Guild and craft apprentices had entered written contracts (indentures) with their masters and mistresses since the late medieval era in England. Consent in these relationships was not a matter of great anxiety, and the documents treated the topic with minimal concern. From the 1570s, English parish officers adopted these indentures for the new system of parish apprenticeship. They carefully archived masters’ written consent for future reference, to help ensure that better-off householders fulfilled their roles in providing for the poor children bound to them. A small number of parish apprenticeship indentures included new “free will clauses,” which stated that the pauper child in question had offered free and willing consent to serve. Although little contemporary commentary exists on the matter, parish officers likely inserted such language as a defense against suspicions that they had excessively coerced poor children to enter unwanted labor contracts. The chapter concludes with a case study of a guild apprentice whose gentry status protected him from recruitment into colonial servitude.