General relativity is defined on a base manifold which, viewed as a topological space, is simply connected (which means there's no holes). However, we know that inside a black hole there's a singularity, a point of infinite density and curvature.
The way this was explained to me was thinking of it as a literal hole on the fabric of space-time, a point in which nothing is defined. This, however yields a serious problem. How is it possible that a theory defined on a simply connected space predicts holes on it? Wouldn't the prediction of holes in a space assumed to be simply connected prove the theory conceptually wrong?