Originally Posted by
Mabouya
Bumping this with a semi-random comment/question:
About 15 yrs ago my workplace went from dress shirts & pants + ties to casual (jeans, Dockers, polo shirts in summer, etc.) so now I can wear shoes that are way more casual. I've gravitated to stuff like Sebago Docksiders (with dark sole, not the white).
Here's the issue: I've also found that for me shoes with somewhat squishy soles and heels are way, way more comfortable for walking than the old dress-shoe plain leather soles, or the harder rubber casuals. Unfortunately, I've been having a hard time finding a brand / model that is consistently available. When I visit my sister in Maine we often swing by LL Bean and I can sometimes find something good there, but when they wear out I check the web site to get another pair and that particular model is gone.
So, what's your go-to comfy Topsider/Docksider?
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