Dress Code: How Kelly Wearstler Chooses Party-ready Outfits That Tell a Story

What’s your process for getting dressed? Do you make an effort even when you don’t have to go anywhere?

Getting dressed happens the morning of—it’s quick. I’m usually short on time after my workout and mornings with baby Crosby. I dress by mood; it’s all about energy. Some days, the look lands better than others. Once I’m dressed, there’s no time to change. I like to feel inspired, whether I’m in denim or a suit. My style is always evolving; it moves with me.

When you want to feel confident—what boxes does your outfit need to tick?

I reach for pieces that make a statement. In building an outfit, I’m usually drawn to things with structure and texture. I love the contrast between something sharp and something soft. Stepping back, a complete outfit should feel balanced, sculptural, and infused with my own aesthetic sensibility.

A breakfast event pops up for tomorrow. What’s a failsafe outfit for an early morning when you want to feel polished?

Something that has presence—structure, texture, and tension. I always love a wide shoulder; it gives power and proportion. When it all feels sculptural and balanced, that’s the sweet spot.

What type of dress code fills you with dread? And what’s your workaround for that?

None! A dress code is like a creative brief: it’s a chance to experiment and bend the rules.

A luncheon is on the calendar. How might you approach putting together a look?

I’d go for an unexpected material pairing or a statement piece that can subvert daytime dressing expectations. For lunch, I’d choose something that’s playful and off-beat. I love a mini skirt with flat shoes or a vintage t-shirt and platforms.

What are your thoughts on costume parties? All in with the DIY, or politely decline?

All in. Halloween is high-concept dressing. DIY forever: the magic is in the making.

The 5 p.m. slump has hit, but a dinner party is on the cards. What will energize you when shifting from day to night?

Music is my switch: it shifts my mood instantly. My playlists are beautifully chaotic! Tame Impala, Massive Attack, Kendrick, Glass Animals, Jamie xx. I like surprises—the sounds are always evolving, never on repeat.

Kelly WearstlerPhoto by: Eseniia Araslanova