orange plaid dress Women's Sunset Check-In Pink & Cotton Wrap Mini | Size: S the Sunset Check Retro Stage 1950s Plaid Tie

If you want to wear heels, go for a chunky heel like Linda Paolos block heel loafer, but my all-time favorite shoe to wear with a midi sweater dress is a sleek square toe or pointed-toe bootie, like my navy Steve Maddens pictured above

A regular pencil skirt + cashmere sweater is something you might wear to the office

Tuxedo Dress Shoes There's a reason why tuxedo dress shoes are among the most popular styles of shoes for men

If youre dead set on the flower girl or ring bearer wearing a specific outfit and youre not willing to compromise, then it may be appropriate for you to offer to pay

If you go with a monochrome suit (where your shirt and tie match the suit), add a brown leather belt, brown watchband, and other small accents to your outfit