I think some of the other girls nailed it - what gets presented in the picture forum isn't necessarily representative of how you'd actually leave the house. It's fun to push the boundaries when it's safe to do so (ie, supportive forums like this one).
For instance, I'd never allow stocking tops to be visible while standing or walking when out. If I "accidentally" drop my lipstick, you'll certainly get a peek.
Here's a perfect example. I'd never leave the house like this but bring the skirt down a couple inches and add a thin black blazer and I'd be good to go!