But I was not in the mood for too much flapping in the breeze! I wore a very full, calf length dress this morning. With gores around the base that make it even fuller.
I did stop on the way out the door to take a pair of cotton workout shorts with me, just in case it was too much, but it was fine. My worst moment actually was walking down the block at lunch, when I nearly pulled a Marilyn.
I think that there are two keys to riding with a really full skirt.
First and most importantly, you have to really consciously think to yourself about what would happen if an untoward gust hit when you were in the middle of a maneuver that required both hands. You have to commit to your safety being more important than modesty if it really comes down to it. It's never happened to me, but the consequences of losing control because somebody might get an eyeful are not worth it. If you're worried, wear shorter slimmer skirts, or shorts underneath.
All seriousness aside, the wind is actually your friend when riding with full skirts, you want to trap a lapful of wind- which you can assist by the occasional hand pushing down at your knees. This holds the skirt down where it's supposed to be, and your forward momentum will keep it there.
Another citizen cyclist enjoying the sailboats