Leading whitespace inside a docblock is removed when the first asterisk is entered, so the following would be hard-aligned to the left:
(There should be a leading space on lines 2 and 3).
I recorded an example of this problem, showing TM1's behaviour, then TM2's: http://drarok.com/files/TextMate%202%20Leading%20Spaces.mov
I fixed this by changing the "Wrap docblock..." action to the following
col = ENV['TM_COLUMN_NUMBER'].to_i
start_col = ENV['TM_CURRENT_LINE'].index('*')
if col >= 80
print ENV['TM_CURRENT_LINE'][0, start_col] + "*" # this is the changed line
print " "
Allow indented docblocks by disabling indention correction.