randonneuring

to challenge / (figuratively) to take on the challenge of doing something (especially something one has not done before); to try; to try one's hand at

challenge (against authority or a higher-ranked person) / (figuratively) try at something

prepare

preparations

he / distal demonstrative, something far off removed from both speaker and listener: that / boyfriend

distal demonstrative, something far off removed from both speaker and listener: that, yon / particularly, male personal third person pronoun: he / by extension from he: boyfriend

he; boyfriend

challenger

mental readiness