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7 Top Questions to Ask Your Date

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A first date is almost always a source of anxiety because there’s so much pressure to give off a good first impression. You have to look your best, you have to be charming, and you have to be able to hold a conversation. Sometimes, the pressure can be too much (like if the person you’re going on a date with is super attractive), and you wind up stumbling over your words and acting like a nervous wreck.

We have 6 questions that’ll help you keep the conversation flowing while you find out more about your date and assessing if they are someone you’d like to see again.

1. What is your dream job?

We like asking this question because it is better than the usual, “So, what do you do for a living?” Asking about someone’s dream job lets you see where their head is at, career-wise. They can talk about their current job, but more importantly, this question will give you an insight into their ambitions and values.

2. What is the best thing you’ve read?

This question will give you a glimpse into what interests your date, but also gives them a chance to talk about those interests. With this question, you aren’t limiting your date to books – it can include magazine articles, blog posts, and even newspaper articles.

3. What kind of relationship are you looking for?

There’s no beating around the bush with this question! By asking this, you can determine if you both are on the same page in terms of dating. If you aren’t interested in a long-term relationship but they are, you can put that out there right then and there, instead of leading anyone on.

4. What’s your family like?

While this is a bland question, it gives your date the opportunity to talk about their past, their family dynamic, and upbringing. It can also transition into what they plan for in the future. If they want children, how many, and so forth.

5. How long have you been actively dating?

Instead of coming right out and asking how long someone has been single, this will give you an idea of their dating history. If they say they’ve been dating for x-amount of time, you can then ask them more questions about why they chose to stay single or why they decided to rejoin the dating world after so long.

6. If you could go on a picnic with any 2 people, who would they be?

This is a fun question because it allows you to get a glimpse of who they admire, but also if they are interesting. Now, while this may be a generic question that is always asked, it’s a popular question because it is a guaranteed icebreaker and it’s perfect for when the conversation stalls.

7. Where is your favorite travel destination?

Usually, when people have a chance to talk about the places they’ve been and the things they’ve done, the conversation just flows. Not only will the conversation flow, but it’s a great way to see what they consider exciting and then determine if you would like to go on an adventure together in the future (if the first date goes well, of course).

Final Thoughts

Going out on a date with someone new can be as intimidating as it is exciting. With these 7 questions, the conversation will flow and you may find the love of your life, or at the very least a new friend!