Potential answers for "__ broke (risk it all)"

⭐⭐⭐⭐ GOFOR
⭐ STOVE
⭐ DARED
⭐ WENTSOLO
⭐ PUSHONESLUCK
⭐ LEST
⭐ BLUECHIP
⭐ BLUECHIPSTOCK
⭐ BUST
⭐ BELLTHECAT

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Forest trails   Tennis-playing area   Type of bank, for short