I got my first pins in 2005, when I took a trip with some college friends to DLR around my birthday. One of my friends got some pins through her travel package, which back then was just picking out some pins from a cast lanyard, and one of the ones she picked was a little Timon GWP pin for me since she knew I loved him. So for those who are curious, this was my first official Disney pin:
I bought a few other Lion King pins on that trip, and my boyfriend at the time got me a few as well for my birthday present.
Fast forward to when I became a passholder in 2009, I started off small with trading with cast members. (Back then I did the dreaded cheapo fakes from ebay, regretfully, but I think I probably traded for about the same amount of fake pins that I put onto lanyards. And once I learned about the problem with fakes I stopped sourcing them from ebay and went fully legit.) Back then I was just trading to complete sets I liked, and Lion King.
I don't recall how I learned about DSF/DSSH, probably from either a google search or from trading with someone in the parks who told me about it. But my first pin release was in January 2014, for the Valentine envelopes, since there was a Lion King pin and I hadn't gotten any "fancy" pins at that point:
Back then I thought that $18.95 for one pin was a LUDICROUS price to pay for one pin! If only I knew, LOL...
From that I learned about PTD pins, and found DPF though googling about them. I was lurking this forum for months to keep an eye on the PTD thread to see when flips happened. I finally joined the boards in April of 2014 so I could keep up with the thread and also see what other pins people were talking about.