Lots of people with way older gear here but I'd like to give a honourable mention to my 1st generation Apple Watch which has been on my wrist every day since summer 2015. Obviously apps on it have been laggy since the start and hardly even load these days, but for receiving messages and alerts, setting timers, basic stuff like that, it's still a champ. I even use it for my daily workout though in a very basic way. Battery still lasts all day.
Same here! A Series 0 Apple Watch, pre-ordered when released in '15, been all over the US, in pools, the ocean, etc., and it's still got solid battery life, laggy as heck, still use it 4-5 days a week to record workouts and check the time
Wife is still using her bought new 2010 13" MBP, it's had a couple of upgrades, SSD, more RAM, etc., but it's about to be retired, replaced by my old (but still way newer/faster/better) 2015 MBP 15"
I guess my oldest functioning Apple product is my 80GB iPOD 5.5, ~12 years old, still works perfect, just rarely gets used.