Derby wingtip vs loafers for everyday casual/ultra-casual setup

[knightfox]

I have AE Fifth Avenue in dark chilli. Planning to buy a derby/loafer for casual or ultra-casual setup. I want this shoe to be worn as an everyday casual shoe for Jeans/Chinos/Slacks with OCBD/T-shirt tucked or untucked without Jacket. My office is ultra-casual so no issues there. Out of two shoes, which one should I go for?

 

[DapperDan08]

Two good options; I’d go with the loafer.

 

[KOz]

I'm not sure I'd consider those shoes ultra casual, unless they were in suede perhaps.

 

[mak1277]

Personally wouldn’t wear those wingtips in any of the situations you describe…only would wear with tailored trousers. If you’re set on derbies like that I’d look for them in suede or maybe a scotch grain leather. Grant Stone has a lot of bluchers/derbies that could work here.

loafers would certainly be better for what you’re describing but a more rounded toe style might look better with what you’re describing.

 

[knightfox]

Thanks everyone for the reply. Appreciate it. What I understand is derby,monk,loafers and boots can be worn casually but “casual” here is one notch down from formal and not ultra casual. They are not direct replacement to sneakers or trainers. Everyone in my office wear trainers or sneakers and very few in blazer wear black derby. I rarely seen people dressing like pictures posted in style forum.

I’m interested to know what do you wear for ultra casual situation like a jeans/chinos with tshirt or ocbd. What would be your goto shoe when going to pickup milk?

 

[notdos]

Suede or Patina’d Chelsea boots for me.

 

[mak1277]

OCBD and chinos at the office? I’d wear penny loafers (suede or calf, but a rounded toe like Alden). I think the ones you posted would work for that situation

I wouldn’t ever wear a T-shirt to work but if I had a T-shirt and jeans on to get milk I’d wear sneakers or camp Mocs (which I wear all the time for all sorts of things).

think about the derbies you posted compared to something like this:

Plain Toe Blucher - Earth

This is the first shoe to use the lug sole, making one tough Blucher. The Waxed Commander leather combined with the taller lug sole is a great combination for a year-round Goodyear-welt shoe. Components Goodyear-welt construction Leo last Waxed Commander from Charles F. Stead Full-grain kip...

www.grantstoneshoes.com

Surely you can tell that this is more casual than what you posted (even though they’re both derbies), right? These would go much better with jeans than the shiny dressier shoes in your original post.

 

[Duke Santos]

I agree that wingtip needs tailored trousers. As others have said, I'd go for one in suede or grain. The Crockett & Jones Pembroke in Scotch Grain works well with jeans.

 

[Daniel Hakimi]

From the title: loafers.

Looking at the shoes... neither. Those loafers are still too dressy for "ultra-casual" vibes.

Maybe as you wear them, as they age, as long as you're not, like, wax polishing them, the shine will dull and the last and details will work....

If you do want to buy from allen edmonds... these are cool. From carmina, you might like these. Those are going to look better with jeans and stuff.

If you really want ultra-casual loafers... Rancourt and Quoddy on the crunchy ivy end, and Horatio and Blackstock & Weber and Aime Leon dore on the funky modern end.

 

[knightfox]

Thanks everyone. Which is more versatile of these colors for Navy/Grey/Charcoal/Khaki trousers/jeans/chinos.

 

[mak1277]

I would still avoid something so shiny, but if it must be one of those I’d do the darkest

 

[podz]

Loafer