At a gathering, during 'truth or dare', a woman chose 'dare'. She was dared to sing a song in a really exaggerated opera style. She did it with great enthusiasm, and it turned into a really entertaining moment. Everyone joined in and we had a lot of fun just being silly and enjoying the moment.
One time at an adult party, we played truth or dare. A friend chose 'truth' and was asked about the most embarrassing thing that happened to him at work. He told a story about accidentally sending a very personal text to his boss instead of his wife. It was so funny, and we all had a great laugh.
In a group of friends, a guy picked 'truth'. He was asked what his biggest regret in college was. He talked about not joining a certain club that he really wanted to be a part of because he was too shy. It led to a deep conversation about taking risks and not letting fear hold us back in life.