Given a graph $G$, we say that an orientation $D$ of $G$ is a KT orientation if, for all $u, v \in V(D)$, there is at most one directed path (in any direction) between $u$ and $v$. Graphs that admit such orientations have been used by Kierstead and Trotter (1992), Carbonero, Hompe, Moore, and Spirkl (2023), Briański, Davies, and Walczak (2024), and Girão, Illingworth, Powierski, Savery, Scott, Tamitegami, and Tan (2024) to construct graphs with large chromatic number and small clique number that served as counterexamples to various conjectures. Motivated by this, we consider which graphs admit KT orientations (named after Kierstead and Trotter). In particular, we construct a graph family with small independence number (sublinear in the number of vertices) which admits a KT orientation. We show that the problem of determining whether a given graph admits a KT orientation is NP-complete, even if we restrict ourselves to planar graphs. Finally, we provide an algorithm to decide if a graph with maximum degree at most 3 admits a KT orientation, whereas, for graphs with maximum degree 4, the problem remains NP-complete.