I'm in My Casual Era: 6 T-Shirt Outfits That You Can Actually Wear Out


(Image credit: @luciacuesta_)

Whether it be the onslaught of legging trends, the continuation of post-pandemic comfort dressing, or hybrid work-from-home life, my casual era is in full force. I’m finding myself using any excuse to dress up my choice comfort clothes. I’ve even taken it as far as going out at night. Whether it be sweatpants, leggings, lounge sets, or T-shirts, good layering and chic staples can elevate any relaxed piece. 

Winter weather especially lends itself to comfortable clothing, not just for the fact of wanting to constantly cozy up and stay in, but for the tactic of layering crisp, tailored pieces with your sweats or T-shirts. Also known as me making the "dress shirt and sweatpants” Zoom look into a real capsule wardrobe

A basic white T-shirt is something almost everyone has in their wardrobe (or should) and it can be one of the most versatile pieces. I’ve started wearing mine with casual wear, workwear, and party wear. Below are some of my favorite outfit inspirations, along with the pieces I’m eye-ing to re-create them.

Blazer + Belt + Patterned Jeans


(Image credit: @lucywilliams02 )

The most polished ensemble does exist (and it involves a T-shirt). Plus, a boxy blazer, classic black accessories, and a playful pair of jeans. 

Statement Skirt + Heels


(Image credit: @mimi.orere)

Dressing up a cool white T-shirt with pink pieces is my kind of nighttime look. A retro pink shoulder bag, hot-pink mules, and a slip skirt make for the best mood-boosting ensemble. 

Bomber Jacket + Sunglasses + Miniskirt


(Image credit: @elizagracehuber)

The coolest way to wear a T-shirt, period. Pair it with a pinstripe micro mini, a worn leather bomber, and killer shades. 

Cargo Pants + Bright Bag + Kitten Heels


(Image credit: @aniyahmorinia )

Yes, cargo pants, kitten heels, and bright accessories for 2023. This is the quintessential outfit of trendy pieces that you should consider adding to your cart for this year. 

Jeans + Statement Bag + Birkenstocks


(Image credit: @luciacuesta_)

Accenting with patterned accessories is one of my favorite ways to dress up basics. Plus, dark-wash jeans always feel more elevated. Outfit complete. 

Cardigan + Denim Maxi Skirt + Tote Bag


(Image credit: @thatgirlyusra)

A black denim midi is an amazing investment piece for year-round dressing. Pairing it with a T-shirt and cardigan is an ideal look for a casual work day or daytime errands.

Next: Olivia Wilde Has Joined the Fan Club of Hollywood's Favorite Leggings

Copelyn Bengel
Associate Shopping Editor

Copelyn is the associate shopping editor for Who What Wear based in New York City. She writes about fashion and accessory trends in addition to creating original content.

Before her time at Who What Wear, Copelyn was at Bustle Digital Group working on the accessory market for cover shoots and fashion features across Nylon, The Zoe Report, Bustle, Romper, and Elite Daily. Copelyn has also previously worked at InStyle and Cosmopolitan in the fashion and accessory departments on shopping and fashion market.

Copelyn has a journalism degree in editing and graphic design from the University of North Carolina at Chapel Hill. In her spare time, Copelyn freelances in graphic and web design in the fashion-and-lifestyle space. She also loves to upcycle clothing and home décor as well as collect an embarrassing number of colorful sneakers and experiment with her hair color.