What's the longest you wore the same pair of boots before tossing?

I remember when the Base General out at Kaneohe Bay, Hawaii MCAS opened up choices of boots to include ANY Black Boots so long as they were 8-12 inches in height, laced up (no zipper shit), and I think there were 1-2 other requirements I cant recall atm...but the whole damn base went out buying up black Doc Martins.  I had a pair that lasted me a total of 12 years...this included the last 2 in service, and were probably worn 40% of the rest of that time.  Damn good boots.  Maybe not suitable for all military activities though.  (And this was early 90s when we still wore black)

I retired my jump boots after 22 years and still have them on my display. (they have been my parade boots) hahaha

I still sport my initial issued pair. It's been over 4 years. They refuse to fall apart!

I usually got about 12-18 months out of working boots but I still have of few of the old spit-shined parade boots that lasted 15 years until they were honorably discharged by ACUs.

I had a pair of Jump Boots that I wore from 1983 until I retired in 1996. However to be honest, the only time I wore them was in Class A/B uniform, Special Formations where black boots were mandated......Other than that it was my green jungle boots and if it got real cold I had a pair of Danner cold weather boots I would force myself to wear. I still have my Danner's and wear them for certain incidents (emergency management/response related). They stay in the box in the bed of my truck. But I miss my old jungle boots.

I had a pair of Rocky SV2's, I started wearing in June of 2011, and I had to get rid of 'em in September of 2014 I got briefed to much for 'em. Apparently boots are supposed to look nice... Great pair of boots, I went out and got another set, they will last the remainder of my time in the military...

If the outsoles are still good, I replaced the insoles which I do on a regular basis. In fact, I have an extra pair at the house. Normally, I purchase the same boots over, and over again.

Only have three pairs of boots all issued.
1998-2007 issued black from basic worn when we all were in BDUs (in the closet, used when I have to wear blues)
2007-present issued sage basics for ABUs
2007-present tan desert basics (only worn during deployments but still good and comfy)

It may be that I am cheap or that the issued basic boots are pretty good boots and comfortable once broken in.

I still have my last pair of Jungle Fatigue boots from Vietnam, 1970, and I still wear them around the yard.

7 years and counting. I have them now for mainly field environment stuff, as the toes are lookin' dirty/scuffed, and as a commander, I don't wanna jump in front of formation with the rattiest boots in the company.

I finally had to retire my 1LT patrol cap about 12 months ago, and had that one for 4 years. Used it as a fly killer on a couple CSTXs, and through a single mob. Finally got to the spot where it was looking beyond "Well loved" and into "Should probably be disposed of in HAZMAT suits."
v/r,
CPT Butler