![]() ![]() They could provide their perspective on why they didn't do it. ![]() Who To Ask It To: You could ask close family members or friends about this - basically, people you know well. When did they miss out on being the hero? Why did they fail, and how would they change it now? Swapping stories and digging for more details by asking the right questions really helps you have a deeper connection. Why It's Great: This is sure to be a deep and interesting conversation. If you could go back and do one good deed that you had the opportunity to do but didn’t, what would it be and why? Who NOT To Ask It To: Pessimists might not be the best people to ask this to, unless you're interested in what they have to say. Who To Ask It To: This is always a good conversation starter among newly-found friends or partners! Talk it out with wine or over a meal, and you've got a recipe for a fun time! Everyone has their own opinion, so you'll have a lot of different answers. Why It's Great: You'll get a great debate going between the optimists and the pessimists about everyday life and whether a positive outlook has an impact. Can a positive outlook make any situation better? Who NOT To Ask It To: It'd be awkward nonsense if you ask your ex this one, wouldn't it? I bet you definitely wouldn't want to hear them say they'd spend it with you. A solid friendship is built on whether we can choose to spend our last day with someone we love. Who To Ask It To: This one's perfect for asking close friends or even your partner. Are there fun things you've always wished to do? You can follow this up in so many ways. It has you really thinking about what's most important in life. Why It's Great: Our mortality is always a deep conversation topic. If you found out you were going to die tomorrow, what would you do today? Spare them this question until you're sure they can handle it. Who NOT To Ask It To: The topic of life challenges is a sensitive topic for those dealing with their mental health. As they share their answers, you'll also have time to catch up with them and give your own. Who To Ask It To: Reunite with your high school best friends and open with this question. Naturally, you'll also learn how they've overcome it. Why It's Great: You've given them a reason to give a deep thought about their past, and that helps them open up to you. What’s the hardest thing you’ve ever been through? Give it some time past the introduction stage. Who NOT To Ask It To: Asking a deep question like this to strangers you’ve just met, at a networking event, for example, can startle them. The latter is still in the formative stage, where they're deciding what to choose. Who To Ask It To: You can ask anyone, but it's better to ask adults rather than teens or younger. Why It's Great: This way, you can phrase asking whether they're an extrovert or introvert in a much less ordinary way. What do you think is more important: exploring the world or yourself? ![]()
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