To cajole means to persuade someone through gentle flattery, persistent coaxing, or sweet talk rather than direct arguments or demands. When you cajole your parents into letting you stay up late, you might compliment their fairness, promise to do extra chores, and keep asking nicely until they give in. A younger sibling might cajole you into sharing your snacks by telling you what a wonderful, generous person you are.

The word carries a sense of charm and patience. Someone who cajoles doesn't force, threaten, or argue loudly. Instead, they use compliments, humor, and friendly persistence to wear down resistance. A fundraiser might cajole wealthy donors into contributing. A friend might cajole you into trying a new activity you're nervous about by encouraging you and pointing out how much fun it will be.

Cajoling works best when it's lighthearted and sincere. There's often something slightly playful about it, like when your dog cajoles you into giving treats by looking adorable and wagging persistently. Constantly cajoling others can become annoying or manipulative if you're always trying to get your way through charm rather than respecting someone's “no.”