The only way anything "escapes" from black holes is Hawking Radiation - virtual pairs of particles that appear and disappear constantly - can be split when they happen on event horizon - and that slowly drains the energy from black hole.
Yes. If memory serves this is the first event that LIGO detected. Two black holes of 20-30 solar masses each, joining and releasing 1-2 solar masses worth of gravity.
Which resulted in the earth (and space) being stretched by less than a fraction of a proton.
My understanding is that particles and anti-particles pop into existence randomly, but quickly cancel each other out. Normally this doesn't affect anything, but if they happen to pop into existance right on the border of the event horizon, one will fall in and one will fall away. Thus matter is very very very slowly "leaving" the black hole. But not because matter inside is making it out, but rather because of some interesting quantum features of the fabric of spacetime.