Like many of you, I have owned a dozen of boots at least since my late teens, 53 now. Red Wings for my college days and early 20's decade. Served me well for many years. Kept mink oil on them repeatedly and I still have one pair since 1992 that I mow the yard in, occasionally, though my feet feel it after. Wore Justin Ropers as my "nice" boot for many years. Bought 2 pairs of Luccheses , a soft skin (cant recall which), caramel/distressed brown color Roper that I still wear and get compliments on periodically. My second pair of Luccheses currently in rotation is a western style boot , round toe, well worn in and look like they just come off the Dutton ranch. Love those boots, though they are looking a bit too worn; i call them my drinking boots. I will say the strap broke a couple months ago, so getting them on, I have to wear a business sock, versus tube so they slide in
The most recent purchase is a pair of Tecovas from their shop in Frisco at Legacy, western style, suede. Been getting a lot compliments on them; they pair well with a dark khaki jean. You have to be careful with Tecovas boots as the jean/pants cannot be too skinny, as the shaft is larger (no ghey) than any other boots ive owned.
Ill try and get some pictures uploaded. Love all my boots, its about all i wear outside of work.