Can you wear a cumberbund with tails?

Yes, you can wear a cummerbund with tails, but it is not the traditional choice. Cummerbunds are typically paired with a tuxedo jacket that has a single or no tail. If you're wearing a tailcoat, a waistcoat is usually preferred for a more classic look. However, personal style and preferences can always take precedence, so if you like the combination, go for it!