I've never had trouble getting picks out of my acoustic, but my hollowbody electric is another story. It's got the F-shaped sound holes, so there's really only a very limited area which is large enough for the pick to fall out.
I remember one time my brother threatened to drop my pick in there, and I was like "Go for it, I'll have it out in like 30 seconds." So he did, and then he timed me trying to get it out. It took about 15 minutes.
So now when he threatens to do stuff like that, I just punch him.