Mine happened when I was crossdressing for a cancer relay.
My aunt asked me if I wanted to volunteer to crossdress for a faux drag pageant.
I said yes, and she went to go pick up some makeup at target.
When we were browsing for mascara, I turned to her and asked her if she knew what crossdressing was. She said yes, and then I told her I crossdressed.
She immediately accepted it, and asked me if I wanted a new pair of shoes to celebrate. We headed over to ross, where I picked out a beautiful pair of Cedar-colored 3 inch peep toe slingback wedges. I went back home, and got showered, shaved, dressed, and made-up.
When I got back to the relay, there were at least 5 women who admired my ability to walk in heels, saying things like "You walk better in heels than I can!", and "You have to teach me how to walk in heels like you!"
Those compliments made me feel all rosy inside (and outside... I was doing my fair share of blushing!)
What about you?