How to Dress Up a T-Shirt

When it comes to basic tops, the classic T-shirt is a wardrobe go-to because of how versatile it is! While your first instinct might be to style this comfy, casual top with a pair of leggings and sneakers, all it takes is a few simple swaps to take it up a notch and have a look that’s worthy of a special occasion.

From stepping into some cute heels to tying it up over a maxi dress, here are some of our favorite tips for how to dress up a T-shirt.

Show off your glamorous gams in a high-waisted skirt paired with over the knee boots.

A crisp, white T-shirt can look really sophisticated when tucked into a short, high-waisted black skirt. For a chilly fall day, style this combo with over the knee boots, a crossbody bag and a chunky sweater for cozy, chic vibes.

Layer it underneath a fitted bustier for a sultry, sophisticated look.

A bustier is typically a bit dramatic to wear on its own, but when it’s balanced by a casual tee layered underneath, it feels fresh and just the right level of flirty. Finish the ensemble with a midi skirt and chunky sneakers for a totally wearable take on the lingerie-inspired trend.

Step into style with skinny jeans and a pair of showstopping heels.

Cute heels are instant confidence-boosters that have the power to elevate any outfit. While the jeans-and-tee combo might be perfectly appropriate for weekend errands, switching your sneakers for a pair of sleek pumps or strappy sandals will have you ready to dance the night away with your besties in no time.

Tie your tee over a maxi dress for a bit of fun layering that’s unexpected and totally cool.

Flowing maxi dresses are a bit boho and entirely effortless on their own, but when you throw a crisp white T-shirt over it and knot it in the front, you end up with a look that’s super fresh and fun. For beachy vibes in the summer, finish with a pair of flat sandals and a wide brim hat.

Bold earrings draw attention to your pretty face while balancing out the simplicity of your tee.

The amazing thing about trendy accessories is that a few simple swaps can add energy and pizzazz to even the simplest outfit. Even if you’re wearing a T-shirt and leggings, a pair of funky earrings brings attention to your eyes and smile. Sweep your hair back into a loose updo, grab an envelope clutch and you can be out the door for date night in a flash!

Throw on a blazer and combat boots for a trendy outfit that’s inspired by street style.

An outfit doesn’t have to be super girly to come across as dressy. By playing with texture and silhouette against the clean base of a basic T-shirt, you can create super trendy combinations that are visually interesting! Try layering a structured blazer over your shirt, slipping into a pair of glossy leggings and putting on some combat boots for a look that commands attention.

Bring a bit of ’70s flair to your ensemble with a pair of flare jeans and platform shoes.

Flare jeans are absolutely back in style and complement the easygoing vibe of a casual T-shirt perfectly. Avoid taking too much of a trip to the past by opting for dark wash jeans or solid colors instead of shimmery materials that scream disco fever. Platforms are totally cute, though!

Lean into the lived-in look with beachy waves and shiny, simple jewelry.

Sometimes, less is more. Curl your hair into beachy waves and add some shiny hoop earrings to play off the glossiness of your hair. Complete the look with a pair of mules and an envelope clutch for the perfect mix of casual yet classy style.

A fluffy, colorful faux fur winter coat is the most unexpectedly stylish winter topper.

This is the outfit you put together when you want to feel like a fancy lady but don’t want your look to be too stuffy or outdated. Sneakers offer a bit of surprise city-girl edge.

Looking Dressy, Feeling Comfy

Dressing up a T-shirt is a great way to stay comfy while still looking put together, and it really doesn’t take that much effort to create tons of fun looks inspired by this closet staple. We look forward to seeing how you dress up your T-shirts and make adorable outfits of your own!