In Book 3 of the Tusculans, Cicero reports that the Cyrenaics practised the premeditation of future evils. This article focuses on the philosophical consistency of this exercise with other Cyrenaic testimonies. It argues for the authenticity of Cicero’s report and provides a critical survey of previous attempts to reconstruct the theory underlying Cyrenaic premeditation, which addresses crucial questions about the management of future pleasures and pains, and the duration of affections. New evidence from Diogenes Laertius 2.94 is then used to (...) support an alternative interpretation of the Cyrenaic praemeditatio malorum. (shrink)