Girls, have you ever dressed a boy up as a girl?

[Anonymous]

If so, why and what did you do to him?

[Kaylyne]

I once dressed my husband up in drag, and myself as a guy, purely for a huge fancy dress party for charity that our works put on.

[Asker]

How willing was he to do it? What did you both wear?

[Kaylyne]

We were both willing to do it, just as much as all our fellow work colleagues were.
It was just simple one huge fun packed evening.
My husband wore a simple dress, and I wore a suit, collar and tie.

[Asker]

Sounds fun. Did you do his makeup? Did he just wear his normal shoes or did he get womens' as well?

[Kaylyne]

I did his make up in a fun way, and because he wears size 13 in shoes, he had to wear his own.

[ushagomez]

Yes, it was for a school play.

[Anonymous]

A couple times it was good fun!