30+ First Date Questions For Seniors – Over 50 Dating Tips

When it comes to dating, the conversation that you have can have more impact that the outfit that you wear. It will help in showing your personality, your qualities, and your sense of humor of both you and your potential partner. It also will help in making your date much more enjoyable.

You are going on date to find out if there is a possibility of starting a new relationship. By getting to know each other, deciding on whether you want to get into a relationship or not will get easier. And for that there are certain things that you need to talk about and certain things that should be avoided.

Going on your first date after 50 can be challenging. You might be having all kinds of thoughts running in your mind. And if you are nervous and don’t know what to talk during your date, the silence can get more awkward. So why not prepare a list of things to talk about beforehand and make your date more memorable?

Before I talk to first date questions for seniors, let’s talk some of the general guidelines that your should follow during your date.

How To Start A Dating Conversation For Seniors

It is very important to know what to talk and what to avoid when you are dating. But that is not all. You should also

  • Listen to your partner what they have to say
  • Be honest and always be your true self.
  • Don’t just talk about yourself.
  • Find out if both of you have common interests.
  • Always be positive. Be so much happy that even your potential partner should get happy seeing you.
  • Don’t complain too much.
  • Avoid using your phone unless necessary.
  • Be calm, relax and have fun.

Ask The Right Questions

Asking questions is very important if you want to get to know each other better. They will help in building good chemistry and also make your date livelier. It will also show your partner that you actually care about the date and want to know more about them.

By asking the right questions you can find out if your partner is the right match for you. This is the purpose of going on a first date, isn’t it? Move away from usual questions like “how old are you?” or “what do you do?” but refrain from asking to personal questions also. Asking the right questions will open up the possibility of having better and meaningful conversations and also bring you closer.

If you are not sure about what kind of questions to ask, I have compiled a list of first date questions further below in this article. You don’t have to ask each and every question from the list, but you can use them to your advantage and learn a lot from them.

Should You Talk About Divorce?

Yes, you can talk about divorce, but don’t make a topic out of it. First date is about having fun and getting to know each other. Talking about divorce is not a fun subject. Your partner might be someone who could be fresh out of a divorce and talking about it too much is not a good idea. At the same time you should also not complain about your ex partner. Rather show the best version of yourself and how you are more than ready to start a new relationship.

Also Read:  7 Online Dating Safety Tips For Seniors

Share Your Dreams

Another good topic to talk during your date is about your dreams and passions. For example, you may have a dream of traveling the world or start a business. It will show your partner that you are not just another boring person. Not only you are showing them that you are adventurous and creative, you are also letting them better understand you. But don’t just talk big things just to impress the other person. Share what you are truly passionate about. If your partner also shares equal interests, then it can help in better conversations.

Should You Talk About Politics?

Talking about politics, religion or anything that might provoke a person is a risky affair. Everyone might not share your point of view or opinions. It is best to avoid them completely. And if religion matters to you, then it is best to sort them out beforehand. Even if your partner does not share your views, there might be possibility that you may share other interests, so it is entirely upto you how you are going to handle this.

Should You Talk About Children?

Yes, I encourage you to talk about your children and family with your partner. This will show how much you care about others and shows your personality. If you are over 40 or 50, your potential partner may also have children so ask about their family also. Never avoid talking about family and children. Always talk positively and never criticize or complain about them as it will leave a bad impression about you.

Should You Talk About Your Job?

Yes, if you love your job then there is no reason not to bring it up. Just don’t go on about it for long time as it may bore your partner. If you don’t like your job or not happy with your colleagues or boss, you can mention them but it is better to avoid talking about it and stick to talking about things that are positive and happy.

Should You Talk About Sex?

It is best not to talk about sex during your first date. Everyone reacts differently and you don’t want to take a chance. What you do after your date is upto you but talking about sex too early in your date can make your partner uncomfortable.

Talk About Your Interests

If you are trying online dating, then you might have mentioned your hobbies and interests in your profile. Now is the time to talk more about them. And it is not only about you. Don’t forget to ask your partner about their hobbies and interests. This way you can find out if you have similar interests. And if they are not interested in talking about this then you can change the topic.

What To Say If Your Date Was Successful?

If you enjoyed your date, then let them know. This also gives you an opportunity to know how your partner felt. And if you didn’t enjoy your date, you don’t have to tell them on their face. Let the day pass and then you can let them know over phone call or text.

Also Read:  Dating After Divorce At 50 - Dating Tips For Seniors After Divorce

First Date Questions For Over 50

Whether you found a date online or offline, once you have found your match you are ready to take your relationship to the next step. First date can sometime make you nervous and it’s true. They can either lead you to love or break your heart. But still the feeling of meeting someone to start a relationship is something else.

While you shouldn’t keep too many expectations, it is better to be prepared to make your date a success. According to dating experts, having a good set of questions in hand can make your dating conversation easier. While you can rely on good old basic questions, there are some questions that can truly strike a chord with your date. The key is to have a conversation that is relaxed and natural.

Let’s take a look at some the best first date questions that you can add to your shortlist and try it the next time you go on a date.

What Are You Passionate About?

You are getting in to your partner’s core insight. If they say that they are not sure it means that they are not passionate about anything and this could be a red flag. If they are passionate about something follow up with more questions about their passion.

Who Is The Person That Is Most Important In Your Life?

You are assessing your partner’s ability to form relationships. They might have instant answers like a friend, children, parents, etc.

What Are The Things That Makes You Laugh?

Both single men and women are looking for a partner who has good sense of humor and bring f in a relationship. By knowing about what makes your partner laugh you will know more about their personality.

Where Is Your Home?

This isn’t about the place where they reside. The definition of home can be different for different people like the place where they grew up or where there family lives, etc. You will discover where there heart is at.

Do You Believe In Your Gut Or Do You Take A Second Opinion?

This might be a strange question. Some people can’t even visit a place without checking out their reviews while others do things following their gut. Find out where your partner belongs, whether they believe in their gut or always need another person’s opinion before doing something.

What Are Your Dreams?

Everyone has some kind of dream that they like to achieve that can be related to their career, travelling, art, etc. Find out whether your partner dreams are compatible with your own.

How Do You Spend Your Weekends?

How a person spends their free time says a lot about them. If they work even in their free time then they must be career oriented. If they are into coaching others, they just want to help others. And if they are just spending their time at home, they could just be a couch potato. It is important to know how you will spend time together if you get into long term relationship.

Tell Me About Your Family?

A person’s emotional health can be assessed by learning about the family they grew with. I’m not saying you have to avoid such people who may have had difficult upbringing. But you need to be sure that they are emotionally stable and have addressed their previous wounds.

Also Read:  How To Find A Girlfriend At 50?

What Was The Most Fun Job You Ever Had?

This is just a lighthearted question to know about your partner’s storytelling abilities. There are chances your partner might have had an unusual or interesting encounter during their career that they might share with you.

Do You Have Any Special Place That You Would Like To Visit Regularly?

We all have special spots that we would like to visit frequently, like the local park, coffee shop or a weekend getaway. Getting to know about them will provide more insight about your partner.

What’s Your Favorite Drink?

This is just a question to break the ice. Does your partner like to try different things or just addicted to coffee all the time? Does the bartender bring beer even before ordering? Get into a fun conversation.

Which Is The Best Meal According To You?

Instead of asking a boring question like “What’s your favorite food?” you are being more specific. You might even get to listen to a fund and adventurous story about food and travel.

What’s The Hardest Thing You Have Ever Had To Face?

Instead of just talking about past failures, talk about the struggles and how they overcame them? Even if they choose to answer in a fun way, appreciate them for showing their strength.

Do You Have Any Person In Your Life Who Is Most Fascinating?

You will get more insight about what kind of qualities in a person that they think is interesting?

Have You Had Any Embarrassing Moment?               

This is just to have some laughs. Don’t just ask them. Share them your stories and make the comfortable by letting them know they are not alone.

Do You Have Any Bucket List?

Let them share their dreams and interests. This will open up the possibility for a lot of exchanges.

Is There Any Tv Show Or Movie That You Wish To Be A Part Of?

Pop culture can also help you bond better. Remember to keep it light.

Do You Like To Be Famous?

Does your partner wants to be famous like a celebrity or prefers simple life?

If Provided A Chance, Who Would Like To Invite As A Guest For Dinner?

Provides insight on your partner’s taste by knowing the person they would like to have dinner with.

Do You Love Pets?

If you are a pet person, it is important to know to know about this.

Some More First Date Questions For Over 50

What According To You Makes For A Perfect Day?

What Are You Most Grateful About?

If You Are Granted Any One Superpower Or Ability, What Would It Be?

Is There Anything In Your Life That You Have Dreamt Of Doing For A Long Time But Couldn’t Do It? Why?

Is There Any Memory That You Cherish A Lot?

What Is Friendship/Love According To You?

How Close Are You With Your Friends And Family?

Is There Anything That You Want To Share With Me That You Haven’t Shared With Anyone Else?

If You Come To Know That You Are Going To Die Within A Year, Is There Anything That You Would Like To Change About Yourself And Why?

What Do You Value Most In Your Life?


Some people think that they are very good at communication so they will talk endlessly. But the best communication happens when there is healthy and equal exchange between two people.

Getting to know someone is like peeling and onion. You have to do it one layer at a time. Some people get too eager and asking deep and sensitive questions too early that will make the other person uncomfortable. There will be lot of time to get into such conversation if you decide to get into a relationship. Till then take the process safe and slow.

That’s it for now. I hope you find the above first date questions for seniors useful and use them when you go out on a date. Don’t forget to follow us and share this article.

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