Haven’t worn them myself but these look more in-universe than most and have good reviews on comfort
https://www.amazon.com/Skechers-Relaxed-Segment-Dorton-Brown-D-Medium/dp/B00IV39B6W/ref=mp_s_a_1_7?crid=FWVDZLI8DE8S&dchild=1&keywords=pull%2Bon%2Bboots%2Bfor%2Bmen&qid=1632151528&sprefix=pull%2Bon%2Bboots&sr=8-7&th=1&psc=1