Okay, short answer to your long rant!
You've got some really good ideas here, I've saved your whole comment for future reference and I'm definetly coming back to it when I get around to writing the Psuedos!
Whether I'll use your ideas in full or just take inspiration from them, I don't know yet, but your hard work won't go to waste!
The only idea I had so far for psuedos was to have Dragonite deliver Pizza to the MC in a skimpy uniform, there was that one in the Anime who delivered mail, so it seemed like it could work