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Choosing shoes to fit with relaxed jeans

hssspoks

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Hey, so I'm making a slow transition from a skinny/slim jean era to a more relaxed fit. I already got slim straights which are great. Thanks to the people here who helped with the fit. Then I found this Lee's West-model which they call straight relaxed and I love the silhouette.

  1. Getting home I began wondering if they will be versatile with leather boots, derbys, anything besides sneakers. My goal is to build a capsule wardrobe. I've never cuffed jeans (picture 2) but would this be the only way to make them fit with leather shoes?
  2. I like to have my shoes visible (picture 3) and these jeans flow over them if not cuffed (picture 1). Is this correct fit and it's just a style choice? Can I get them shortened by tailor to keep the relaxed fit but also highlight the shoes I choose?

1.JPG 2.JPG 3.JPG
 

TheIronDandy

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I think suede chukkas might be the most versatile shoes I own. They go with everything from flannel trousers (harder to pull off) to indigo denim (pretty much optimal).
 

hssspoks

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They look great and are suppose to go over the shoes. All illustrated ways of wearing are good. Congrats on the style journey wins so far!

Consider suede chukkas, suede or pebble grain plain toe blutchers, or derby boots for footwear.
I think suede chukkas might be the most versatile shoes I own. They go with everything from flannel trousers (harder to pull off) to indigo denim (pretty much optimal).

Hey thanks a lot!

I want to try out those suede chukkas next. But I couldn't find many pictures online that mixed relaxed jeans with jeans without cuffing them so I'm going to have to try it out myself.
 

breakaway01

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I know Lee calls them 'relaxed' but on the whole spectrum from skinny to wide, they're not very wide at all. I wouldn't overthink it. You can wear them with sneakers, casual boots, and casual derbys. Whether to cuff, let them stack, or have them hemmed is your choice.
 

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