Plaid Plaid Plaid

It’s 5am. The sun hasn’t come up yet. 

The sound of crickets and swaying branches echoes throughout the room. My boots are on the floor by my bed (because they’re all I ever wear in the Fall) and I’m fast asleep…

Till a yellow cab speeds by my apartment blasting its car horn, waking up the whole building! I roll over and remember I’m in Manhattan, not Upstate New York, and the crickets are coming from the white noise app on my phone, not the forest outside. But I’m exactly where I want to be.

I’m a rugged adventurer, but city streets are my forest trails; sky scrapers my trees. 

For today's post, I partnered up with Timberland, a brand known for outfitting adventurers on every type of trail. Check out my three city-style looks below with Timberland’s new flannel double-layer shirt. I take them from the park to happy hour in one quick-change!

The Modern Otter | Timberland #ModernTrail

On The Move

I’m a menswear blogger. I run all over the city each day and my camera never leaves my side! I need clothes that fit well and are versatile for wherever my adventures take me. For my first look, I paired the double-layer flannel shirt with a quilted vest and denim jacket, my two go-to layering pieces this Fall. I know I can always ditch my denim jacket and still look stylish with the vest and plaid shirt. I topped it off with a wide brimmed hat for an on-trend outdoorsman look.

The Modern Otter | Timberland #ModernTrail
The Modern Otter | Timberland #ModernTrail

Central Park Bound

I love shooting in the park! The changing leaves and winding paths are a refreshing escape for everyone in the city. For my afternoon in the park, I wrapped my flannel shirt around my waist and kept it classic with a denim jacket and white tee. The look is form and function. When the temperature drops, I can throw the shirt on for a layered look. I’m all about military styling this Fall, so I paired my boots with fitted joggers and thick socks. Well-made boots are a requirement in this city. The pavement is surprisingly hard on any pair of shoes, so you want to ensure you’re investing in quality.

The Modern Otter | Timberland #ModernTrail
The Modern Otter | Timberland #ModernTrail


Happy Hour

Every city night should end with Happy Hour! As the sun goes down the city begins to hum. I look for the nearest rooftop to watch the city lights come alive. Flannel shirts are just as easy to dress up as down. I paired this red plaid shirt with a leather moto jacket and grey trousers for a rugged yet tailored look. All I need is a motorcycle and I’ll be set!

One shirt, three ways. I’d say I’m well equipped for the trail ahead. 

You can also check out my editorial over on the Timberland site here! 

StyleAaron Wester