I purchased these baggy slacks from Imogene + Willie under a spell almost two years ago. Being a ‘skinny jeans and oversized top’ kind of gal, they don’t entirely fit my wardrobe. And I also had zero outfits planned out for them when I pulled the trigger. Scary!

Now that I’ve trialed them a few times, I’ve come to the completely counterintuitive realization that the best way to balance out a slouchy trouser is with a boxy top. Who would’ve thought!

I opt for a top whose hem sits at the low hip or higher – a little crop is super cute with this style! If the hem of my shirt is hitting below the low-hip, then I’ll usually try to tuck it in a bit in the front. If you opt to go sleeveless with this style pant, then I recommend a square or u-neck neckline with a more delicate strap.

I sometimes worry that I’ll look tomboyish when I wear these, which is not a look that this haircut can pull off! So I try to keep my shoes and jewelry more ladylike. While these sandals do have a substantial, chunky heel, I also think the thin toe and ankle straps counterbalance for an overall feminine look.

OUTFIT DETAILS – Top: Everlane; Lips: NARS Roman Holiday; Necklace: J Crew; Pants: Imogene + Willie (old); Shoes: Opening Ceremony (old); Bracelet: JCrew; Rings: Jewelming X Luv AJ; Nails: OPI Berlin There Done That