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Here's a new one I began doing very recently:
I replayed Platinum about a month ago, since I haven't experienced Sinnoh in something like 7+ years. I wanted to make this adventure difficult and enjoyable, so I employed a few rules --
1. You may only take on each gym leader with the same amount of Pokemon as them.
2. You cannot use the same Pokemon in more than one gym battle.
3. Before the Elite 4, an official team of 6 must be chosen and trained out of all the Pokemon used against the gym leaders.
That's it. By the end of the game I had a box full of 20+ trained mons that I felt close to, nicknamed, etc. It was actually really addicting and I now find it the best way to play. I just got done doing the same thing in Soul Silver, and the amount of Pokemon I had never used before but enjoyed meeting through this process is amazing (Side note, for the Kanto gyms, I had to retrain all Pokemon used in Johto, plus I traded over any Pokemon that weren't completely evolved by the end of my Platinum run over to complete the army I'd need to take on all the gym leaders' Pokemon, and finish evolving guys like Yanma, Tangela, etc.)
I highly recommend doing this autistic shit. It's highly addicting, plus coming back to these games I haven't touched in years helps too. It is time consuming and tricky at parts though. Maylene's gym took me so long since I was relying on a Mothim and Croagunk the entire time. PS I already used all 3 starters in each game with boosted exp to help out a little...
