These slingback pumps feature Dior's signature "Dior Gang" check, a rendition of the 1950s "Teddy Girl" look. Black and white tartan, sparkling jewels, and a cute little "kitten heel." Feel the free spirit of Ted's at your feet. Shoes: ¥118,000, Blouson: ¥320,000, Denim: ¥99,000, Socks: ¥36,000, Bracelet (Reference Items) (All items are from Dior/Christian Dior. Tel: 0120−02–1947)

This season, we recommend pairing classic loafers with heels. Bottega Veneta pumps combine edge and elegance with a square toe trimmed with hair calf leather and a horsebit accent. Despite their mid-heel, the soles are cushioned with rubber, making them comfortable and stable, making them a great choice for active ladies. Shoes: ¥107,000, Skirt (sample color): ¥650,000 (Both Bottega Veneta/Bottega Veneta Japan TEL: 0120-60-1966)

These pointed-toe pumps in malt brown exude an intellectual vibe, and are vinyl-coated for a glossy finish. The ladylike ankle strap and unexpected flared stacked heel make bare feet look beautiful. Shoes: ¥94,000, Jacket: ¥310,000, Shirt: ¥170,000, Skirt: ¥220,000 (All prices are from Burberry/Burberry Japan. Tel: 0066-33-812819)

The iconic "FFreedom" features a square toe and sculptural heel. The Fall 2019 collection features fabrics that are a lovely, modern take on traditional French and Japanese patterns. The deep, muted colors add an extra feminine touch when paired with socks. Shoes: ¥110,000, Skirt: ¥248,000, Socks: ¥23,000 (All prices apply to Fendi/Fendi Japan. Tel: 03-3514-6187)

Vivid green satin, and the most eye-catching feature is the large ribbon. "DAYDREAM VIVIER"—the most romantic pumps from Roger Vivier this season—will transport you to a fairy tale you once saw.

Shoes: ¥116,000 (Roger Vivier/Roger Vivier Japan TEL: 0120-957-940)
Socks: ¥500 (Kutsushitaya/Tabio TEL: 03-6419-7676), other items stylist's personal