For me it was this game in I think 1990;
https://www.youtube.com/watch?v=FdAQYLI_2b4 (Grand Prix Circuit) on an IBM 386 with Tandy colours.
My father bought the PC for cad work but that didn't really work out (he was helpless with computers and still is to this day) and all he did was use it for spreadsheets and he had some modem to buy and sell on the national plant auction in Boskoop (NL). Back in the day this was quite impressive and it ment he didn't have to drive 200km and leave his company for several hours, so it was well worth it despite the huge outer region fees. He just send someone to inspect the plants.
Anyways he was helpless with it and at some point he must have been bored to hell with it since magically one day this game was installed on the 20MB(!) hard disk. So we had some fun with that game a lot =). A few years later I got this PC, I think it was 1992, and we were the first ones in my class to have a PC at home, let alone I had one in my own bedroom! If you were really lucky you had a NES back in this day and boy I had a 386!... still... wished it was colour but in 1994 I got my dads 486 with Windows 3.11, at least he was less helpless with windows.
It was 1995 when I got my gameboy... it was summer (I think I got it for my birthday but a bit prior?) and I got a red one! I looked up and GameFaq says it was released in 1996 but I'm quite sure it was 1995 when I got it, there weren't any ads yet on the tv or in the magazines as those came a few months later. Probably some really early import. Remember my dad asking what colour I liked better and told him red like those flowers he bought (roses, tulips etc). He looked quite surprised I didn't say blue, or at least I think he thought blue as most boys loved blue better.
Well I never had the NES/SNES but my younger brother had one of each and we had to share and "play nice"... yeah he was so nice to me he destroyed most of my toys including my gameboy... was furious with him! Also he stupidly traded a lot of my games at school for other ones, only found out long after the fact but at this time I had no way of playing them anymore. A few years later my mother somehow got me a 2nd hand silver Gameboy Pocket (the gameboy Colour had been long released by then) but I really had no interest anymore by then. Still got this gameboy pocket to this day and only a handful of my games we found when converting my younger brothers old room to a new office space as the living room got bigger by knocking some walls down.
My first GBZ will probably be red for obvious reasons.