Yup lol you owe me a coke!
The second time is irrelevant, since you did virtually nothing in the way of sterilizing, all you did was heat it long enough to evaporate.
Homebrewing is a test of patience bro, if you get ahead of yourself you can potentially fuck something up and in turn, fuck your brew up, which then fucks you up. You gotta be patient and precise. You can never "over-do" sterility, especially considering you're working out of the same oven you cook your fucking pizza in...
As far as refiltering, that's going to be a hard one for me to call, since I am admittedly anal about my sterilization measures. Obviously, I would say yes every time when asked this question when there is even a slight mistake, but that could be because of my own attention to detail. For all I know, without being there throughout all your process, your gear may be fine, but it's ultimately your call if you want to risk it.