| ___ tear (rampaging) | 20 |
| ___ streak | 10 |
| ___ spree (rolling) | 19 |
| ___ slow boat to China | 22 |
| ___ silver platter | 18 |
| ___ shoestring (with little to spend) | 37 |
| ___ shoestring (cheaply) | 24 |
| ___ roll (lucky) | 16 |
| ___ roll (in luck) | 18 |
| ___ roll (having luck) | 22 |
| ___ rampage | 11 |
| ___ par | 7 |
| ___ mission (single-minded) | 27 |
| ___ mission (driven) | 20 |
| ___ journey (traveling) | 23 |
| ___ good day | 12 |
| ___ first-name basis | 20 |
| ___ cruise | 10 |
| ___ budget (economizing) | 24 |
| ___ bet | 7 |
| __ whim: capriciously | 21 |
| __ whim (for no real reason) | 28 |
| __ trial basis (provisionally) | 30 |
| __ trial basis | 14 |
| __ tight schedule | 17 |
| __ shoestring (inexpensively) | 29 |
| __ roll: winning | 16 |
| __ first-name basis | 19 |
| With money at stake | 19 |
| How some stunts are done | 24 |
| For any amount of money | 23 |
| How some dares are done | 23 |
| How some stunts are performed | 29 |
| Via wagering | 12 |
| If dared to for money | 21 |
| How some stunts are pulled | 26 |
| How some goldfish are swallowed | 31 |
| How some fraternity pranks are performed | 40 |
| How some dares are performed | 28 |
| How some dangerous things are done | 34 |
| How money might be lost | 23 |
| How money may be won or lost | 28 |
| How money is often lost | 23 |
| For money | 9 |
| For anything | 12 |
| Even if challenged | 18 |
| How streaking may be done | 25 |
| Impetuously | 11 |
| When challenged | 15 |
| Impetuously, perhaps | 20 |
| Why some risks are taken | 24 |
| One way to do something crazy | 29 |
| One reason to do something crazy | 32 |
| Impetuously, maybe | 18 |
| If challenged | 13 |
| How some risks are taken | 24 |
| How some dumb things are done | 29 |
| How a prank call may be made | 28 |
| Because one was challenged | 26 |
| Because of the challenge | 24 |
| Why a risk may be taken | 23 |
| Under challenge | 15 |
| One way to do something stupid | 30 |
| Not entirely of one's own volition, say | 43 |
| In response to a challenge | 26 |
| How, say, eating worms might be done | 36 |
| How you might end up eating a goldfish | 38 |
| How you might do something gross | 32 |
| How wacky behavior might be proposed | 36 |
| How stupid stuff often is done | 30 |
| How someone might sky-dive for the first time | 45 |
| How some YOLO moments are performed | 35 |
| How some stunts are attempted | 29 |
| How some hotdogging is done | 27 |
| How some crazy things are done | 30 |
| How risky things might be done | 30 |
| How one might streak | 20 |
| How one might go bungee jumping | 31 |
| How one might eat fried worms | 29 |
| How many stupid things are done | 31 |
| How many dumb things are deliberately done | 42 |
| How foolish things might be done | 32 |
| How dumb things may be done | 27 |
| How bar bets may be made | 24 |
| How a risk may be taken | 23 |
| How a prank call might be made | 30 |
| Encouraged by others, in a way | 30 |
| Because you were challenged | 27 |
| Out, socially | 13 |
| Out with hope of lip-puckering, perhaps | 39 |
| Together at the movies, say | 27 |
| Seeing someone, maybe | 21 |
| Out for dinner, maybe | 21 |
| Out (with) | 10 |
| At the prom, e.g. | 17 |
| At the movies, perhaps | 22 |
| At the movies, maybe | 20 |
| With your honey, likely | 23 |
| With one's sweetie, say | 27 |
| Together at the movies, perhaps | 31 |