Pineapple Shirt

While everyone has a different go-to style of vintage and designer shirt in the closet, the goal is the same: a fit that emphasizes your favorite features, looks great and favors your skin tone. A good shirt is going to make you feel good, regardless of your shape or size.

The shirt is the quiet powerhouse of any outfit. A neutral top is likely the most versatile garment in your wardrobe. A white T-shirt is an iconic creation that remains modern even today, a black button-down can be paired with everything and that gray long sleeve is going to dazzle with dark-wash denim jeans.

There are certain universal things to keep in mind when shopping for your next shirt. If you’re building out your wardrobe, for example, it wouldn’t hurt to secure some staples in the aforementioned neutral category. Any shade of gray, beige or cream, navy blue, black, white — there is nothing more adaptable than shirts in these colors. All of these colors pair swimmingly with one another, which makes it easy to put together an outfit, and you can always add a splash of color by way of a red knit tie to your gray pants, navy suit jacket and white button-down shirt ensemble. For a men’s dress shirt, specifically, you’ll want it to be long enough to tuck into your pants, or leave untucked, depending on the occasion, but it should not bunch at the waist if you decide to go with the former.

Combining the right elements and adding the perfect finishing touch is just as important as getting the right fit. The proper pants and jacket elevate even the simplest of T-shirts. Sometimes success just means donning a beautifully constructed bomber jacket and a perfect fitting pair of jeans. Fashion and clothing don’t have to be complicated.

The same factors apply generally to women’s shirts and women’s dress shirts too. Hem-wise, a woman’s dress shirt should be long enough to comfortably wear untucked or tucked in, and you shouldn’t have a gaping space between your buttons. In sum, your shirt should make you feel like a boss. Is it comfortable? Do you have freedom of movement throughout the day? Does it make you feel great regardless of your size or shape? If so, it’s a keeper.

At 1stDibs, find exciting vintage shirts from prominent luxury fashion houses, such as Yves Saint Laurent, Versace and Chanel, as well as the perfect handbags and accessories to complete your look. Our wide range of men’s and women’s shirts offers a little something for everyone: There are polos, T-shirts, button-downs, blouses, novelty shirts and more. Browse an extensive collection of vintage 20th-century pieces and iconic graphic tees too.