Not my picture, but I got one of these for Christmas when I was maybe 12 or 13 years old.
A Digitech RP300 that I used the hell out of. I would either run it into my dad's Peavey Bandit Solo or into my desktop PC in my room.
By the time I was 16 I had cobbled together 12 or so songs into Cakewalk Guitar Tracks Pro using some of its drum loops, and of course building my own from single-hit drum samples ripped from the Pearl and Zildjian websites.
All the tracked "bass" was the Whammy effect on my guitar an octave down.
Any vocals were recorded using one of those long skinny chat room mics that were prevalent in the late 90s.
I burnt a few CDs and sold maybe a handful to some folks at school including a couple of teachers.
Oh, to be so young, ignorant, and free!
Then I got into different bands and all of that stuff went away for tubes and pedals until 2014 when I was recording guitars for my band at the time and wasn't getting the tone in my head out of my rig. I got into plugins and descovered IRs and TSE x50 which helped me immensely.
Of course I wanted to change my rig so I started to do research about the new era of digital devices and bought a Line 6 Pod HD500X. Also bought a used Korg Pandora as a travel rig.
I later upgraded to a Helix in 2016 and sold the Pod to a nice group of worship musicians in my area.
I'm sitting comfortably now with an Axe FX 3, Helix Floor, HX Stomp, Helix Native, Boss Katana, PG Spark GO, and a Nu-X Mighty Plug. The Pandora is sitting in a drawer somewhere.