Crystal says, “I am in desperate need of advice in regards to what to wear for my upcoming 3 year anniversary dinner with my better half at the end of October. I am little…well let’s just be honest…fashionably disabled. I’m somewhat slender (125ish lbs) and average height (5’6)..small bust. I am always in casual and work relate attire…and I’m blanking about what to piece together for our special night. I want something that is feminine and also flattering for my body type. I appreciate any advice. Oh…fyi.. the restaurant has a romantic candlelight atmosphere if that helps!”
Sounds like a romantic night! Since you’re so petite, Crystal, you can create a more feminine hourglass silhouette in a wrap dress in a bright color (bonus, it’ll show off a little of your bust):

Finish the look with a pair of ‘Orgasmic’ Christian Louboutins and an animal print clutch:

More Christian Louboutin…

Former Fashion Bombshell and stylist Marley Simone chimed in on this date Style Inspiration as well, proposing a cute embellished python dress from All Saints emboldened by Steve Madden platform heels and a La Regale box clutch.

Finish the look with a faux fur and subtle makeup:

More All Saints…

Which look would you rock?
*See more of Marley’s style at


Claire Sulmers is the publisher and founder of Fashion Bomb Daily, the #43 most influential style magazine in the world.