long black cocktail dress Kos Couture DD1349 Midi Lace Formal Black / S The gown features a plunging neckline supported by thin straps Lolmot Black Dresses for Women

It creates a tone-on-tone look that feels confident

The editor of this article, Esther Carlstone , is a longtime parenting editor and writer and mom to three

As a fashion editor, it's practically in my blood to already be thinking about, planning, and conjuring up outfits I'll be wearing as we approach the new season

My mary-janes were actually from Target in 2007

Sneakers or loafers are often acceptable, providing comfort for informal gatherings

Leavitt's 32-year age gap with her hubby has been the talk of the town since she first started working for Trump, and it's arguably not just her hectic schedule that puts a strain on the marriage