Questions to Ask On a First Date – Perfect First Date Questions

The search for the questions to ask on first date can be overwhelming; it is even more, especially when this involves someone you have admired or loved in your head for a while, and you just scheduled your first time ever date with them. Be it your crush or someone you have been wanting to spend a moment with all this while, the thought of hanging out with this person has a way of bringing forth butterflies in the belly – the excitement that comes with it is second to none.

But then, the mental stress attached to it is nerve-wracking; from choosing the dress to wear, making your hair look appealing and attractive, plus looking up for a nice perfume to wear, selecting a perfect foot wear, to the perfect questions to ask them, and every other excesses, but then, at the end of it all, it’s worth it; hanging out with a crush is an experience everyone longs to have.

According experts, what makes a date glamorous and memorable is the connection between the two parties! This comes from series of questions, conversations and getting to have a better knowledge of each other. I mean, why accept the date invite if you don’t want to get to know them?

Your date will follow the trend of ‘awkward first dates’ if you don’t sit down to think of how to start a conversation, the right questions to ask and how to ask them.

If you going on a date for the first time, there are topics that  might impede your goal and success of making it a fantastic one if you bring them up, this includes contradictory topics that relates to religion and political issues. I’m sure you don’t want to go debating on these sensitive topics with your special person on the first day. [Also Read; Tips to Dating a Single Mom]

So, if you’re unsure of what to ask or don’t know how to start, I’ve got your back. In this article, I have listed some of the perfect questions to ask on a first date, check them below.

15 Questions to Ask On a First Date

1. How are you?

Courtesy demands that you show care by asking how the other person is doing. This is your first time, let them see that you care. Remember, the other person came with a long list of expectation, don’t disappoint them by being careless. If you do not want to sound vague, you can ask how the day has been.

2. What do you think of this place?

You might have put in so much work in picking a nice and perfect place for the outing, it won’t be bad to know if your effort was worth it, you wouldn’t know if you don’t ask. After settling down, the scene will be somewhat tensed so long as you’re meeting for the first time and the best way to ease off is by trying to make them feel relaxed. Asking for  their opinion on the venue is a good way to start a conversation.

3. What makes you smile?

This is one of the questions to ask on a first date. What brings you joy? What makes you feel good about yourself? This is a creative way to ask what they love to do. Instead of just saying ‘What do you do?’, you can make it more informal by asking what makes them smile or what tickles their fancy. This will make them feel free to interact with you, this is also an avenue for getting to know their hobbies.

4. Where will I see you in few years?

With this, you’re giving them the freedom of exposing who they are, what they stand for, and where they are going. Everyone loves to talk about their goal because it births excitement and increases self-worth and esteem. By asking this question, you will be getting to know their personality better than when you ask, “What do you want to be in the future?.” This question will make them know that you are futuristic in your reasoning, and most importantly, ask questions with a smile on your face; that will make the question look less formal.

5. What’s your favorite place?

Do you have a favorite place to unwind? Do you have a special spot? Remember, the aim of this meeting is to get to know each other, you must make the conversation lively and asking about their best hang out venue won’t be bad. Usually, this question helps to relax the tensed nerves, it will help you know if they are indoor or outdoor persons.

6. What’s your definition of a well spent day?

What is the one thing that you can’t forfeit in a day? What always appears on your To-Do list? If you want to get to know what their day is usually like and their ideology on how a day should be spent, this is the best question to ask. It can help you get to know how they spend their time; their free and busy time inclusive.

7. How’s Mum and Dad?

On the flip side, the question is, what is your relationship with your parent? Or what is your experience of parenthood like? You ask this question if you intend to know their opinion and experience as regards parenthood. If they don’t have a good relationship with their parents, you will know with the way the question is answered. “They’re fine” and non exciting facial expression might indicate a ‘not so close’ relationship. Take note, those who do not excitingly talk about their parent might not talk about you in such a way after a long time; probably when the butterflies must have disappeared.

8. Do you still contact your childhood friends?

The longevity of your relationship depends on this question as it’s a probe to know their friendship retention ability. Not everyone can fuel or keep a long-term relationship. This question will help you know the class they fall into and the chances that your relationship has.

9. What is your most embarrassing moment?

You need to keep them smiling, it’s a date, not an interview, hence, you must make it fun. Narrating embarrassing moments can light up the place since it’s a past event but if you notice the question does not go well, quickly ask another open-ended question.

10. Are you into movies?

This will give you an idea of a second date venue if you intend to keep dating. If the answer is yes, you can proceed to ask about their favorite movie or movie spot. You can also ask “what do you think of the movie industry”, this will make them more comfortable with you.

11. What are people getting wrong about you?

Do they think you’re extroverted while you enjoy your privacy? Do they see you as extravagant while you just like keeping it cool? Do they see you as a chatterbox  or as a proud person when you’re not? Ask these questions and get to know the real them to avoid joining the crowd to misinterpret their personality.

12. What do you wish you knew before now?

Would you have chosen another career if you knew what you know now? Would you have become a better person if you came across the information that you have now? Every one has what they would have done better if they knew better, it’s not new. It’s a catchy way of getting a glimpse of the past’s inadequacies.

13. What is your childhood days like?

If you don’t mind, can you hook me up with your childhood fun part? Did you have fun growing up? Did you enjoy outdoor experience as a child or a teen? Do you wish to revisit childhood days? This is a good way to better understand someone but be observant because not everyone loves to talk about their childhood days; people such as  victims of abuse and those that suffered as children as a result of parents death, hates to revisit the scenes.

14. Who has impacted your life positively?

This question can also mean, who do you value most? You might want to know the kind of traits that he/she wants in a friend and don’t know how to ask, this is a simple way to dig out this information without being seen as inquisitive. It also gives you the opportunity to know if they are in a love relationship because most times, people love to introduce their lovers as impactful.

15. What is your social media handle?

This is the first date, so there is a need to get even closer after the date and social media platforms can help achieve that. As the name implies, ‘Social’, it makes connecting with someone fast and convenient as you have the freedom to do video or audio calls at a lower cost. Ask for their social media handle(s) and also ensure that you give out yours.


First dates often seem uncomfortable at the beginning but these interesting date tips and questions can help clear the air and usher you into an enjoyable moment with your special person. Don’t let them see you as boring by being silent, lit up the scene with these questions and obviously, with a smile that comes with it. [Also Read; First Date Tips For Every Woman]

While asking these questions, give the person on the end, the chance to answer and also ask questions too, don’t dominate, remember it’s an interaction and not an interview, and also give elaborate answers to their questions but hey, don’t go overboard, no one like to roll with a talkative. Also, monitor your body language, ensure it speaks the language that you want.