The Ultimate Guide to Dressing Up Sweatpants

March 30, 2026

Filed Under : My Style


What I’m Wearing
Sweatpants | Corduroy Shirt | Chuck Taylors

Dressing up sweatpants is really about balance, so I paired mine with a corduroy shirt to add some texture and structure. The Chuck Taylors keep it grounded and casual, but still intentional, like I didn’t just roll out of bed and call it a day. It’s comfortable, it’s put together, and it proves sweatpants can absolutely step outside.

Until next fit,

-Bryce Lennon

The Best Way to Wear a Rugby Shirt

March 29, 2026

Filed Under : My Style


What I’m Wearing
Rugby Shirt| Jeans | Loafers

A rugby shirt already has personality, so I let it lead and kept everything else clean with jeans and loafers. I like this combo because it feels sporty but still put together, like I could go anywhere and not look out of place. It’s easy, it’s classic, and it just works every time.

Tap back in soon,

-Bryce Lennon

The Best Way to Dress Up a Crewneck

March 27, 2026

Filed Under : My Style


What I’m Wearing
Crewneck| Khakis | Mary Jane Loafers

A crewneck sweatshirt is one of those pieces that can go from basic to styled up real quick depending on how you wear it. I paired mine with khakis and Mary Jane loafers to give it that clean, slightly preppy feel while still keeping things relaxed. It’s simple, it works, and it proves you don’t have to do much to make a crewneck look intentional.

Stay styled,

-Bryce Lennon

How to Style a Long Sleeve Tee Under a Collar Shirt

March 25, 2026

Filed Under : My Style


What I’m Wearing
Shirt |T-Shirt | Jeans | Loafers

Layering a long sleeve shirt under a collar shirt is one of those simple styling tricks that instantly makes an outfit feel more intentional. I paired mine with jeans and loafers to keep it clean and effortless, letting the layers do all the talking without overcomplicating it. It’s easy, it’s classic, and it looks like you thought it through…even if you didn’t.

Catch you on the next look,

-Bryce Lennon