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Outfit Number 2

That just left the rest of my choices as the second outfit, which was.....















































and she also said that the bra would be full and added a few more items...

 

 
Now I love the stockings (of course) and the shoes, well, a bit girly but ok. These are all clothes I would choose to wear in the comfort of a hotel room but this was different. The blouse was just so fem and I would have boobs, I could button the jacket up but the cut was so girly as well. The bag would just say "I want to be a girl" . What should I choose? I think that even though I want to wear outfit 2 I could not take the humiliation of going out in it so I guess outfit one? Heels and showing a bra, ok, yes outfit 1.

She said it was a good choice for a first time out and laughed, you really like wearing this stuff don't you she said. I think we will go to the park for a walk, come on girl get changed.....and so it began.

Outfit Number One

So following on from my last post.....she had chosen a range of clothes for me to choose what I would wear to go out in. I enjoyed looking and feeling the clothes and made my choices, I chose clothes I thought I could get away with but I took too long so my wife sorted them into 2 poutfits and I had to choose which to wear......outfit number one....

So a quite casual look, jeans and a jumper, thats easy to pull off but wait those cute girl jeans are short and those socks (and I do have a pair like that hidden away) are cute along with the dusky pink ankle boots with bloody 2 inch heels! The lacey traing bra will show through that fluffy V-neck jumper, and its fitted so no hiding the fact I am wearing a bra! The clutch bag is fine...

Difficult Choices

Once she found out about my crossdressing secret things changed around the house. She wanted to find out how far I was willing to go and how far she could push me. Maybe it was an attempt to break the habit or maybe just wanted to humiliate me for keeping it a secret.

She went through her wardrobe and found a selection of items and I had to choose which I would willingly wear out of the house - she did not say where or when or who with (which would have helped with my decisions) but I had to look at each pair of items and choose.

The first was smoother but she said it would be fuller, the second more a training bra and pretty. I think the second.


 Both V-neck, both pale, that bra might be a problem, the satin one although would be my first choice but for going out well it would have to be the wool top - might look ok, just a bit girly maybe.

 Cute jeans that are a little short or satin suit trousers, at least no skirt! Got to be the suit trousers! My butt will look good in them I bet!

One of my favourites , stockings and suspenders or the little girly school socks, S+S for sure. Will feel good under the suit trousers!

Both similiar colours both very nice, the clutch bag will be easier to hide.




She said these were the least girly shoes she had (thats a lie!) but I went for the flats rather than the heels.
Apparently I was not trying hard enough and I had taken too long! She would sort them into 2 outfits and I would have to pick one then it was out into the town!

Outfits to follow.....