Oh god. This, so much this. Though in my case it was VGA, I went from an office surplus 286 with a CGA to a 386DX with VGA, having saved a whole year to make the purchase. Totally worth it.
I had already gotten a Super Nintendo for Christmas, so I wasn't able to sell my parents on upgrading to EGA graphics until my birthday!
I had been more into console gaming (NES, Genesis, and then SNES), so it was a harder argument to my parents given how much more expensive PCs were at the time (I turned 13 in 1991, so my income was very parent-dependent at this point). I was a MicroProse fanboy at that point -- which worked out fine because MicroProse games really were quite awesome -- and I got to tour their original headquarters as a kid. I was super-stoked when they moved into the big Hunt Valley buildings as my mom worked there too, for a car dealership software company.