Cecily Strong windblown upskirt from "Saturday Night Live" Not really an official "oops" since it was planned and part of the skit. I guess this could go in the windy upskirt section, too.
Anyways, I love her long, pantyhose covered legs and cute panties. I think I've got a crush on her now.
You can see the entire skit here- her skirt flies up around the 7:12 mark:
https://www.youtube.com/watch?v=fbhz3XcNzGU