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Wearing ankle boots with a dress wasnt a trend I thought I could pull off, until my daughter showed me some photos of ankle boots on Pinterest and said, This is how you do it, Mum. So for this post I decided to take one pair of ankle boots, one little black dress, and style the look in four different ways

Sweaters are an absolute yes I'll admit, sweaters can sometimes feel too chill (remember that scene from The Devil Wears Prada ?)

For the night out at the Sunset Tower hotel in West Hollywood, Jen chose a plunging semi-sheer midi-length dress paired with strappy black sandals

Featuring a sleek, open-toe design, they combine the casual ease of a thong sandal with the added height and sophistication of a wedge heel