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Since i got my m3 adapter, around 5 years ago
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Without even realizing up till now i started using homebrew and emulation on a 386, and 486 and a pentium 1. The 386 was given to me by a teacher back in the highschool days who had claimed you can still use those computers dust it off have some fun.
So i was using Geos and played games like vLeaper,VGA Mario Bros and plenty of others this started in the finale of 1999.
But it wasnt until 2001 and 2002 when i really got into homebrew/emulation and actually knew what it was all about. Starting out on the Dreamcast downloading emulators and homebrew games and i still do it today when ever i get the time to do it.
I believe before the Dreamcast though i also had the PSX and it was modded and only tested one emulator on that and it was It Might Be Nes which was a great emulator.
I then got a Xbox got it softmodded then i destroyed it by deleting the whole drive not knowing what the hell i was doing.
I then sent it to a modder in my area he modded it and then i started having problems loading games like GTA Vice City, and Rallisport 2. So i got pissed off cause i thought there was a problem ripped everything out and that sameday bought a new Xbox.
Never modded it though cause i never wanted to have the same problem happen again. Then i got a PC and the Xbox didnt really matter to me for emulation. For that matter emulation somewhat stopped on other consoles aswell cause the PC could do it better and i got a new pc in 2004.
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For emulation, ever since the first ZSNES emulator was released I was hooked on playing super nintendo games on my PC.
As for homebrew, I first started when I learned about Nintendo DS Flashcarts. : D I instantly bought a DS lite, and a DSTTI. :P
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I first experienced emulation about 12 years ago but I only really got into it about 5 years ago which is around the time I go into homebrew on the Dreamcast. Reading up about homebrew and emulation is actually what enticed me to buy a Dreamcast in the first place. I have since used homebrew on the Wii also.