What to Talk About on the Third Date: 11 Tips to Spark Connection

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So you’ve enjoyed spending time with a potential special someone during your first two dates, but what’s left to talk about on the third? Plenty, as it turns out. The third date is a chance to get past the initial get-to-know-you stuff and start understanding who someone really is. The two things you’re looking for on a third date are figuring out if you’re compatible and building a more intimate relationship. We’ll show you how to do both with this guide on what to talk about on the third date.

1

Dating Goals

  1. If you’re someone who’s only interested in a casual fling then a date that’s looking to get hitched as soon as possible probably isn’t the best option. What you want with a certain person can change over time, but knowing where you each stand at the beginning is a good idea. Being open about your dating goals from the beginning can give your relationship a foundation of clear communication, so talk about things like: [1]
    • “What kind of a relationship are you looking for?”
    • “Do you think you want to settle down someday?”
    • “Are you looking for something serious or casual?”
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2

Future Plans

  1. Asking someone about their dreams and ambitions helps you understand if you share goals on things like careers and families. Ask something like: [2]
    • “Where do you see yourself in 5 years?”
    • “Do you have any dreams for yourself?”
    • “What kind of person do you want to be?”
3

Values

  1. What are the things that are most important to you? If you and your date have completely opposite views on things like financial responsibility, the importance of family, or right and wrong, you might find it difficult to build a healthy relationship together. Ask questions like: [3]
    • “What’s the most important thing in the world to you?”
    • “What’s something that makes you angry about the world?”
    • “Are you close to your family?”
    Aziz Ansari, Comedian and Modern Dating Guru

    The third date marks a unique crossroads when initial excitement begins ceding to meaningful conversation. This moment holds potential to move beyond the surface and explore the quirks, dreams and values defining you both. The goal is not just finding common ground, but celebrating differences that make each of you unique. In a world of fleeting connections, these moments of genuine understanding forge lasting bonds.

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4

Beliefs

  1. If these are important subjects to you, it’s a good idea to bring them up when the third date comes around. Finding a compatible partner means being willing to talk about controversial topics, so discuss questions like: [4]
    • “Do you believe in God?”
    • “Is religion something that’s important to you?”
    • “How would you describe your political beliefs?”
5

Daily Routines

  1. Figure this out to learn what a life with them would look like. If your date is someone who prefers to spend their time at home and you’re always looking for the next adventure, you might find it tough to be happy together. Talk about things like: [5]
    • “Tell me what an average day looks like for you.”
    • “What would be your idea of a perfect day?”
    • “What gets you up in the morning?”
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6

Your Childhoods

  1. All of us are shaped by our childhoods, and so asking your date to describe themselves as a kid can give you a better understanding of their life and personality. If they seem uncomfortable talking about their childhood, respect their privacy. But if they seem open to it, say something like: [6]
    • “What were you like as a kid?”
    • “I was a pretty shy kid, which is weird because I’m so extroverted now. I think I had to teach myself how to be more outgoing.”
    • “We moved around a lot when I was a kid, so I never had friends that lasted too long. Now, my friendships are something I pour a lot of energy into.”
7

Life Experiences

  1. Many people point to certain moments that changed their life. Open up to your date about what the most important experiences in your life so far have been, and how they’ve impacted you as a person. Then ask your partner to do something similar. Give yourselves a chance to see how you each narrate your lives by saying something like: [7]
    • “Could you tell me about what in your life has made you the person you are today?”
    • “Losing my dad at an early age really taught me how to take care of myself. That’s always been a really important part of who I am.”
    • “I had a teacher when I was in school who taught me how important reading is. I’m really grateful to her for that.”
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8

Embarrassing Moments

  1. While dates 1 and 2 might have been about impressing each other, the third date is the time to let down your guard a little. Sharing embarrassing stories with your date can make you both feel more at ease around each other, so say something like: [8]
    • “I once failed a job interview because I got lost looking for the bathroom. When I finally showed up late to the interview, there was toilet paper stuck to my pants.”
    • “I’m probably the worst dancer you’ve ever met. My friends don’t even like going with me to the club anymore.”
    • “Alright, I’m already very impressed with you. How about you tell me something embarrassing that’s happened to you?”
9

What You Like about Them

  1. What you like in someone else can actually say a lot about who you are as a person as well. Compliments feel good to everyone, and after 2 dates, you probably know enough about someone to tell them what about them stands out to you. You can say things like: [9]
    • “I really admire how passionate you are about the causes you care about. It inspires me.”
    • “I think you have an amazing ability to make the people around you feel comfortable.”
    • “It might sound a little strange, but I want to play a game with you. Let’s each list three things we like about each other.”
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10

Sex (If You Plan on Having It)

  1. You might have heard of the “third date rule” that says that sex normally happens on the third date. There’s no truth behind this—some couples might have sex on the first date, while others might wait until the 20th. The important thing is that you’re on the same page if you do end up going home together, so talk about things like: [10]
    • “What makes you feel good?”
    • “What kind of sex do you like?”
    • “What kind of safe sex methods work best for us?”
11

Your Next Date

  1. It’s okay if you want more time to decide, but it can really show your enthusiasm for one another if you make plans for another date as soon as you say bye. [11] If you know you want to see this person again, say something like: [12]
    • “I really had a great time with you tonight. I already know I want to see you again next week.”
    • “I have so much fun with you. Honestly, I can’t wait until I get to see you again. How about Friday?”
    • “Since we’re both into horror movies, what do you say about watching one this weekend together?”
    • "Maybe next time we can go to that restaurant we both love." [13]
    • If too much time passes between dates, your future outings may not end up happening. [14]
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Expert Q&A

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  • Question
    How do you keep a conversation going on a date?
    Judith Gottesman, MSW
    Matchmaker & Dating Coach
    Judith Gottesman is a Matchmaker, Dating Coach, and the Founder of Soul Mates Unlimited™️ Date Coaching and Matchmaking. With more than 20 years of experience, she specializes in using psychology, attention to detail, and her intuition to create lasting matches. She is known as The West Coast Jewish Community’s Matchmaker, but her dating advice works for everyone. Her work has been featured in numerous national media outlets, such as The New York Times, NPR, and Fox News. Judith is also an author of two books, Your Soul Mate Awaits! and The Lost Art of Dating. She holds a BA in Psychology from The University of California, Berkeley and an MA in Social Work from Yeshiva University.
    Judith Gottesman, MSW
    Matchmaker & Dating Coach
    Expert Answer
    Ask interested, genuine questions about the other person. Give them plenty of chances to talk; if you monopolize the conversation with facts about yourself, it may sound like you're reading off a resume.
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      References

      1. ↑ https://www.helpguide.org/articles/relationships-communication/tips-for-finding-lasting-love.htm
      2. ↑ https://www.cosmopolitan.com/sex-love/a29774929/questions-to-get-to-know-someone/
      3. ↑ https://www.psychologytoday.com/us/blog/happiness-is-state-mind/202108/why-its-so-important-couples-talk-about-their-values
      4. ↑ https://www.goodhousekeeping.com/life/relationships/a32816268/how-politics-strengthen-relationships/
      5. ↑ https://ggia.berkeley.edu/practice/36_questions_for_increasing_closeness
      6. ↑ https://www.psychologytoday.com/us/blog/evolution-the-self/201607/when-someone-won-t-talk-about-their-childhood-why-not
      7. ↑ https://ggia.berkeley.edu/practice/36_questions_for_increasing_closeness
      8. ↑ https://www.joinonelove.org/learn/10-perfect-questions-to-ask-on-the-first-date-to-really-get-to-know-someone/
      9. ↑ https://ggia.berkeley.edu/practice/36_questions_for_increasing_closeness
      1. ↑ https://www.plannedparenthood.org/learn/sex-pleasure-and-sexual-dysfunction/sex-and-pleasure/how-do-i-talk-my-partner-about-sex
      2. ↑ Judith Gottesman, MSW. Matchmaker & Dating Coach. Expert Interview. 19 October 2021.
      3. ↑ https://www.psychologytoday.com/us/blog/how-do-life/201410/the-first-date
      4. ↑ Judith Gottesman, MSW. Matchmaker & Dating Coach. Expert Interview. 19 October 2021.
      5. ↑ Judith Gottesman, MSW. Matchmaker & Dating Coach. Expert Interview. 19 October 2021.

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