My 2001 naked also has a crazy lean, but i have had the bike since it was new and it was always like that. Plus over the 8 years it has never gone any lower. I have seen other Gen1's with less lean, but i just figured that how my bike was made.
There is a fork at the upper part of the kickstand leg(where the pivot bolt goes thru), remove the kickstand bolt & put the fork in a Lg.vise & squeeze it back together, then reassamble it & your "sportster" lean will be gone.
I'm waiting on 3 from Ebay. Unfortunately they are not easy to find cheap. At the going rate with shipping, most are out of the sellable range. As it is now, $45 is kinda high for a kickstand from me but that's basically modding them for free.