- May 5, 2010
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I think a lot of people don't like tailoring because they've never had tailored clothes that fit. Either they had hand-me-downs or bought off the rack with no tailor involved to make it actually fit. For that reason they always have felt uncomfortable in tailoring, both physically and emotionally because they don't like the way it looks.I mean, I did wear a sport coat.
But just from a comfort perspective, I can't say I'm more comfortable in jeans today than I was yesterday in flannel tailored trousers.
I had a similar experience with dress shoes. Growing up in the 80s I always had loafers. They never fit right and I used to tear up the back of my heel. When I started getting dressed for work and bought from stores like Syms and Nordstrom Rack I had no idea how dress shoes were supposed to fit, so I would buy them the way my other shoes always fit and I'd tear up my heels and bandage them for the first month I'd wear a new pair. How was I to know that I didn't wear the same size in sneakers and proper dress shoes. What the hell was a Brannock? Eventually, like almost everyone else I went to Echo and comfort brands with rubber glued soles and cheap corrected leather uppers.
One day, after getting into correct tailoring I decided, why not try real shoes again. I went to Sky Valet. I was fitted properly for the first time in my life. What a revelation. The shoes fit. They didn't make my feet sore and they didn't tear up my heel because there was no heel slip. I went back again to add to my Alden pair with a pair of Crockett & Jones. It's been all downhill since. I have 18 pairs of fine shoes and boots and have sold a few to keep my collection manageable and so I cycle through them rather than keeping some on the shelf for months at a time.
Most people never go back. They never get properly fitted or have their suits or trousers tailored so they fit comfortably and look good. That's why they prefer jeans and chinos. Those are cut with lots of tolerances and flexible fits because they are blue collar work clothing.