The -k option is what you want.
-k 1.4,1.5n -k 1.14,1.15n
Would use character positions 4-5 in the first field (it's all one field for fixed width) and sort numerically as the first key.
The second key would be characters 14-15 in the first field also.
(edit)
Example (all I have is DOS/cygwin handy):
dir | \cygwin\bin\sort.exe -k 1.4,1.5n -k 1.40,1.60r
for the data:
12/10/2008 01:10 PM 1,564,990 outfile.txt
Sorts the directory listing by month number (pos 4-5) numerically, and then by filename (pos 40-60) in reverse. Since there are no tabs, it's all field 1 to sort.