does this outfit work?

October 2007: Does This Outfit Work?
Photo (Before/After): Tim Hout/Walter Sassard; Photo (Stills): Lucky Digital Studio
october 2007

Shytina Love, featured in October's "Does This Outfit Work?," wanted to make her favorite summery minidress cold-weather-friendly. Here's how we tweaked her look to make it even better.

• Replaced her semi-sheer tights with opaque brown ones.

• Substituted her stiletto boots for a more casual, flat, leather ankle boot.

• Swapped her shoulder bag for a handheld version with a similarly relaxed feel.

"She needed more daytime-appropriate accessories," says our senior fashion editor Laurie Trott. "Opaque tights were the first step. Flat ankle boots are also a good alternative to her old stilettos: they're laid-back but still show off her legs. And since long-strap bags can hitch up the fabric of a short dress, she needed something that didn't sit on her shoulder. It's exactly right!"

Shytina's reaction: "These boots have a cool downtown vibe, and I don't feel as dressed up as I did before."

The items we chose:

Leather "Ava 2" hobo

$191.95, Sigrid Olsen Handbags, zappos.com

"Dorado Short" booties

Tights

$12.50, DKNY Hosiery, nordstrom.com

more on luckymag.com

17 Ponytails Guaranteed To Simplify Your Morning Routine

Ponytails were officially the biggest beauty trend of Spring 2015 fashion month, which is great news for girls everywhere.

News Flash: Taylor Swift Swears 'Dating Or Finding Someone Is The Last Thing On [Her] Mind'

Taylor Swift is covering British Vogue's November issue, discussing boys and all that.

Five Apps, Sites And Services That Make Online Shopping Easier

We've come back to these platforms time and time again to help us in our searches. Read on for our top five recommendations!

14 New Ways To Wear Your Favorite Trench Coat

Wardrobe staples don't come more classic than the trench coat, and this universally flattering topper proves particularly useful during transitional w…

Nine Great Ways To Get This Season's Biggest Beauty Trends—Using Affordable Drugstore Products!

Our favorite fall trends—and the budget-friendly ways to get them.