3. Bootlegger Chic
My inspiration comes from all over the place (as I wrote a little about here).
This fit was largely inspired by the movie Lawless (you should check it out, for the menswear alone) and the awesome rugged layering of 1920s hillbillies.
You’ve heard us say it before. Pristine is not real. Casual menswear looks better with some authentic worn-in character.
This look is a great example. It works better because the chambray henley is soft from years of wear, the cardigan is starting to pill, the workbooks are naturally scuffed, etc.
So invest in long-lasting clothes and let them tell your story!
Funny enough, a reader sent us a question a while back asking if a henley + waitscoat + cardigan was a good look or “too many buttons”.
I wrote him back with something like “sounds like too many buttons brother. Keep it simple”.
I take that back, because I’ve been loving this combo lately.
The key is a band collar shirt (rather than a knit henley) with a deep placket that hits below the waistcoat stance, and a cardigan that is both chunky and rugged.
My apologies guy. Do you!
- Brown felt hat (vintage)
- Shawl collar cardigan Vintage JCrew
- Pinstripe chambray band collar shirt by Zara
- Brown donegal tweed waistcoat by Michael Andrews Bespoke
- Brown American Bison Belt by Trafalgar
- Brown corduroys by H&M
- “Iron Ranger” Brown leather boots by Red Wing
Thanks, as always, for reading.
Yours in style,
Photography by Alex Crawford.
Check out more of his work at alexcrawfordphotography.com.