![]() ![]() Unexpected conversations can be so much fun, and sometimes the unexpected can arise out of some super weird prompts. Who is the one person you wouldn’t want to live without?.When was the last time things didn’t go as planned, and how did you handle it?.Who have you lost that you’d want to spend one more day with?.What social cause has a special place in your heart?.How do you define a healthy relationship?.Have you ever healed from a broken heart, and if so, how?.Who have you lost touch with that you’d hope one day to reconnect again?.Do you believe in loving yourself before loving someone else?.Who is the most important person in your entire life right now?.Why do you think your past relationships never worked out?.Do you ever wish your life turned out differently, and if so, why?.Have you ever said something you regretted?.What has been the happiest moment in your life so far?.What is the most painful experience you’ve gone through, and what did you learn from it?.Are you the same person you were five years ago?.What is one mistake you’ve made but don’t regret?.Who are you closest to in your family and why? What’s your favorite family memory?.What is hard to do but you know is for the best?. ![]() What is your favorite memory from school?.What’s your most embarrassing moment that was a really big deal at the time, but doesn’t matter as much any more as an adult?.How are your relationships with your exes?.What life advice would you give to your 13-year-old self?.Name three things you hope to see in your future.What’s your earliest memory as a child?.RELATED: 9 Things Every Couple Must Discuss Before Seriously Committing Keep in mind that at some point, it’s important to consider more personal matters and discuss things beyond simple entertainment, especially if you hope to grow your relationship. If you feel like the two of you are at a point where you can ask about deeper subjects, these questions will give you some ideas. Where should we go for our second date?ģ0 Personal And Deep Questions To Ask A Guy: From The Dream Job To The Life Motto.If you were a magician and had only one magic spell to cast on me, what would it be?.What is your ideal first date on a Saturday night?. ![]()
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