[egarrulo]

Besides sneakers, what shoes would you wear under a solid color polo with dark jeans (or chinos)? Thank you.

 

[Tom3]

From my fading memory, penny loafers, deck shoes, desert boots. I don't know if there are Italian equivalents to those. I was just in Italy thirteen months ago but only noticed how few "tiny suits" I saw on humans; there were many in the windows in Milan, though.

Tom

 

[Oldsarge]

I don't know about penny loafers but deck shoes and desert boots for sure. And up here in the PNW, 'waffle bottoms', though I'd stick with tops no higher than about 6". Save the logger boots for plaid flannel shirts.

 

[SG_67]

There’s something odd to my eye about wearing a polo shirt with desert boots or chukkas.

In fact, there’s something odd to me with wearing a polo shirt and dark jeans. But given the question, deck shoes or penny loafers. Perhaps even bit loafers

 

[egarrulo]

In fact, there's something odd to me with wearing a polo shirt and dark jeans.

What about chinos instead, please? Thanks.

 

[Prof Ray]

You can't go wrong with a pair of suede penny loafers with jeans and a polo. Boat shoes would also work.

 

[SG_67]

Lighter colored and lighter weight chinos are a better alternative.

 

[winghus]

I only own one pair of jeans and generally wear my chukkas or penny loafers with them. A polo versus a button up shirt makes some difference as I would generally forgo the chukkas for loafers or NSTs. I wear various boots or NSTs when wearing a flannel shirt or work wear and jeans. My only pair of sneakers are worn to the gym or to take the garbage out.
With chinos and a polo I wear loafers or any derby/Blucher I own. I really like NSTs and often wear them casually but I know quite a few people here dislike them. I generally wear my deck shoes with shorts or very casual cut chinos, never with the jeans unless it's just a quick run to the store.
I've worn closed lace shoes with jeans and or chinos occasionally though I know it's frowned upon here (except by Shaver with chinos). Generally only the least formal version I own. I know there are also some in the crowd that say deck shoes only if you're standing on a deck. I tend to use mine as drivers for long trips as they have a good heel design for it.

 

[Prof Ray]

The big issue, of course, is what color loafer, etc., to wear with jeans. My jeans are all dark wash, and I recently purchased a pair of sand-colored, suede loafers, thinking they would provide a nice summer-y accent to my go-to causal outfit in the warmer months, a linen shirt and jeans. Unfortunately, I do not like the way they look paired with the dark jeans. I'm either going to find a darker pair of loafers or find a pair of jeans I like in a lighter wash (or maybe just convince myself the stark contrast between the loafers and jeans is stylish!). I bring this up because it's likely to become an issue for the OP, as well.

 

[DG123]

I agree with the suggestions for loafers, but believe deck shoes are meant only for boating.

 

[JBierly]

2 eyelet brown derby suede.

 

[richard warren]

Penny loafers, tassel loafers, boat shoes, desert boots,

I agree with the suggestions for loafers, but believe deck shoes are meant only for boating.

And oxfords should only be worn by people going to Oxford, bluchers by Prussian soldiers, cowboy boots by wranglers, penny loafers by Norwegian fishermen, etc.

 

[eagle2250]

I don't know about penny loafers but deck shoes and desert boots for sure. And up here in the PNW, 'waffle bottoms', though I'd stick with tops no higher than about 6". Save the logger boots for plaid flannel shirts.

^^LOL...
Indeed the Wesco Jobmaster's have not come down from my shoe racks in (several) years. They are a great work boot, and I've been told they are snake(bite) proof, but they weigh pretty heavy on the foot and are not a convenient shoe/boot to wear. Casual, be they garments or footwear, should not be heavy and/or inconvenient! :icon_scratch:

 

[smmrfld]

I agree with the suggestions for loafers, but believe deck shoes are meant only for boating.

Ha ha...funny. Assuming this isn't serious.

 

[Woofa]

The big issue, of course, is what color loafer, etc., to wear with jeans. My jeans are all dark wash, and I recently purchased a pair of sand-colored, suede loafers, thinking they would provide a nice summer-y accent to my go-to causal outfit in the warmer months, a linen shirt and jeans. Unfortunately, I do not like the way they look paired with the dark jeans. I'm either going to find a darker pair of loafers or find a pair of jeans I like in a lighter wash (or maybe just convince myself the stark contrast between the loafers and jeans is stylish!). I bring this up because it's likely to become an issue for the OP, as well.

Using this as an excuse to think out my position. I have not been a big fan of the darker denim overall however now I can see I dichotomy between a darker, if you will, more wintery denim and a lighter, more summery denim. I think that a darker jean feels more formal to me and starts to move out of boat shoe/ desert boot / etc. Territory. I think a nice light denim could be worn in spring or summer with those options and a polo but the darker one more of a fall winter wear with a pair of Alden indys or 500 mile casual boots.
Enjoy hearing everyone's thoughts as this idea takes shape in my head.

 

[Oldsarge]

This is being seriously over-thought.

 

[suitman19]

Crocodile or alligator loafers for a somewhat more refined look!
Horsebit loafers are also good.

 

[egarrulo]

Loafers have gathered approvals. Should I get them with a rubber sole only, or would a leather sole work as well?

I would generally forgo the chukkas for loafers or NSTs [...]

What are "NSTs"? If there is a glossary around here, I couldn't find it, sorry.

I bring this up because it's likely to become an issue for the OP, as well.

Indeed! I recently purchased a pair of sand-colored suede loafers, too.

 

[winghus]

Loafers have gathered approvals. Should I get them with a rubber sole only, or would a leather sole work as well?

What are "NSTs"? If there is a glossary around here, I couldn't find it, sorry.

Indeed! I recently purchased a pair of sand-colored suede loafers, too.

Norwegian Split Toe

 

[Vecchio Vespa]

If you are in Milano black espadrilles would work. Over here in the USA I’d go with Sperrys, perhaps in tan.