Dating Intentionally 156. The Best First Date Questions + What Daters Regret Not Asking Sooner
Mar 14, 2025
Struggling with date conversations? Discover over 90 engaging questions to transform early dating dynamics. Learn which topics to avoid and the one question daters regret not asking earlier. Explore how to navigate sensitive subjects, like past relationships and career gaps, while fostering genuine connections. Unlock strategies for deeper discussions focusing on shared values and interests. Plus, find out how to address intentions openly to assess compatibility. Your dating dialogue just got a serious upgrade!
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Ask Questions
- Ask questions on dating apps, while texting, and especially on dates.
- This shows interest, curiosity, and basic social skills, especially for men.
Better Questions
- Ask follow-up questions to yes/no questions to avoid interview mode.
- Ask about things you enjoy to spark engaging conversations.
Dream Mode Questions
- Use questions like "If money was no object, how would you spend your day?" to learn about a date's values.
- Ask about something they look forward to, to discuss goals and desires.