30+ awkward questions to ask your boyfriend

The uncomfortable questions to ask a boyfriend are very subjective. What can embarrass one boy may not embarrass another. However, deeply emotional or intimate questions can be embarrassing for both of you if you are not in the right relationship stage to discuss them.

Conversations are definitely the best way to get to know a person. Questions help us get to know and understand people better. During the initial period of courtship, care must be taken about what is asked and said. This is because you never know what might make the other person angry or embarrassed. However, once couples are comfortable with each other, they usually want to know more.

So if you want to know what he really thinks, here are 30+ awkward questions to ask your boyfriend.

  • You really love me?
  • Do you think we’ll end up getting married?
  • Have you ever been unfaithful to any of your previous girlfriends?
  • You like children? How many children do you want to have?
  • What do you like in me the most?
  • Why did you break up with your ex girlfriend?
  • Have you ever been caught shoplifting?
  • Are you still friends with your ex girlfriend?
  • At what age did you make love for the first time?
  • Did you ever have a one night stand when you were in a relationship?
  • Am I better than your ex girlfriend?
  • Have you ever allowed yourself to drink and drive? (If so) Have you ever been caught?
  • Have you ever said, ‘I love you’, without being true?
  • Do you see me fat in this dress?
  • Have you ever done something very embarrassing in public?
  • Would you agree to do a blood test before we get more involved?
  • If you are given two options, kiss a guy in this room or walk naked on a busy street for an hour, what would you choose?
  • What would you do if I told you I’m pregnant?
  • Have you ever been attracted to a guy?
  • What would you do if you found out that I was cheating on you?
  • Do you think about your ex while you are with me?
  • If you could change one thing about my body, what would it be?
  • Would you leave all your friends to be with me?
  • How many people have you slept with?
  • How much do you think I weigh?
  • Guess how many guys I’ve slept with
  • How much do you weigh?
  • What am I doing that bothers you?
  • Have you ever fantasized about someone else while making love?
  • Have you ever fantasized about me?
  • When we wake up in the morning, what is the first thought that comes to mind when you look at me?