As we all know, dating is not a child’s play, there are lots of things involved. Before anything like courtship surfaces, a date has to happen. So trying to interact and engage in a lively conversation with a stranger is not an easy task. It only takes a tenth of a second to form an impression of a stranger and that’s before you’ve even opened your mouth to speak.

If you’re able to kill the first impression instinct, all you have left are your conversational skills. And this most times doesn’t come easy. Researchers show that the best way to make a good impression is by simply asking a question and this question should be relatable to the person being asked.

Once you’ve made up your mind on what to wear for a first date, the most tasking and difficult thing are knowing how serious to get with conversation or create a lively atmosphere in order to avoid being perceived as a boring guy. You don’t want your date to regret ever coming by asking unappealing questions or putting your date on the spot. While you’re trying to keep it cool with small talks, there’s nothing stopping you to delve a little deeper than small talk if you really want to make a lasting impression.

Here @stylewithjibs, we have outlined some questions that will be of great help to get to know someone, it could be an open light-hearted conversation on a first date or deep, meaningful conversations.


The ideal thing is to loosen up during the first half an hour of a date. Break any tension and just go with the flow. It’s important to keep things lighthearted, the conversation natural and quite general so you can gauge each other’s personality before moving things on to anything more groundbreaking.

Research shows that those who ask more follow-up questions during a conversation instantly become more likeable, so if your date responds positively to your initial questions, why not hit back with another related question to allow them to expand? It shows you care about what they are saying and are interested in hearing more. In the meantime, try these as starting points.

– How was your day?

– Where did you grow up, and how long have you been living here?

– Who do you live with?

– Where did you go to school?

– What do you like to do on weekends?

– Have you been on any holidays lately? Any trips coming up?

– Do you have any siblings?

– Was there a job you always wanted to do as a kid?

– What’s the worst pick-up line you’ve had on the app?


Once you make it through to this point in the date, you’re both loosening up and starting (hopefully) to feel comfortable around each other. You want to open the conversation up to a few anecdotes, and get into some more meaty conversations so you can get to know each other now the nerves are starting to settle.

– What one thing do you wish you had invented?

– What type of music do you like?

– What was the last great film you watched?

– If you weren’t in your current job, what would you be doing?

– What are you better at than 90 percent of the population?

– What advice do you tell other people but are rubbish at doing yourself?

– What’s the worst date you’ve ever been on?

– If you had to eat one cuisine for the rest of your life, what would it be?

– Are you a good cook?

– Do you prefer swimming in the sea or the pool?

– If you could have one superpower, what would it be?


You’ll both have a pretty good idea if sparks are flying by this point, so all you can do from here is have a good time and make it a memorable evening. It’s time to ramp the conversation up a bit before last orders.

– What one thing are you most grateful for in life?

– What’s your dream job?

– What’s your biggest fear?

– What’s the most spontaneous thing you’ve ever done?

– How close are you to your family?

– If you could tell your younger self one piece of advice, what would it be?

– What’s your favorite part of your hometown?

– And what do you hate most about it?

– Who’s the most interesting person you know?

– What would you do with your free time if you didn’t need to work?

– What would you like to be known for?

– Have you ever had a fist fight?


All good dates come to an end, unfortunately – and this is the time when you need to leave on a good impression. It’s all about getting a balance between not wrapping it up too abruptly, and not letting the goodbye linger so long it gets awkward. You don’t need to overcomplicate it, just be natural – you’ve done the hard work already.

– Do you have any exciting plans over the weekend?

– Can I pick up the bill?

– How are you getting home?

– What did you think of this place?

– Would you like to meet again?

– Where shall we go?


We hope these tips are useful for those planning to go on a date. Above all, be yourself and keep it real. Thank you for reading, drop your comment let know your thought.

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