1 of 16 GP Images
We're definitely here for this shimmering camo moment! We love how this dress speaks to the slip dress trend as well.
2 of 16 Mike Marsland
How fab is this textured minidress? This color really compliments Winnie's skintone.
3 of 16 Darren Gerrish
Winnie looks super pretty and posh in this printed set. Love!
4 of 16 Jim Spellman
Come through!! This mini dress paired with thigh-high buckle sandals is fierce!
5 of 16 George Pimentel
Winnie gives them a major leg moment in this high-slit dress. Work!
6 of 16 David M. Benett
This velvet wrap dress and knee-high boots are a killer look for fall. We're taking notes Winnie!
7 of 16 Michael Tullberg
Ow! Winnie comes through with this fringe leather situation and it's hot!
8 of 16 George Pimentel
Winnie delivers a stunning floral moment in this flowing frock. Her gold sandals compliment it perfectly.
9 of 16 Gisela Schober
This intricate red gown is a stunner!
10 of 16 John Lamparski
This black, off-the-shoulder, high-slit dress is everything!
11 of 16 Melodie Jeng
Winnie's all black tailored look is too cool for school.
12 of 16 Graham Denholm
Winnie goes all out in leather with this chic look.
13 of 16 Mike Marsland
We're loving this sultry knit dress! The boots give it a super cute, relaxed look.
14 of 16 David M. Benett
Yes to this cobalt blue trench coat moment!
15 of 16 Venturelli
Winnie is rocking this Asian inspired top with zipper detail and this sheer floral skirt.
16 of 16
Winnie plays with prints in this fun frock and heels.
You may like
Read More
Get The Essence Newsletter and Special Offers delivered to your inbox!