A square is a factor $S = (S_1; S_2)$ where $S_1$ and $S_2$ have the same pattern, and a permutation is said to be square-free if it contains no non-trivial squares. The permutation is further said to be bicrucial if every extension to the left or right contains a square. We completely classify for which $n$ there exists a bicrucial square-free permutation of length $n$.