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ADVENTURE

Definition:

[noun] a wild and exciting undertaking (not necessarily lawful)
Synonyms: escapade, risky venture, dangerous undertaking
[verb] take a risk in the hope of a favorable outcome; "When you buy these stocks you are gambling"
Synonyms: gamble, chance, risk, hazard, take chances, run a risk, take a chance
[verb] put at risk; "I will stake my good reputation for this"
Synonyms: venture, hazard, stake, jeopardize