I mostly wear old-fashioned tennis shoes... the canvas kind with flat soles. I'm currently wearing gray Pumas, red-and-black plaid Chaps, and madras Vans deck shoes in rotation.
I lately threw out a pair of taupe leather Rockport walkers (I call them my Old Man Shoes) that were the most comfortable shoes I ever owned, but the sole wore down to the inner waffling after five years and they make a funny noise when I walk. I also have a pair of tan nubuck Timberland slip-ons that are now too beat-up to wear in public.
I have dressier shoes that I never wear anymore, brown-and-beige Florsheim nubuck saddle-shoes and oxblood Dexter penny-loafers being my favorite, but I'm still resistant to them after having a job that made me wear them.
And I love wearing boots...tall boots, knee- or thigh-high. I think I'd wear them more often if I didn't think I'd look like a dick wearing them around everyday.
I get most of my shoes at discount stores like Marshall's and DW Shoes (used to be Shoe Pavilion), sometimes from Payless, and my boots I get on eBay. I have a hard time finding shoes that are comfortable and age-appropriate, but I do enjoy shopping, so it's no big deal to browse through two hundred shoes before I find a pair I like.
I lately threw out a pair of taupe leather Rockport walkers (I call them my Old Man Shoes) that were the most comfortable shoes I ever owned, but the sole wore down to the inner waffling after five years and they make a funny noise when I walk. I also have a pair of tan nubuck Timberland slip-ons that are now too beat-up to wear in public.
I have dressier shoes that I never wear anymore, brown-and-beige Florsheim nubuck saddle-shoes and oxblood Dexter penny-loafers being my favorite, but I'm still resistant to them after having a job that made me wear them.
And I love wearing boots...tall boots, knee- or thigh-high. I think I'd wear them more often if I didn't think I'd look like a dick wearing them around everyday.
I get most of my shoes at discount stores like Marshall's and DW Shoes (used to be Shoe Pavilion), sometimes from Payless, and my boots I get on eBay. I have a hard time finding shoes that are comfortable and age-appropriate, but I do enjoy shopping, so it's no big deal to browse through two hundred shoes before I find a pair I like.

