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9 Essential Questions to Ask on a Second Date


The first date was a success, and you enjoyed getting to know each other. Now that you know it has the potential to turn into something more serious than casual dating, you need to show up prepared for this second date.

Think about what you’d like to know about your potential partner that will deepen the connection without making them feel like they are being interrogated.

What to talk about on a second date, you may wonder?

If you’re still struggling to find good topics to touch upon, here are some important questions to ask on a second date.

Do you remember mentioning [insert topic here] last time we went out?

If you find yourself stuck in awkward silence or you feel a bit shy opening up, you can always refer to something interesting they said on your first date. That will put them in the spotlight and make them share some extra details and continue the conversation.

Where do you see yourself five years from now?

By drawing attention to their goals and aspirations, you’ll find out what makes them tick. Are they motivated to do better and grow, or are they doing just fine in their comfort zone? 

It is one of the basic 2nd date questions that will let you discover if you are going in the same direction, sharing the same values, or absolutely no common denominators.

What do you think we have in common?

By drawing a parallel between you two, your date will reveal a lot about how they see you as a person and what they value about themselves and the world in general. It’s one of those questions for a second date that will tell you whether you understand each other right off the bat.

What do you value most in a relationship?

It’s very important to know if you two are compatible as partners, so feel free to ask about what they need and want in a relationship. If you already established that you like each other, this is a great second date conversation. It’s crucial to be on the same page if you want to give your relationship a chance.

What are you most grateful for in your life?

It is a must when it comes to second date conversation topics. It’s a window to their past where you can take a peek into your potential partner’s most treasured moments. If they feel like sharing, you’ll probably find out things that gave their life a new direction and shaped them into the person they are today.

Is there something you regret not doing?

Life gets busy; things take their course. There’s always something to distract us from what we know we’d like to do or experience. This question will probably help you find out more about your date’s past and establish some common ground.

Ask more about what you already know

If you are not sure what to talk about on a second date, you can always go back to something you’ve already talked about the first time you met. There are probably interesting things he/she shared that you’d like to know more about. Feel free to ask for more details. It will let them know you are interested in and paid attention to what they shared with you.

Favorite Family Member?

You have probably talked about your families on the first date, but now it’s time to take it further. Ask them about who’s their favorite family member, who they look up to, and why. 

It will give you a better perspective of their family tree and how they communicate, which will establish a great base to build your relationship upon. It’d one of those second date topics we all should cover.

What is the scariest/bravest thing you’ve ever done?

That is a good second date question because it shows you how determined your future partner is to leave their comfort zone and expose himself to the unknown. You will see his willingness to face their fears and learn new things.

Wrapping It Up

These are some of the basic dating for dummies second date questions to ask a guy or a girl that will help you smoothly transition onto your third date and ultimately onto the next, more serious, phase of your relationship.

There is no need to rush; take your time and allow yourself to feel comfortable in their company.

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