Deal!

I've been looking for a new wig and asked my wife if we can go look for one during the holiday break. She said if I want we can have a girl shopping day, we can only purchase stuff for women. I laughed and told her that would be fun for her because she will probably dress herself pretty for that day but what would be my boundaries of this girl shopping day. She looked up in the air and then she said, how about if I underdress like I always do with pantyhose and bra. I could wear my forms and a fem top, no socks would be fine if I want to show my pantyhosed ankles. Maybe some fem jewelry and a light mascara on my cheeks. She felt this would be enough that both of us won't feel embarrassed if we see someone we know in the mall, but felt it was fair. She put out her hand and told me that I like to talk the talk but when the time comes I chicken out. Still with her hand out she asked me again if we had a deal. I shock her hand and said "Deal. I will let you know how it goes if it happens and I believe it would be fun if I don't become a chicken.

Sounds like a good deal. Do not chicken out.

Wow your wife is amazing. I hope you do it and believe you will really enjoy it although you may be a little nervous at first. Those of us that would love to be presented with that deal would love to hear about if you do.

You've just won the game of "Deal or No Deal". No back-pedaling now. We're all anxious now to know how the shopping trip goes. Have fun!

You are one lucky crossdresser your wife is a sweetheart for sure.

Ok, I'll bite. What thoughts go thru your mind when you chicken out? Perhaps someone has ideas on how to look at this from a different viewpoint. What do you have to lose by sharing?

Well, That would be a fantastic deal.
A true dream come true for me.
I would love to hear the outcome of the event. :)

Sounds like you'll have fun, but I think I'd put that mascara on your lashes, not your cheeks.

Unless you want some blush on your cheeks instead.

The gauntlet has been laid. Dont lose the bet! Chime in if you have doubts, you will get a chorus of support from this group!

I would take that deal in a heartbeat. And no way would I chicken out.

Don’t chicken out. Don’t.

Maria, go for it. You'll be nervous in the moment, but excited afterwards by the experience.

Maria you can do this, your wife will be right there with you so there is no reason to chicken out.

Maaaaaria, I think you owe your wife a big hug!
I don't know what you are doing, but keep doing it!
Get a picture of your new wig!

So wonderful to have that support.
You are very lucky.
Hugs

Your nearly there, why dont you dress 100% and go to a mall far away. Thats what I used to do. But I dont care anymore, if somebody clocks me who knows me Que Sera, Sera (Whatever Will Be, Will Be) , Im enjoying myself to much, what they gonna do anyway ?, Theres nothing they can do. Your breaking no laws.

I?m still trying to get my wife to make a deal like that with me I would really love to go out all dolled up

Take that deal! And while you are at it be sure to do something nice for your wife!

Looking forward to hearing what you buy on this trip.

If my wife suggested that to me I'd do it in a heartbeat! It's not like she's suggesting you go all out and try to present as a woman, something I could never pull off.

I wouldn't buy a wig though, I have plenty of my own hair!