Hi,
I originally brought up the whole dressing thing to my wife in a slightly dishonest manner. We've always been reasonable adventurous in terms of trying different things sexually etc so I said to her one day 'why don't we try dressing up?' The truth is, of course, that I've done it on and off for quite a while.
Anyway the first session went very well. She said I seemed more relaxed and approachable, and said she couldn't remember the last time we'd sat down and chatted for so long. She even did my nails for me, gave me some tips on walking and suggested I get a slightly different wig to suit my face shape.
I asked her afterwards if she wanted to do it again and she said yes. She said it had been 'fun'. So today I suggested another dressing day and she said yes. I even asked her if there was a problem with me buying some clothes for it. Again, she said that was ok.
I thought with it going reasonably positively, I would bring up the future a bit. I did it in a fairly general, how would you feel if this happened hypothetically type of way.
She said that one of her concerns was that I seemed more relaxed and approachable when dressed and there was a clear contrast when Bob returned. Nothing too heavy, but definitely noticeable that there were more positive character changes en femme. She said if we continued doing it and she kept noticing the difference she might start asking herself 'why does he seem happier dressed?' My response was that maybe she should just go with the flow and enjoy the positives rather than looking for negatives in contrast and that there were many scenarios in which people might feel more relaxed in life.
She said long term she wasn't sure how she'd feel if I said I'd want to do it all the time, but at the moment she didn't feel positive about that prospect, something about not wanting two females in the house. She mentioned growing up and seeing men being men and women being women. I guess most women have that sort of thing in their heads. She wasn't incredibly damning of the idea though. Certainly no going off the deep end. I asked her if each time I dressed was a positive experience as she described the first one how she'd feel about things? Would that change her outlook in terms of thinking dressing full time would be a bad thing? She wasn't sure.
It's interesting. I'm reasonably happy with things at the moment. The fact I can dress at all is good and the fact that she can sit down and discuss long term scenarios in a reasonable manner is positive too. She might be negative about hypothetical developments long term but it's not like she's saying 'you definitely WILL NOT be doing that!' which makes me think there's room for manoeuvre.
The question now is how to play it. I must try and make sure each dressing experience is a very positive one from her point of view but it's a case of how to push things further. Do I just hope that the idea grows on her the more she becomes used to it little by little or is there anything else I can be doing to take things forward?
One thing I had thought of doing was asking her if it would be ok with her if I put stuff on occasionally without having to ask or say today is a dressing day. I'd obviously have to be careful not to go mad but it would be nice to have the freedom to slip into something occasionally without seeking permission and, don't carefully, it might normalise things in her eyes.
Any thoughts?
Christine x
