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Loafers for Men

Jared Acquaro4 comments

Loafers may have been classified as the “lazy man’s shoe” but who cares? They are great and easy to wear with anything!

There are many types of loafers from the super classic “Penny” to the newly “String” style, some are even changing the details altogether, like Justin Fitzpatrick.

Materials can range from different leathers to linens and tweeds. Shoes of all styles and shapes can be made out of anything, it is limitless, the only thing that would stop it is the maker’s imagination.

Here is where people may get stuck with wearing loafers, when and how can they wear them?

The answer is simple, anywhere and anytime. I know many people might be against this, as “the rules” are their faith but too bad and boring for you.



Wearing loafers in a formal situation is as easy as choosing black. No matter what shoe or loafer you are wearing, black always gives an element of formality. Feel free to choose a clean Penny, Slipper or Apron and for those wanting a little more unstated flair, a Tassel, Velvet or Horse-bit is perfectly fine.

Worn well in White and Black tie events and other highly formal occasions.


This area is all depending on what you are wearing, color-wise. So don’t think wearing black in this situation is wrong or too formal. Dark brown would be the preferable choice and mainly in top grain leathers. Another color some may not have thought about is burgundy, it is another very classic color associated with loafers.

These can be worn with suits or jacket/trouser combinations for work, events or smart evenings.


Another easy occasion option, suede. The underside of leather is perfect for jeans and chinos, a personal preferred option in summer for me also. Suede is breathable and wears in very quickly, the nap or hairs give them texture and a relaxed look. This doesn’t mean you can’t wear top grain leathers with a more casual setting, any color with a pair of jeans looks great.

For more casual suiting like linen and cotton, try wearing a pair of suede loafers or wear them with shorts instead of flip-flops.

Going Sockless

To sock or not to sock? Is not a question anymore but a debate. Fashion brakes rules and lines, and at the end of the day it comes down to personal preference. The question I hear or should I say “statement” is that going sockless will rot your shoes. This is true if you are a person who wears the same shoe every single day until they fall off! Like all leather shoes or just shoes in general, the longevity is in the rotation and care. I personally have been wearing loafers and shoe without socks in summer for years and never come across any “rot” as I don’t wear the same pair constantly. Style has no rules and is never wrong but in saying that you have to know the “rules” to break them.

So next time you go shoe shopping, think about a pair of loafers to add to your wardrobe!


Jared Acquaro
Director & Editor of A Poor Man's Millions


  1. Great collection of loafers there Jared. I have some Carmina blue suede penny loafers that I don’t wear nearly enough. How would you recommend using them?

    Sockless for me is not a question at all. Nothing to do with style, and everything to do with my poor feet not being able to deal with it.

    1. Hi Greg,

      Thank you for your comments. I don’t think I missed any of my loafers ha.
      Love the Carmina loafer, blue suede is like a relaxed version of black. So you could wear them with lighter shades of denim, khaki, white, blue, brown, gray, burgundy, green to name a few. Another way you could look at it is seeing how you would normally pair jacket of similar color with trousers and use your shoes as the jacket color reference instead.
      I hope this makes sense and helps you!

    2. Ps Wearing-in shoes without socks is a tough option but once they are worn in sockless should be quite comfortable if you are wearing the correct size (and have healthy feet) 😉

  2. Lots of good tips there Jared; thanks. I must get them out and wear them more.

    As a diabetic, feet are always a problem. Circulation issues, etc.

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