Did you know, there are questions you should ask your boyfriend to not only deepen your relationship but to add some fun. According to Leslie Becker-Phelps, Ph.D. at WebMD, sharing personal thoughts and feelings is crucial to building a lasting relationship. Whether your relationship is brand-new, or you have been together for a while, try out some fun questions to ask your boyfriend and spark meaningful conversations.
Questions to Ask Your New Boyfriend
Learning all you can about your boyfriend's background will give you a better sense of who he is. This is especially important if you think the relationship might have long-term potential, so here are the kind of questions you should ask a potential boyfriend or a new boyfriend.
Where are you originally from? Where else have you lived? What was your favorite place and why?
What was your parents' relationship like?
What was your relationship like with your parents?
Do you feel your parents treated you and your siblings the same or was there favoritism?
What kind of student were you?
What are some of your favorite childhood memories?
What was your favorite subject in school and why?
Do any health problems run in your family?
What's the kindest thing you've ever done for someone?
What's the kindest thing someone's done for you?
Are you close with members of your extended family?
What are some prominent things that have happened in your past that you think have contributed greatly to who you are today?
What are some things in your childhood you'd like to improve upon for your child/children?
Tell me about your favorite childhood pet.
Did you have a lot of friends as a child, or did you have just a few really good ones?
How did you spend your summer vacations?
Who was your hero when you were growing up?
Fun Questions to Ask Your Boyfriend
When your relationship is still fresh, it's nice to get to know the silly basics of what makes your man tick. What's his favorite color? Which food does he absolutely despise? Can he beat you in a game of Monopoly? Here are some fun, cute questions to ask your boyfriend.
If you could spend the day with someone famous, alive or dead, who would it be?
What is your favorite board game?
Describe yourself in a single word.
Describe me in a single word.
Would you go dress shopping or shoe shopping with me?
Another girl hits on you in front of me. How would you handle it? What about if I wasn't there?
What's the weirdest thing you've ever eaten and liked?
Can you tell me about your most embarrassing moment?
What is your favorite item of clothing?
Are you superstitious?
If you could be anyone else for a day, who would you choose?
If you had a horse, what funny name would you give it?
What do you think of public displays of affection?
Describe your dream house.
What's your dream job?
If you're having a bad day, how can I cheer you up?
When you're sick, do you like to have someone taking care of you, or do you prefer to be left alone until you're better?
What's your favorite sport?
What sport would you never want to watch?
If you're lost, do you ask for directions?
Describe the ideal vacation.
Describe an ideal weekend.
What's your favorite dessert?
Do you prefer coffee or tea?
What would you do if I were suddenly unable to speak your language?
What's one household chore you don't know how to do?
What's one type of household chore you're unwilling, or at least very resistant, to do?
If we were in a group at a party and told a horrible joke that no one else laughed at, what would you do?
Who's your hero?
What's your favorite book?
What's your favorite magazine?
How much time do you spend on social networking in a week?
Will you tell me if I have lipstick on my teeth or if my hair is standing straight up?
If you won the lottery, what would you do with the money?
Serious Questions to Ask
Fun questions help get the conversation going, but you'll want to delve into more intimate matters eventually. These deep relationship questions will give you a better idea about your boyfriend's relationship history and a hint about how your own relationship might turn out.
How did your last relationship end?
Are you and your ex still friends?
How many sexual partners have you had?
Have you put yourself at risk for an STD by skipping protection?
Have you been tested for STDs/HIV?
Would you be willing to go in for testing again before we get more involved?
How would you handle it if you thought another guy was hitting on me?
How would you handle it if I lost my job, and we were living together and sharing expenses?
Are you able to keep your anger under control?
Do you like to travel or would you rather stay home?
How do you handle disagreements?
Do you think men and women can be platonic friends?
Do you think it's OK for men and women who are in separate relationships to go have coffee or lunch together?
What is something you do which might cause me to question your loyalty?
What are some of your ideas for how to keep a relationship strong over time?
What do you think of my dream of becoming a ______? (Fill in your own goal, like novelist, karaoke star, or TV personality.)
Do you think it's OK for people to vent to others about their significant others, or do you think that it's completely disrespectful and complaints should be kept within the relationship?
When you break up with someone, how do you do it?
What's the worst breakup you've ever experienced? Why was it so bad?
What are your thoughts on marriage?
What are your thoughts on divorce?
What do you consider cheating, besides the obvious?
Are you comfortable talking about where our relationship is going?
If I were offered a promotion and had to move away, would you move with me?
Where do you see us in five years?
If a girl asked for your number, would you give it to her, just in case we break up?
If one of your friends or family members told you to break up with me because he/she didn't like me, would you?
How do you feel about my family and/or friends?
How would you deal with a disagreement with one of my family members or friends?
How much time do you think we should each spend with our family/friends outside of gatherings that require us both to be there?
What do you tell your friends about me when I'm not around?
If one of your friends flirted with me and I told you about it, how would you handle it?
Important Questions to Ask Before Moving in Together
Moving in together is a major move forward in any relationship, so don't go into it blindly. Your boyfriend's answers to these revealing questions should help you determine if the two of you have enough basic compatibility to live together on a daily basis.
Do you want to live together?
When do you think you will be ready to move in together?
How will we handle paying the bills?
If we were to break up, who would move out?
How long do you think we will live together before getting married?
How will we make sure the chores around the house are divided fairly?
Are you a neat freak, or do you tend to leave socks and other items lying around everywhere?
Do you plan to adopt or purchase a pet in the near future?
Would you ever consider having additional roommates to cut costs if we had a place with enough space?
How will we make sure we each get to spend time alone when we share the same place?
If I have to work really late, will you have a problem with cooking or picking up some dinner for both of us?
Do you see us getting married in the near future?
Questions to Ask Before Getting Engaged
If you reach the stage where the two of you are talking about marriage, it's time to discuss major life issues before you get engaged - not after. Asking your partner these future questions could save you from the heartache of a broken engagement or, worse, a future divorce.
Do you want kids? How many?
Where do you want to live in the long term? City? Mountains? Country?
What is your philosophy on money within a marriage? Is what's yours mine and vice versa, or will you prefer separate accounts and a roommate situation with bill paying?
How do you feel about taking in family members during a hard time? Elderly parents?
What's your take on getting the housework done if both partners work outside the home?
Try not to jump to any immediate conclusions during your question-and-answer episodes. Instead, take a day or two to mull over his answers and decide where you want the relationship to go. Think about what's important to you in terms of your current relationship. While you won't want to have his answers chosen for him ahead of time, you will want to think about what kind of answer you'd like him to give. Think about which points are non-negotiable, and which issues you are willing to compromise on. If you find his answers are not compatible with yours more often than not, you may want to cut your losses early. Of course there are always ways to compromise when someone is very special to you.
