06-25-2020, 11:53 AM
Background:
I have been dabbling in crossdressing since 1993 when I told my wife I would like to wear panties. Since then I have worn panties daily. On occasion a bra and on very rare occasions I will wear a skirt and top. My wife is supportive although most of the time she never sees me dressed. Not that she would mind. I am the one who feels embarrassed about it. This back and forth self-imposed struggle is my own doing. Guilt is part of my brain, I guess. My wife tells me that I am a better person (less grumpy) when I dress even a little.
Present Day:
I am about to have a birthday and for the last week my wife has been asking me what I would like. I finally told her I wanted to go all out and dress completely. Make up, shaved legs, heels, dresses, the works, and I want to share it with her. I held nothing back.
We both think privacy is very important and really didn't want to do this at home. She booked a room at a Casino in Northern MI at the end of July for two nights. I will not be leaving the hotel room dressed but I am going to allow her to take a photo(s) of me. She said what if there was another couple there dressing too would you leave the room? In my heart I would love to but my brain gets in the way.
This morning she said to me we need to get to a store and buy you some make up and perfume. Then we need to look for some shoes and maybe a new dress. She said we need to the crossdressing store (Janet's Closet) to see what is there before we go up North.
So that is it. No more daydreaming and wishing, about dressing with/in front of my wife. I told myself I am not going to feel guilty about it.
One time I tried to do this before and felt buyer’s remorse. I felt like I was being silly, I should not be wasting money on such silliness. I never went through with it.
My wife is so supportive and kind. She is pushing me to just embrace it and to enjoy it. Life is short. She is right life is short. I think the reason I am going to let it go this time is because life has thrown me a curveball and it has put things into perspective. Stage 4 cancer will do that to you, I guess. I feel good now so is time to live the dream.
Sorry this story is getting long I guess I just needed to let it all out. I feel lighter already. I am even smiling. Thanks for listening.
I have been dabbling in crossdressing since 1993 when I told my wife I would like to wear panties. Since then I have worn panties daily. On occasion a bra and on very rare occasions I will wear a skirt and top. My wife is supportive although most of the time she never sees me dressed. Not that she would mind. I am the one who feels embarrassed about it. This back and forth self-imposed struggle is my own doing. Guilt is part of my brain, I guess. My wife tells me that I am a better person (less grumpy) when I dress even a little.
Present Day:
I am about to have a birthday and for the last week my wife has been asking me what I would like. I finally told her I wanted to go all out and dress completely. Make up, shaved legs, heels, dresses, the works, and I want to share it with her. I held nothing back.
We both think privacy is very important and really didn't want to do this at home. She booked a room at a Casino in Northern MI at the end of July for two nights. I will not be leaving the hotel room dressed but I am going to allow her to take a photo(s) of me. She said what if there was another couple there dressing too would you leave the room? In my heart I would love to but my brain gets in the way.
This morning she said to me we need to get to a store and buy you some make up and perfume. Then we need to look for some shoes and maybe a new dress. She said we need to the crossdressing store (Janet's Closet) to see what is there before we go up North.
So that is it. No more daydreaming and wishing, about dressing with/in front of my wife. I told myself I am not going to feel guilty about it.
One time I tried to do this before and felt buyer’s remorse. I felt like I was being silly, I should not be wasting money on such silliness. I never went through with it.
My wife is so supportive and kind. She is pushing me to just embrace it and to enjoy it. Life is short. She is right life is short. I think the reason I am going to let it go this time is because life has thrown me a curveball and it has put things into perspective. Stage 4 cancer will do that to you, I guess. I feel good now so is time to live the dream.
Sorry this story is getting long I guess I just needed to let it all out. I feel lighter already. I am even smiling. Thanks for listening.