We present three case studies, investigating the use of probabilistic model checking to automatically analyse properties of probabilistic contract signing protocols. We use the probabilistic model checker PRISM to analyse three protocols: Rabin's probabilistic protocol for fair commitment exchange; the probabilistic contract signing protocol of Ben-Or, Goldreich, Micali, and Rivest; and a randomised protocol for signing contracts of Even, Goldreich, and Lempel. These case studies illustrate the general methodology for applying probabilistic model checking to formal verification of probabilistic security protocols. For the Ben-Or et al. protocol, we demonstrate the difficulty of combining fairness with timeliness. If, as required by timeliness, the judge responds to participants' messages immediately upon receiving them, then there exists a strategy for a misbehaving participant that brings the protocol to an unfair state with arbitrarily high probability, unless unusually st...