Never have been but would love to be.
Have you ever, or would you ever, masturbated with the intention of being caught
No, and probably wouldn't -- being caught by someone who liked catching you would be fun, but the odds are against it; most of the possible situations aren't going to be that, and being caught isn't that likely to go well in reality.
Whoever was your first time -- WY hook up with them again if you could? Why or why not?