I'm a Skechers fan and they are one of the best when it comes to matching cushioning/comfort with shoe structure without sacrificing the latter. Most casual shoes have a compromise between comfort and structure, but they actually don't take two or three pairs of pants to get used to (not uncomfortable at all initially). I wear them regularly and they seem to last longer. All in all one of my favorites!
Men's Merrell Jungle Waterproof Slip-On Loafers in Gunsmoke - Shoes for Superior Comfort and Style
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Wool Blend Slippers Heathered Leather Maximum Men's Shoes and Loafers & Slip-Ons
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53534 Titan Safety Toe Men's Shoes by Timberland PRO
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DANSKO Wayne Black Size 11.5-12 Regular
51 Review