I am currently finishing a Charmander/Pidgey only, currently at Victory Road. Before you point out the obvious, I used Silph's Lapras to Surf, but never fight. I think this still qualifies as a 2 -Pokemon Challenge. I did Rock Tunnel the hard way.
So, if you want, recommend me another fun challenge. Incidentally, the Charmander/Pidgey isn't very enjoyable at times.
None of the aforementioned challenges are difficult. I suggest you try a minimalist run challenge, in which you only use what you are required to in order to advance and for the sake of the most practical way to achieve victory (Starting with Bulbasaur so you can Growl/Leech Seed Brock where as the other two starters basically require save states to beat).
it sounds like you need to get laid. Broron So when are you coming over? Zorken