Thinking encompasses a very wide range of phenomena. Chapter 6 first comes back to a study focused on the pleasure of thinking itself. Pleasure is then examined in three modes of thinking: sense-making, reasoning, and daydreaming. Second, as acts of thinking are always situated in specific activities and anchored in various domains of experience, the chapter distinguishes various domains of knowledge: all are complex semiotic systems, culturally mediated, which can be more or less culturally shared and formalised. Third, the chapter examines trajectories of thinking in many systems of knowledge, formal or informal; starting with daily modes of thinking and their pleasures, it examines the pleasures of thinking in professional thinkers before exploring a specific form of sense-making connected to personal experiences. Altogether, this chapter shows that trajectories of thinking are dynamic and that they intermesh elements from a diversity of knowledge systems, moving along various modalities of pleasure.