how to bring this up with the woman i love

[avery.j]

hi. i am a closet crossdresser (not to mention that i am dressed up in a high neck top and a pink skirt right now) :) there is a girl with whom i am going steady with for some time now. i just don't know how do i bring the issue of crossdressing up to her. she knows i love her lingerie and i love to play with it, but she does not know how much i want to wear it at times. the thing is when we are making out, the thought of crossdressing just vanishes. it only returns when it has been a while. i really don't know how to tell it to her, i don't want her to find this about me the wrong way. please help. please suggest ways that would be convincing to a girl.

[happygirl]

The "I wonder what I would look like as a woman" line worked for me. That gives control of the situation over to her to say yes or no. Pushing the subject never works because it puts unwanted pressure on her. You will get a read on her thoughts that way. Good luck, Lyn