Thank you all so much for your advice. Tonight’s update is more good than bad. I took the advice that many of you suggested. I told her tonight about the crossdressing.
We had a night out, then went to her apartment, and she changed into her house clothes. Sitting cuddly together on her couch, I said to her, “I am very glad you kept your bra on. I love women in underwear. In fact, I love women’s underwear so much that sometimes I like to wear it myself.”
She shrugged her shoulders. She was genuinely undisturbed. She asked “What are you wearing now?” I told her I was wearing sexy male underwear.
I told her about my first experiences with crossdressing and she enjoyed the stories. At the end of the night, she said, “I guess I have to do some shopping and get rid of my granny panties,” I said, “Whatever you get, get a matching set in my size.” She took it as a joke and smiled, but I do hope she buys me something.
Maybe next time I will tell her about the dresses and other femme wear I own. I hope to have a “show and tell” night if we continue our relationship.
I also got a little more clarity on her reaction to my bisexuality. She is bouncing back from the shock of my confession and no longer seems to object to what I have done in the past. She asked if I am engaging in our courtship as an “experiment.” I did not have a response, She insists that our relationship must be monogamous. She expects me to dump the boyfriend. Yes, I will have to choose which relationship to pursue.
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