top of page
Search

What if....

So following on from the last post what if..


My wife's asked to dress me as a woman

I've let her put makeup on me and then left the room to dress

I come back in the room Tadaaa stockings heels lingerie dress make up and hair done more feminine..

My wife's comment wow you look like a woman..


The what if is..


What if I'd kept my mouth shut and not confessed I was a crossdresser in that moment??


It wouldn't be a lie I'd just not have let on that I'd crossdressed before..


Would I then have told her how hot / sexy and turned on I felt dressed that way in front or her?


If I'd not run my hands up her legs and kissed her then told her again I was a crossdresser..


Would she have initiated touching me..


Once dressed and made up in front of her what was her plan..


She didn't have a plan post dressing me as we discussed years later my question..


"Why did you ask to dress me as a woman if you hadn't sussed me as a Crossdresser and weren't calling me out?"


Her reply was as simple as


"I don't really know I think I thought it might be fun and wanted to see if my macho husband would let me dress him as a woman"


Had I know this the what if scenario was on.. but would I have told her my history of crossdressing in this scenario.. maybe not.


Would I have then undressed that night and come back to bed (I know I'd be turned on by that experience)..


Then in the what if scenario .. what if I'd said a few days or weeks later I don't know why but I really enjoyed you dressing me up and doing my makeup and I'd maybe like it to happen again.


What if I'd not told her I was a crossdresser and made out that she'd created a crossdresser would my wife have handled all this different instead of finding out she'd married a life long crossdresser who used to wear his mother's lingerie and get himself off and when she was out I'd been wearing her lingerie and dresses.


I guess I'll never know but I may ask her about the what if although I doubt she'd know how this would pan out in this scenario as it never happened and we're 20 years on.


I think I did the right thing coming out to her as a Crossdresser and I'm glad I told her most of my crossdressing escapades.. other bits and pieces are written here.. 'the wedding dresses 🙈.. friends mums things ,🙈' OMG!


I filed that in need to know I think and decided that was filed in the she doesn't need to know as bad enough I was in my mother's lingerie..


So the what if didn't happen but I do think should I have followed that path and would that have brought acceptance quicker?


Davina

 
 
 

Comments

Rated 0 out of 5 stars.
No ratings yet

Add a rating

Stay Connected with Us

Contact Us

bottom of page