Same concept as akensert's answer, but a bit more readable:
from itertools import combinations_with_replacement
from string import ascii_letters
max_length = 4
for r in range(1, max_length+1):
for combo in combinations_with_replacement(ascii_letters, r=r):
print(''.join(combination))
As a fair warning, the number of combinations is absolutely massive. Just the number of 25 character combinations is:
Sample Size: 26+26+10 = 62
All possible combinations with replacement: 62^n, so 62^25=6.25x10^44. Even if you got the cycle time down to 1 nanosecond, you'd still be looking at 10^35 seconds which is 10^27 years. And that's just for the largest set, ignoring all IO, and assuming the computer never fails.
You may want to consider rethinking your approach if you want your program to finish running before the end of the universe.