I Asked My Boyfriend These 31 Questions, and You Should, Too

Whether you’re in a relationship currently or seeking a relationship, these are great questions to ask your man or soon-to-be man. This is also a great past time or conversation starter. I hope you have fun and enjoy because I know I did!

1. How do you imagine true love?

“As a couple, even on their worst days, they are still happy with each other. Even on my worst day, being able to talk to you and having you makes it all better.”


2. What do you appreciate the most in a friendship?

“Loyalty and honesty and being real and straight up.”


3. How important are looks to you?

“On a scale of one to ten, a six. It’s not all about looks, but everybody has their type.”


4. What is the first thing you notice in a female?

“A personality.”


5. Do you believe in love at first sight?

 "Si, but I’m not talking about the first time we met. I’m talking about the first time we hung out and I got to know you.”


6. What is the best date you’ve ever been on?

“McDonalds for dinner on the way to Charlotte, NC, followed by a John Mayor concert and a jam session on the two-hour drive home.”


7. What is one thing you’d lie to your significant other about?

“Nothing because she would find out.”


8. What are three qualities you look for in a potential date?

  • personality
  • “my type being a little nerdy girl”
  • a girl who doesn’t wear a lot of make up


9. What do you imagine your future family to be like?

“Living in a nice house, with an athletic boy and girl, happy to come home every day.”


10. What is your weirdest deal breaker?

“Nasty teeth.”


11. How would you deal with a girlfriend who has mental health issues like depression or anxiety?

“I do my best to comfort them in their time of need. I don’t always succeed, but I do my best.”


12. In your opinion, what is the best way to show love?

“To always be there no matter what is going on in someone’s life.”


13. When was your first kiss and how was it?

"I was going into my freshman year of high school, and her name was Anna and it was really good!"


14. What do you find attractive in a woman?



15. What is a turnoff in a girl?

“Smoking cigarettes, because it messes with their teeth and the cigarettes stink.”


16. Do you prefer a girl who knows what she wants, or would you prefer to call all the shots?

“I prefer a girl who knows what she wants because, if I don’t know what she likes, I might do the wrong thing.”


17. Is waiting for sex a deal-breaker for you?



18. Do you prefer to cuddle or make out?

“It depends on my mood.”


19. Is it a turnoff if a girl has more sexual experience than a guy?

“No, because I can’t change her past.”


20. Do you think men and women are equal?



21. What happens during a period to cause bleeding?

“The ovaries bleed out.”


22. Pick a place to live for the rest of your – the beach, city, or country?

“The beach is my answer, but the correct answer according to my girlfriend is the city.”


23. Which is better to listen to, the heart or the brain?

“The heart because the heart wants what the heart wants, and it normally leads you down the right path.”


24. What do you like most about me (your girlfriend?)

“You have a very unique personality because you have eight personalities like when you’re about to start your period you’re, ‘grrrr.’ Then, when you’re tired, you’re super weird, and when you’re hangry, you’re funny. I like your weird stage the best though.”


25. How do you describe me to others? Be honest.

“She’s a really nerdy looking girl and I love it, and she’s got a great personality. You’re not like the other girls who don’t have their stuff together. She has her life figured out, and that’s hot.”


26. Is it easier to ask for permission or forgiveness?

“Forgiveness because sometimes I just do it but only if it’s not serious. If it’s serious, I will always ask for permission first.”


27. What makes you feel most nervous?

“Knowing that I disappointed somebody before they know and waiting for them to find out.”


28. What do you regret most?

“Dating my ex for so long.”


29. When was the last time you cried and why?

“The last time I cried was the day I left for Tennessee because I knew I was going a farther distance away from you.”


30. What is the worst thing you’ve done?

“Continue to date my ex I talked about previously.”


31. What is your greatest irrational fear?

“My fear of snakes. I HATE SNAKES!!!!!”