Skip to content

Classic Fella


Your cart is empty

underwear men deserve


no gimmicks, no trends, no nonsense.

redefining the classics

At Classic Fella we see no need to 'fix' men's underwear, because we appreciate the classics that have served men for years. Simply, men's classic underwear deserved a fresh perspective towards high quality fabrics and timeless design, with inspiration from generations past.

For too long men have been persuaded that what they deserve are low quality undergarments touting unnecessary technical features and juvenile aesthetics - often mass produced using cheap labor in poor conditions. We couldn't disagree more. Men deserve better as do our makers.

That's where Classic Fella meets the need for a requisite new take on the classics. We did so through years of research on the best fits, fabrics, and styles desired most by men like you. All designed in the American South and proudly made in northern Italy.

We never compromise comfort or inflate prices to provide our signature level of taste and quality. Rather, we offer a superior product with sophisticated style built to stand the test of time at an unmatched value.

Experience Classic Fella where you'll understand what it truly means to be a man of foundational style where one can relish in the authenticity and camaraderie that await men who live life the way it’s meant.

It's time we dress like men again.

Shop classic Fella

superior comfort

sumptuous italian fabric

  • Each underwear waistband features no-roll performance and stay-put technology for all day comfort.
  • Our custom contrast stripes invoke mature, masculine sensibility. Elements found across CF styles for easy wardrobe versatility.


Hand-selected, plush fabrics from Italy's finest mills. Artfully developed alongside expert craftsmen for small-batch production.

intimate gifting

underwear sets

  • The ideal cohesive undergarment set reminiscent of the clean, perscriptive styles of years past our full sets offer a level of detail enjoyed by all.
  • Available with each underwear and sock style, customizable for every man.

Stories & Style

Top 3 Benefits of Sleeping in Boxers

Top 3 Benefits of Sleeping in Boxers

However you choose to sleep and what you wear while doing so is ultimately dependent on your health and comfort. At Classic Fella - we'd like to propose you consider boxers for sleeping if you don...

Read more
[ The Archer ] Week 44 : Men's Briefs and the Flys that Make Them

[ The Archer ] Week 44 : Men's Briefs and the Flys that Make Them

To have a fly or not ? Flys in men's underwear have swiftly fallen out of favor over the years and we couldn't disagree more. Interestingly, this small design feature plays a significant role in pr...

Read more
How Men's Undershirts Add Versatility to Fall and Winter Wardrobes

How Men's Undershirts Add Versatility to Fall and Winter Wardrobes

When it comes to fall and winter wardrobes, layering is key. And one essential layer that often goes overlooked is the undershirt. While many people may think of undershirts as simple undergarments...

Read more