Costume shopping with my wife tonight

[JUSTME]

So we were browsing the isles at a local costume shop and could not find anything. So she says that all she could find was a girl Thor costume to which I replied, "Cool, I will be Wonder Woman." Joking of course as she does not know that I CD. She looked at me and said, "that could be interesting." Then she asked if I would wear a dress. I about soiled myself. But quickly regaining my internal composure I said, Sure, but it depends on what kind of dress... She actually was thinking about it!!!!! Man, I may be joining you girls outside of the closet in the near future. But I will be proceeding with caution for now. Just had to share..

[Ameli]

Have you considered having the hard conversation with your wife? It will be much better for her to hear it from you than her finding your stash or finding the link here. I know I've always appreciated it when people come to me and break hard news to me directly when it would have been easier for them to just a kid the issue. I hope it all works out for you.

Ameli

[~Joanne~]

I am wondering if she has already found your stash or not. Maybe she was testing your response to see if you would come clean or not. Did it feel that way to you at all or was she joking? If she was serious then maybe you should call her on it because halloween is 7 days away and time is running out.

[Barbara Ella]

Justme, you are going to have a lot of explaining to do in the next week. i have a feeling that after your halloween coming out, your wife is going t osee something that did not catch her eye before, if she hasn't already. i am already thinking that she is pondering your statement about it depending on what kind of dress. "WTF does he know about different kinds of dresses?" When you start discussing just what kind of shoes to wear, and the particular sizes, etc. you are in deep.

I hope it goes well, and you do get to dress. I have not done it for halloween, but would love to. Never happening.

Barbara

[linda allen]

Dressing as a woman on Halloween and dressing as one on a regular basis are two entirely different things. My wife and I dressed as pirates one year for a party, but neither of us has done it during the rest of the year.

Your wife may know about your dressing, she may not. I suspect she doesn't. She may be OK with it if you bring the subject up, she may not.

One way to approach it is the slow way. Dress as a woman for Halloween. Comment about how comfortable the bra or panties are or how you like the long flowing hair. Pay attention to how she reacts. Depending on how she reacts, you might say something like "I think I'll start wearing panties instead of my regular underwear." Take it from there, one step at a time. That's how I did it.

[kimdl93]

Tell her you have been thinking about it and would like to go all out.....foundations, stockings,make up, dress, and a wig. Then when she sees how much you enjoy yourself, you can start to talk.

[bridget thronton]

Try to keep her informed as much as you can so there is no surprise discovery the you really like the clothes

[thisgal16]

Very well played. I actually got to dress for a Halloween party last weekend for the first time and it was great.

[Beverley Sims]

Yes play it carefully or your hopes may be shattered.
Sounds wonderful.

[JUSTME]

Well, it turns out that we are not going to the party after all so no need for expensive costumes. But, we had dinner with some friends the other night and the story came up. My wife actually offered up the info that she tried to get me to wear a dress. Hmmmm, I am even more confused now. Either she is really into the idea or is just playing thinking that I would never go through with it. Decisions decisions... :)

[MsRenee]

I would enjoy the party with her. Then Id ponder if its the rite time to have he "discussion". I know were all different and each situation is not the same. On my side my girl found out several months after halloween that I was a cd, after the shock she said I should have told her sooner. You just never know so. Do it when your ready to .
Renee

[Beverley Sims]

You could bring up the subject of the party and ask how it might have gone if you both dressed up.
You can then assess her reaction to this comment.

[Stephanie Miller]

O.K., I got it! Let's think outside the box here. Why accept the one night dress up - when you can have TWO!! Now that she brought up the dress in the store, and then brought it up again at the dinner - you have the opening you need. Picture this:
"I've been thinking about what you said at the dinner and costume shop about me dressing as a girl... and I might, or I might not be O.K. with it. I would have to test the waters in my own house. So honey, before I say yes to your idea, (please note: I intentianally inserted YOUR IDEA. It will reinforce it was hers not yours, so you can still dodge any bullets), then we have to do a test run. It will be done right and not like some frat boy freakshow. So you need to help. And we need to do it at home beforehand as a test to see how it will turn out, so I can have time to back out. No promises."
There you have it. Two nights for the cost of one :D It's all her idea to start with. She reacts badly, you can back out (into the closet), into your standard issue ghost costume.
Now go find another halloween party to crash since yours didn't pan out!

No need to thank me. That's what I'm here for :devil: