The only way you can know where the line is, is if you cross it.

The remark frames “the line” (moral, social, artistic, or comedic limits) as something that cannot be mapped in advance with complete certainty. In this view, boundaries are discovered experimentally: you test material, reactions, and consequences, and only then learn where a community’s tolerance or your own ethics actually sit. It also implies that rules about what is “too far” are often retrospective and negotiated—defined after someone risks transgression. Read charitably, it defends artistic exploration and the role of failure; read critically, it can sound like a justification for harm in the name of experimentation. Either way, it highlights the dynamic, contested nature of cultural limits.