3. The Pleated Mini & Varsity Jacket

Channeling a “soft-preppy” meets “street-chic” energy, this look is all about nostalgia. It’s playful, youthful, and incredibly easy to wear for a casual day out. The key is in the proportions—a short skirt paired with an oversized, roomier jacket.

How to Make

Wear a pleated tennis skirt with a slim-fit baby tee tucked in. Layer an oversized varsity jacket (bonus points for vintage-style lettering) over the top. The hem of the skirt should just peek out from under the jacket. Complete the outfit with knee-high socks and classic loafers or chunky sneakers. This ensemble is balanced by the sporty nature of the jacket and the feminine, rhythmic movement of the pleated skirt.

Things Needed

  • Pleated tennis skirt
  • Slim-fit baby tee
  • Oversized varsity jacket
  • Knee-high socks
  • Loafers or chunky sneakers