

5 Techniques For Making First Dates Turn To Second Dates
Sep 11, 2025
Dating coach Tessa Mack, founder of Date Demo, shares her expertise on navigating first dates. She reveals common mistakes men make, like playing it too safe and overthinking. Tessa emphasizes the importance of fun in dating and offers tips to spark engaging conversations. She also discusses the innovative practice of mock dates to build confidence and reduce anxiety. With advice on asking meaningful questions and maintaining enthusiasm, Tessa highlights how to create a captivating atmosphere that encourages second dates.
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Prime Yourself And Prepare
- Prime your mind before a date with breathing and gratitude to calm nerves and boost presence.
- Prepare questions and a story bank so conversation flows when you feel awkward.
Ask Questions That Make Her Light Up
- Ask energetic, non-generic questions like "What's the most fun thing about your life?" to make people light up.
- Use follow-ups (why, examples) and piggyback on their answers to keep conversation flowing.
Turn Low Energy Into A Co-Creation
- If someone says their life isn't fun, turn it into a collaborative question about change and next steps.
- Use scales and small actions to co-create enjoyable possibilities on the spot.