The article shows that prior to the debate with the Monothelites, Maximus the Confessor followed the Christian tradition going back to Gregory of Nyssa in recognizing the presence of προαίρεσις in Christ and the saints. Later during the debate, Maximus declined to apply προαίρεσις to Christ and started to speak about the deactivation of προαίρεσις in the saints in the state of deification. Maximus was the first Orthodox author who distinguished deliberate choice and natural will, and defended the presence of (...) natural will in Christ according to His humanity. At the same time, the opposition of desire and deliberate choice can be found in some Neoplatonists, such as Iamblichus, Proclus, and Philoponus. Iamblichus and Proclus rejected the presence of προαίρεσις in the gods and god-like humans, admitting only the presence of βούλησις - the desire for the Good. Thus, the evolution of the doctrine of Maximus the Confessor, regarding the application of προαίρε- σις to Christ and the saints, finds a parallel doctrine in Neoplatonism. (shrink)