adventure
gamble
run a risk
take chances
risk
take a chance
chance
hazard
chance one's arm
go out on a limb
risk it for the biscuit
play catch-up
run the risk
stick one's neck out
run with scissors
tempt fate
venture
lay on the line
play the odds
bell the cat
throw one's luck in with
put one's ass on the line
roll the dice
take a flyer
fuck around and find out
secure
err on the side of caution
fancy one's chances
whistle past the graveyard
play it safe
risk one's neck
court
react
take a risk
take a gamble
take a flutter
pay the fiddler
sign one's death warrant
hold hostage
ask for
stake
fluke
pay the price
play with house money
run
walk on the wild side
pave the road to hell
underwrite
play
strike while the iron is hot