top of page
  • Writer's pictureForaging for two

10 Uncomfortable Questions to ask while getting to know your Partner

Updated: Aug 6, 2022

Here at Foraging for Two, we agree that the best way to really get to know your partner is to be an open book and completely honest with each other. But for some people, that may mean asking or answering some pretty hard questions. So this week we decided to compile a list of “10 Uncomfortable Questions” that may help you get to know your partner a little better, especially if the relationship is new. Let’s get started!

Couple laughing and being intimate

1. Have you ever been arrested?

The answer to this question can open up other subjects that may really help you understand what type of person your partner is. These subjects could be, maybe a mistake they made as a kid, issues they may have at the present time, or even their view on crime and certain political issues.

2. Do you see yourself starting a family one day?

There can be a lot of pressure on both men and women to start a family. But we all have different views on when is the “right time", how many kids, or should we even have kids. In our society we automatically assume that everyone wants to start a family at some point and that’s just not the case, so the only way to know if your partner is on board is to ask.

3. What do you like about our sex life?

Sex seems to be one of those topics that makes even the strongest couples feel uncomfortable discussing it. Open communication regarding the great things your partner loves about your sex life can really kick up the passion even more!

4. Is there anything you dislike about our sex life?

You shouldn’t ask question # 3 without question # 4. We all may like to hear the answer to question # 3 but the answer to question # 4 is just as important and it should be received with a positive, open mind. The great thing about finding out the truth to this question is that you can now make adjustments to a few things in your sex life and make it even more enjoyable for your partner!

5. Can we discuss our financial goals as a couple?

Finances, a subject that makes so many people uncomfortable to talk about but as a couple it is extremely important to discuss this topic. The answer to this question can lead to many other subjects such as both of your views on debt, if you are already planning for retirement or do you have a monthly budget.

Tip: Read about "How being Transparent can help you build and keep a loving relationship!"

6. What is your biggest fear?

This question is such a great one to help you understand your partner on a deeper level. Rather it’s the dark or losing their dog, the answer should be received with love and understanding. By showing your partner you are there for them during this conversation, it could lead to you being asked to help them overcome that particular fear one day and there’s no better feeling than being there for your partner!

7. What are your insecurities?

We all have our own little insecurities, but sharing them with our partner can show vulnerability, honesty and trust. When these qualities shine bright, communication flourishes.

8. When was the last time you were tested?

A subject that should be discussed before you are sexually active with your partner - especially without protection. Don’t allow anyone to make you feel like you are wrong for asking this question. If your partner is hesitant to answer, your job is to be patient, supportive and be willing to have a honest, open discussion about it.

9. Do you have any sexual fetishes?

This can be another very uncomfortable question to ask and answer within the topic of sex. Fetishes are nothing to be ashamed of, they can be exciting and fun to explore as a loving couple. So try to be understanding and open minded!

10. Do you love me?

The big question that some people are afraid to ask and answer. For the longest time, there has been this rumor floating around about, whoever says it first loses their power in the relationship….. THIS IS RIDICULOUS! In a happy and healthy functioning relationship that couldn’t be further from the truth. If you want to know, just ask and if you want to tell your partner how much you love them, just do it. Being open with your partner about love could be the cause of your relationship blossoming to new heights!

Tip: Read about "10 signs that you may have found your forever partner!"

When going through these questions on a romantic date night with your partner, just remember to be loving, supportive, understanding and open to excepting what your significant other is willing to share with you. Leave a comment below and let us know which question was the most “Uncomfortable” for you and your partner to ask!

Tip: Continue your conversation with our "20 fun "What If" questions for couples"


Hi, thanks for dropping by!

We are "Foraging for two" - a unique loving couple. Enjoy our opinions and ideas about Love, Life, Growth and everything in between. 

bottom of page