15 Best Questions To Ask On A First Date

‘Any history of Nazism in the family?’ ‘Who’s your favourite serial killer?’ ‘Do you know much about knives?’

The best way to get to know someone is not asking questions. But seeing how they react to things. Activity dates tells you a lot more.

Holy cow. I didn't realize how unready for a relationship I am until I thought about having to answer these questions.

The problem I have with some of this is the questions are being formulated by experts, who haven't been on a first date in probably 20 years.

1) 3:19 What made you interested in going out with me? 2) 4:27 What are you looking for? 3) 6:32 What matters to you? 4) 8:31 When you think of current political events, is there something that stands out to you? 5) 10:22 What does your work-life balance look like? 6) 13:51 What would you do if you had a week off? 7) 14:54 When you spend time with people, how often are you the one making the plans? 8) 16:46 How well do you feel like you compromise with others? 9) 18:35 What do you think is important for a healthy relationship? 11) 22:50 What is something in past relationships you needed to work on? 12) 24:29 Who is the person you talk to the most? 13) 25:26 What is the best gift you've ever received? 14) 26:58 What was your first impression of me? 15) 28:03 What made you most excited about going on a date with me?

I think the first date should be fun...no pressure, just have a good time. There were a couple of fun questions on this list, and those are the only ones I would ask. Save the judgy questions for the second date. It's important to show them that a good and fun time is a possibility with you.

Totally agree on the conflict question. Asking someone "How do you handle conflict?" most times they're going to give an inaccurate representation of what they actually do in conflict.

I went on a date with a girl a few days ago and I had no idea what to ask her, for whatever reason could not get into the flow of the conversation and we ended up talking about menial things like school and rent. Safe to say, I completely blew it and she ended up leaving mid-convo to "get back home". Honestly, my ego took a pretty big hit 🥲 This video is a good jumping-off point I think, and hopefully I'll run into less blockage during future date conversations 😅

The best gift question is an easy one for me. When I was a senior in highschool I dated this girl for a brief period, about 4 months. On Valentines day I took her to dinner & she ended up giving me a great gift. It was a blanket that she knitted specifically for me. I'm 6'3 so she knitted it for a tall skinny guy. She even knitted in a "made with love" badge onto it. I loved it & I think she really liked the fact that I liked it so much myself. I still have it, it's one of my most valuable possesions. I personally struggle with low emotional intelligence & social anxiety and some antisocial behavior tendecies, but that blanket that my highschool girlfriend made for me acts as a reminder of how good I can really make someone feel despite all of my shortcomings. It motivates me to fix my problems & become a better person so that I can one day have something like that again & make someone feel that good again.

I really haven't been on to dates, but when the date is going well one of my favorite questions is "what is your most embarrassing moment." It typically ends with everyone laughing, and you can learn so much about a person based on how they answer it. How they deal with conflict, abit about there past, alot of times it can even lead to the things that they are very interested in.

I used to ask the "What are you looking for?" question but it backfired a few times, made the girl think I was too intense on a first date. Men are very direct and think questions like this are fine, but a lot of women are not wired that way.

I know first dates are basically job interviews but you don't want to make it feel that way. Be careful what questions you ask, how you ask them, and how many. I'd pick 4 or 5 that are most important and work them into the conversation organically so it doesn't feel like an interrogation.

The quality of your consulting in your videos is beyond my expectations 🎉 bravo Courtney

Doing things alone! After a major relationship ended years ago, I decided to learn how to be happy on my own before any serious dating. Knowing I’d be happy in any case was a totally different mindset. The confidence that came from this was LIFE CHANGING. Thanks again Courtney!

Excellent video as always Courtney! On another note, I would avoid overusing the verb "to like" with attraction and dating. Rather than saying "Do you like this person?" or "Does this person like you?," I would personally be more clear with expressions like "I am interested in this person" or "I find this person attractive." I "like" a lot of women in my life but there are only a few that I am interested in dating.

those questions just make me feel like I am having an interview.

"How do you handle conflict?" My answer is, "Well we'll talk about it to find solutions to what cause this situation and find compromise that both of us will be happy with." Still I'm looking forward to Courtney's take on this question. Now, these questions were interesting, but some were kind of repeating themselves a bit. Well the questions I will ask will be more fun and not you're in a interrogation room.

As "best gift"... the first and likely the only that came to mind is "my whole education" ... from my parents. They paid for the best school and college they could afford , and supported me through my whole career (doctor in medicine). Hard to beat that.

Hi Courtney, A lot of the healthiest relationships among my friends are from people that knew each other for months or years before starting to date. So for me, a big problem with online dating is that I feel that girls are looking for a really fast fusional connection that is really hard to get from 3-4 dates and if you don’t, it’s friendzone. I know that you already did, but would like to see videos on how to create really flirting dates to create that quick spark to not be friendzoned. You videos helped me a lot in the last 2 years, ty!!!

much more important than what you ask is "how" you ask things. imo. my goal is not to collect massive amount of data, it is to create connection. so keep it playful and friendly.