Yes, it can work.
The first thing to remember is that he [or she] choose you.
The fact that you are privy to this person's crossdressing activity indicates that you share his innermost secrets. He obviously wants and enjoys you company.
First of all, take the time to ensure that you really look your best. Give a little thought to planning your makeup, hair and outfit. This man unlike your regular, 'sit on the couch clicking the remote' type guy, will certainlly understand your taking time and expense to pamper yourself with a manicure, pedicure or new outfit..
Second, look and see if the feelings of self doubt are generated from something your boyffriend does or says or from your own lack of confidance and prior bad experinces..
If it is something that he is doing, you may need to rethink your relationship. If the problem is inside you some counciling may be helpful. If this is not possible asking your man to list ten things he sees as positve about you may go a long way to heling you feel better
Keep me posted,
Mistress Elizabeth.
Sometimes when I go out with my boyfriend, and he is dressed as 'her', I feel jealous because she looks better than I do.
How do I deal with this?
Feeling like The Ugly Stepsister.
