The first one I used when I joined, and the only one that actually represents my online tag, the PikaMaster. Trainer Title at this time was "A Trainer of Sorts". Used this one until late April or early May.
This is the second one I used, a drawing I did of Al Catraz in Viridian Forest, Tortimer Island, one of the first locations visited in Turnabout Timber. My Trainer Title then changed to "Allen Catraz, Attorney at Law!", but I later changed it to "Phoenix Catraz, Attorney at Law!", referencing an inside joke that came to be after I forgot to take a "Phoenix" out of TT and it got noticed.
This was my third avatar, a piece of my Villager OC Benjamin Cloviet (who uses the Villager's appearance, but has a completely different personality) done for Mafia XXXVI, but with a background. I was bold enough to use a piece for a then-secret project as an avatar, but I ended up scrapping art for the game sans a banner, so it doesn't really matter now. It's still one of my favourite avatars on PB to this day, but it was getting old. My Trainer Title at this time changed to "Of Gingerbread Cookies and Stuffed Huskies" (as a reference to Benjamin and the two items he always has with him), and hasn't changed since.
My fourth avatar, Benjamin/Villager from a cut-off front view. Used this for two weeks or something.
Fifth avatar, which is just a painted Benjamin/Villager from PAA. Lasted for about a week or two.
Current avatar, and the first once since my second one that wasn't Benjamin Cloviet. Changed to this under a week from today (not sure when), and it's been my avatar since. Considered changing my Trainer Title but it just didn't feel right, so I guess now I'm known as the person of gingerbread cookies and stuffed huskies.