My first laptop was a grayscale (active matrix, though) 386; acquired when Pentiums were already in laptops. I didn't get rid of it until I got my PowerBook 5300c (which was itself quite old, my dad passed it down to me in college when he got a just-retired 1400cs.)

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My first lappy was a hand-me-down from my bro-in-law, a 1400cs/117 that he gave me for "if you can fix it, you can have it." Turned out it needed a new LCD and inverter, and it worked. It still works (albeit now upgraded to the max), and I still use it. For many years it was the only laptop I had, and it went on externships and even to Maine. I'll never get rid of it, as it continues to serve me well (and I have a donor unit for parts, and lots of spare PRAM and battery cells to keep it operational).