When I was 16 I had one of those 9v operated marshall stacks with the headphone out going into some cheap home stereo with the big floor speakers.... That was the worst I think.
The guitar was a Memphis I I I remember correctly, Then I upgraded to a Westone
Line6 Spider 3 120 watt, SCHECTER Damien FR with EMG's. Sounded like flaming dog shit but I loved it. Then went to 6505+/Mesa 212, added a single recto, sold those and now have my AxeFx.