| ALEATORY | Drink with politician, taking a chance |
| SHORTSTORY | 'Drinks with Politician' - a work of fiction (5,5) |
| DEMERARA | US politician taking a less common-sounding type of sugar |
| SENATOR | Politician taking a line from notaries, possibly (7) |
| LIBERAL | Politician taking a long time in bill amendment |
| OR | Truth ___ dare is a slumber party game that challenges a player to choose between telling the truth and taking a chance |
| LEAP | A jump, such as that figuratively made in the dark when taking a chance; or, a group of leopards (4) |
| TEMPTINGFATE | Agency worker, with hint about richness, taking a chance |
| GAMBLING | When taking a chance gets a pound back inside (8) |
| PER | By taking a chance as a matter of luck |
| DARLING | The favourite, taking a chance, gets a left in (7) |
| POMP | The ostentatious grandiosity of a politician taking office? (4) |
| HEMP | A male politician taking cannabis (4) |
| AMPLE | Politician taking drink outside ? more than enough |
| ONEARMEDBANDIT | Single desperado revealed that they had a gun, taking a chance on getting some money from this |
| IGO | "Here ___ again..." ("Taking a Chance on Love" lyric) |
| DICING | Taking a chance, cutting up vegetables (6) |
| RISKING | Schoolmaster backing monarch is taking a chance (7) |
| RISING | In insurrection, taking a chance king will be deposed |
| RISKY | Fellow's abandoned being playful and taking a chance |
