When I first meet my wife she was very shy and insecure about her body, but with a dare here and a dare there she has become much more confident.
I have even had the great experience of seeing her do a strip tease during an amateur night at a strip club. This dare wasn't nearly as risky as that but I hope you like it. The dare was to do a little strip tease in front of the window in view of the maintenance workers and the road behind our house.