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How to Wear a T-Shirt: 13 Simple T-Shirt Outfit Ideas for Men

How to Wear a T-Shirt: 13 Simple T-Shirt Outfit Ideas for Men

Is there anything better than a comfortable t-shirt that fits well? We’ve got 13 t-shirt outfit ideas that prove this wardrobe basic is anything but boring.

Outfit #1: Light Blue T-Shirt and Shorts

Light blue t-shirt and shorts

For those hot summer days, pair a light blue t-shirt with khaki shorts. Add sunglasses and printed slip-on shoes to complete the look.

This casual ensemble is perfect for travel and great for destinations that involve a lot of walking. Wear it to tour Spain or check out your local zoo.

Outfit #2: Monochromatic Casual

T-shirt with hoodie shorts and sneakers

Heading out on a cool morning? Get some attention at your local coffee shop by sporting a hoodie over your shorts and t-shirt look.

A neutral, low contrast color palette adds sophistication to this athletically-inspired look. Keep things fresh with a pair of clean white sneakers.

Outfit #3: Casual Denim Layers

Denim shirt over t-shirt

When you’re ready to grab a drink with the boys, layer a denim shirt over a plain white t-shirt.

Complete the look with sunglasses, tan chinos, and suede loafers. Denim, cotton, and suede all have a relaxed, casual feel, so they work well together.

Outfit #4: The Pale Pink Tee

T-shirt jeans and Harrington

Next time you’re in a rush to head out the door, elevate your t-shirt and jeans by throwing on our Harrington jacket.

This is a perfect casual weekend look. It’s great for transitioning between summer and fall too.

Outfit #5: Navy T-Shirt and Grey Twills

T-shirt and grey twills

For a sophisticated weekend look, try wearing a navy t-shirt with our Stretch Twills in grey. A brown leather watch and clean white sneakers are the only accessories you’ll need.

Outfit #6: Pink T-Shirt and Blue Hoodie

T-shirt with hoodie

Keep things ultra-casual with a light t-shirt layered under our navy hoodie. When worn with dark grey shorts and white trainers, you’ll be ready for walking the dog or running errands.

Outfit #7: Red Tee, Blue Jeans

Red t-shirt with jeans

Go bold with our Tyler Pocket T-shirt in red. Wear it with classic jeans and white sneakers. Add a sporty watch and you’ll look like a modern-day James Dean.

Outfit #8: Pocket T-Shirt Tucked In

T-shirt tucked in

Show off a little by wearing our white pocket t-shirt with our lightweight stretch chinos. Let everyone see your gains with this fitted ensemble.

Wear it with suede loafers and a leather watch. You’re sure to get some attention in this low-contrast look.

Outfit #9: Shorts, T-Shirt and Chucks

T-shirt with shorts and sneakers

For the man on the go, a t-shirt, shorts and a classic pair of Chuck Taylors work well. This travel-ready outfit is made even better when you bring our Flatiron Vest along for the ride.

Outfit #10: The Pale Yellow T-Shirt

Yellow tee with jeans

For a cool spring (or warm fall) day, layer our Harrington Jacket over a yellow t-shirt. Wear it with light wash jeans and white sneakers.

The low contrast between the light blue, yellow, and tan adds visual height to the wearer.

Outfit #11: Casual Winter Layers

T-shirt with hoodie and topcoat

When the temperature drops, wear your favorite t-shirt under a navy wool-cashmere topcoat. Add in a grey hoodie for extra warmth and visual interest.

Outfit #12: Tucked In T-Shirt

T-shirt tucked in with jeans

Turn some heads when you wear a plain white t-shirt, light wash jeans, and contrasting accessories. A braided belt, navy moccasins, and killer shades create just enough visual interest.

Be sure to grab your Harrington jacket before leaving home. You might need it, especially if you’re out all night.

Outfit #13: Light Blue Tee and Chinos

Light blue t-shirt with chinos

Prefer to keep things simple? You can’t go wrong with a light blue pocket t-shirt and khaki chinos. Throw on a nice watch and cuff up your hems for extra style points.

Any guy can throw on a t-shirt and jeans. But a man with style knows how to wear his t-shirts a variety of different ways. If your clothes fit well, you're going to look great, even in simple, casual outfits.

Whichever way you sport your classic tees, we hope you do it in good style and good health.

Shop Vintage Crew T-Shirts // Shop Pocket T-Shirts

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