Like wingtips and penny loafers Crossword Clue

 The answer to the crossword clue "Like wingtips and penny loafers" is BROGUES.

Brogue is a type of dress shoe that is characterized by its perforations or "broguing". Wingtips are a type of brogue that has a distinctive wing-shaped pattern of perforations on the toe cap. Penny loafers are a type of casual brogue that has a slit in the vamp that is designed to hold a penny.

Other types of brogues include:

Full brogues: These have perforations all over the shoe, including the vamp, quarters, and toe cap.

Half brogues: These have perforations only on the toe cap and quarters.

Quarter brogues: These have perforations only on the quarters.

Oxford brogues: These are a type of oxford shoe that has perforations.

Brogue shoes are typically made from leather and can be either formal or casual. They are a versatile type of shoe that can be worn with a variety of outfits.

I hope this helps!