The Collection
Men's Date Night Shirts
Men's tops for date night, from satin button-downs and polos to henleys and slim-fit tees, many in plus sizes. Pick a shirt that looks put together without trying too hard.
409 Products
Shirts for dinner, drinks and everything after
Dressed up, not overdone
Date night shirts here cover a range of looks. Button-downs come in solid, striped, corduroy and leopard-print satin, so you can go clean and classic or add some personality. The polos, in ribbed, textured knit and zip-up styles, sit between a tee and a dress shirt and suit a casual dinner or a night out.
Easy tees and henleys
If you prefer something relaxed, look at the V-neck, deep V-neck and mock neck tees, plus waffle knit and ribbed button henleys. Slim-fit cuts give a sharper shape, and contrast trim or a letter print adds detail. Most are solid, which makes them simple to pair with dark jeans, chinos or a light jacket.
Choosing by season
Short sleeve shirts and polos suit spring and summer evenings, while long sleeve button-ups, henleys and printed shirts work well in spring and fall. Many of these pieces also work for everyday wear, work or vacation, so a shirt you buy for date night will keep earning its place in your wardrobe. The pieces here are listed in plus sizes, and fabric details are on each product page.
Questions about men's date night shirts
What should I wear on a date night?
A button-down, polo or henley with dark jeans or chinos is an easy choice. Go with a striped or satin shirt for a dressier look, or a solid tee for something relaxed.
Are these shirts available in plus sizes?
Yes, the best sellers in this collection are plus size styles. Check each product page for the sizes on offer.
Which shirts work for both date night and the office?
Several polos, solid button-ups and ribbed tees are listed for both work and date night. Their solid colors and clean shapes make them easy to dress up or down.
What can I wear on a date in warmer weather?
Short sleeve button-downs, polos and V-neck tees are listed for spring and summer. They pair well with lightweight pants or chinos.