As many times as they can manage.
If they ask the 'how many times can I cum' question, I tell them I don't bloody know. Surely they are aware themselves how many times they can manage.
Sometimes they cum more than once, other times they don't. They are all different, some book for the hour cum within 20 minutes and cannot manage a second try. So we either chat or they tell me I can go. Some will go at it for 45 minutes, which I don't mind either as I can go for hours.