I've had this friend for many years now who likes to cross dress, he has been doing it since he was a teen and not many people know about it. We have been friends for ages and he told me about his crossdressing right off the bat so it's never been a problem for me to deal with, it's his life, his choice and I have supported him over the years even when his partners at the time didn't.
Of late our relationship has developed and we have started seeing each other in a more intimate way and here inlies my problem, I have spoken so much about his crossdressing to him and I have never been phased by it and I have even seen photographs of him before but now that our relationship has developed and he has asked me to see him in person dressed I am a little concerned.
I falling in love with this guy and I am scared I am going to react in a bad way to his dressing, even though I have been so accepting of it before hand. He is a great guy with awesome sense of humour and I love our friendship/relationship. I know he must trust the hell out of me cause no-one else has ever seen him cross dress and only a 3 people beside me know about this, 1 being his ex who dumped him for doing it.
When he showed me the photographs I was kind of nervous and a little bit hhhmmm but then thought well he is still the same person under the clothes so whats the big deal, but I am just scared Im not going to be as good in person.
He wants me to see him this way and I want to see him too so I can register how or if it is going to affect us. He has suggested that he (in his words) transform infront of me rather than just dissappear into a room a guy and then come out a chick but I am not sure if this is the best way. He also suggested I help him transform, Is this a good thing?
I have always been a firm believer of people should do what feels right for them and not suit their lives to everyone else's standards and this is probably why I have accepted his crossdressing, even encouraged it but I feel a tad weird now and I dont know why.
I dont want to limit him as to when or how often he should dress and I dont want him to stop cause I see it as it being a part of who he is, like another part of who he is, is a motorbike rider. I see it as a small part of what makes him him and now I think there is something wrong with me for being so accepting before but now nervous about it now. I am hoping its just cause our relationship is changing so my perception of things is adapting and I am having to look at it in a new light.
I am just so confused as to how to go about talking to him about this, I dont know how I am going to go when I do see him and I dont want him to think I cant handle this until I know for sure I can or can not.
Is there a community out there of partners of cross dressers or is there anyone here who can calm my nerves and give me some advice on how to deal with a first time seeing their partners dress.