A
male
age
41-50,
anonymous
writes:I am an m2f crossdresser and pass well as a woman. My girlfriend of 5 years is totally fine with my crossdressing and is really in to it to a point that she prefers that I crossdress when we go out. She recently asked me if I ever wanted to or had sex with a man. She explained to me it would not matter to her however I told her that I never did or was interested in that. The truth however is that before I met my girlfriend I was with 6 different men over a 3 year period in which I engaged in oral sex with them. I only went out with men when I was crossdressed and felt feminine. I am not sure why that is but that is another days question. What I would like to know is should I have told her about the men I was with? Should I tell her that although I have not been with a man since I have been with her I would like to have the opportunity to date men every once and awhile?
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Fancy yourself as an agony aunt? Add your answer to this question! A
male
reader, LivingWithBadDecisions  +, writes (23 March 2013):
 your biggest problem is that you lied.be honest with her but i dont think you should be allowed to date men at the same time.Cooper
A
female
reader, Honeypie + ♥, writes (22 March 2013):
 I don't think you should have lied about it. I'm guess you think she would look at you differently if she knew you were bi?
I have to say I would not KNOWINGLY date a bi-sexual for the reason that I would feel like I wasn't REALLY enough. That they might go bored and want what I don't have. If that makes sense. But I think since your GF can accept the cross dressing the bi-sexual aspect of you might not be to strange for her.
However, I think you need to figure out what you want. Do you WANT an open relationship, are you willing to let HER do her thing with OTHER guys if she wants to? Or would it be just you playing out your fantasies? And just because she is OK with the cross-dressing doesn't mean she wants to "share" you with other people sexually.
I think that is playing with fire.
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