wearing a bra your size and is one of great quality. This is your sign to go get fitted!, Style Tips on How to Wear a Backless Dress HubPages My fave Fashion Tricks to Wearing Backless and Strapless Bra