"Pray until you pray" The Puritans What they meant is that Christians should pray long enough and honestly enough, at a single session, to get past the feeling of formalism and unreality that attends not a little praying. We are especially prone to such feelings when we pray only for a few minutes, rushing to be done with a mere duty. To enter the spirit of prayer, we must stick at it for a while. If we "pray until we pray", eventually we will come into God’s presence, to rest in His love, to cherish His will. Even in dark or agonised praying, we somehow discover a little a little of what Jude means when he exhorts his readers to "pray in the Holy Spirit" (Jude 20) – which presumably means it is treacherously possible not to pray in the Spirit.