I would put hip padding low on the list. First you should work on the obvious like putting togther one good outfit with accessories and build from there. Work on the makeup either with your wife, other crossdressers or if you feel really brave the makeup counter at a department store.
Don't forget to get a pair of shoes based solely on how cute they are not comfort or practicality.
Also a good wig can go a long way, it helps if it matches your natural hair color.
