I have a pair of Cobbler Union dark brown oxfords that I absolutely love but struggle with how to style them. I work in a business casual settings where i never wear a jacket (i wish i could without standing out so much - and trust me they comment). I wear wool trousers and a button up nearly every day and that is even dressed up for most. I am in a senior leadership position but most other men on my level wear jeans with a button up - maybe dress chinos with a polo.
I have three pairs of wool trousers i wear 90% of the time. Navy blue, medium grey, and a greyish brown. All three from Jcrew Ludlow line. I will wear jeans on Friday from time to time. I have several pairs of cotton chinos but rarely wear them. I have a khaki, grey, light blue, dark blue, and green. I typically wear a button up shirt, but on a friday may reach for a polo shirt.
So with that said, i will wear khaki chinos and reach for the dark brown oxfords, but sometimes feel the color is too contrasy. Then sometimes feel that with the grey wool pants they seem off. Today i wore them with my navy wool pants and was not overly comfortable either.
What are your thoughts? How would you pair a dark brown suede oxford? What does it work well with? What does it go poorly with? I think its just not something you see often so i dont feel comfortable in them as I havent been able to take much inspiration from seeing it on others.
I have three pairs of wool trousers i wear 90% of the time. Navy blue, medium grey, and a greyish brown. All three from Jcrew Ludlow line. I will wear jeans on Friday from time to time. I have several pairs of cotton chinos but rarely wear them. I have a khaki, grey, light blue, dark blue, and green. I typically wear a button up shirt, but on a friday may reach for a polo shirt.
So with that said, i will wear khaki chinos and reach for the dark brown oxfords, but sometimes feel the color is too contrasy. Then sometimes feel that with the grey wool pants they seem off. Today i wore them with my navy wool pants and was not overly comfortable either.
What are your thoughts? How would you pair a dark brown suede oxford? What does it work well with? What does it go poorly with? I think its just not something you see often so i dont feel comfortable in them as I havent been able to take much inspiration from seeing it on others.

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