153 Deep Questions To Ask Your Girlfriend (Love and Know Her More Deeply)

By Ruth Jesse

January 10, 2024   •   Fact checked by Dumb Little Man

“I love you.” You’ve heard this phrase before, right? But how do you know if your girlfriend really loves you? Regardless of whether you’ve been dating for a month, six months, or even five years, there are always deep questions to ask your girlfriend. Deep questions spark deep conversations and make her feel loved, understood, and appreciated. Plus, you want to ask your girlfriend deep questions that will help you know what makes her tick. So what are these deep questions to ask your girlfriend? We’re glad you asked!

Photo credit: Pixabay.com

🤔 Here Are 153 Deep Questions That Will Help You Get Closer Than Ever With Your Girlfriend! 🤔

Read on to learn 153 deep questions to ask your girlfriend to know her better and become more intimate.

🤣 20 Fun Questions To Ask Your Girlfriend 🤣

Photo credit: Pixabay.com

You’ve dated your girlfriend for a while, and it’s time to get creative with how you spend time together. As such, you may want to spend quality time with her having fun conversations. Well, you want some fun but deep questions to ask your girlfriend. Here are 20 fun questions to know her and deepen your love for each other.

1. If money weren’t an issue what one item would you purchase for yourself right now?

2. What’s the craziest thing that ever happened in one of your dreams?

3. If money was no object, where would you go on vacation?

4. Who is your favorite musician/band, and why? (Bonus points for sharing yours!)

5. When did you last sing out loud?

6. What are you most proud of in your life so far?

7. Have you ever cried over a book/movie that wasn’t sad at all but just really sweet or touching? What was it about, and what made it make you cry?

8. Do you have any weird habits I should know about before getting too attached to you?

9. What do you think about the most?

10. If I were a color, what would I be and why?

11. What TV show do you watch religiously?

12. What is the most embarrassing thing that ever happened to you?

13. If you had one word tattooed on your wrist, what would it be and why?

14. If I were an animal, which one would I be and why?

15. What is your favorite curse word?

16. Do you have any hidden talents?

17. What’s your most embarrassing moment ever?

18. What would you do if I showed up at your house unexpectedly?

19. Do you have any tattoos, and if so, what are they of?

20. If I were a food, what would I be and why?

🙂 31 Personal Questions To Ask Your Girlfriend 🙂

Photo credit: Pexels.com

You want to know more about your girlfriend and what she likes, what makes her tick, or what she’s thinking. Or maybe you want to get close with her again but are having trouble thinking of questions to ask her. Well, now is the time! Get ready for a deep dive into your girl’s inner world with these 31 personal questions that will get you to know her better than any other guy ever could.

21. What was your first thought this morning?

22. What’s your favorite color?

23. What is your most treasured memory from childhood?

24. If you could live in any country, where would it be and why?

25. If you have children, what will be the most important lesson you want to teach them?

26. Who has been one of the biggest influences on you in life, and why?

27. What is your biggest fear?

28. Where do you go when you need inspiration?

29. Do you consider yourself to be fun and outgoing or shy and reserved?

30. When do you feel most beautiful in yourself?

31. What does being married mean to you, and what are some of the things that come with marriage that scare or excite you about it?

32. If a genie granted you three wishes right now, what would they be and why?

33. What is your biggest strength?

34. What is your philosophy on life?

35. What’s your favorite memory from school?

36. What is your favorite kind of flower?

37. If you could ask any question to anyone in the world right now, what would it be, and who are you asking?

38. If time travel were possible, where would you go in history and why?

39. What is one of the most important lessons that life has taught you so far?

40. If you were to present yourself in one word, what would it be and why?

41. What is your favorite movie? Why

42. What is your favorite place to go when you are sad or upset?

43. Who was the last person that made you laugh out loud, and why did they make you feel this way?

44. If you could live in any period, what would it be and why?

45. Who has been one of the biggest influences on you as a person?

46. How do you want to be remembered after death?

47. What do you find most valuable about your friendships?

48. Do you have any tattoos, and if so, what are they of?

49. What is your favorite thing to do on a quiet weekend?

50. Who was the last person that made you feel so happy, and why did they make you feel this way?

51. If God granted you three wishes right now, what would they be and why?

💭 16 Questions To Ask Your Girlfriend About Her Plans and Future Goals (Bucket List) 💭

Photo credit: Pixabay.com

You and your girl have been dating for some time now. And you think you know everything about her, but do you really? Well, you need to ask her questions that will help you get to know her better and learn more about what she wants in life. These 16 questions are great conversation starters, so be sure to use them when talking to your girlfriend next!

52. What is one goal that you have for yourself, and why do you want this?

53. If money was no object, what would your dream job/career be and why?

54. What is on your bucket list, and why did you choose them?

55. What is your dream job, and how would this affect our relationship?

56. How do you feel about long-distance relationships (LDR)?

57. If we were to leave the country, where would it be, and what are some of your favorite things about that place?

58. Do you see yourself living in the same city as me for a year from now? If not, what will change?

59. Where does marriage stand on your priority list right now, and why?

60. If you could learn any language in the world, what would it be and why?

61. What do you want to achieve or accomplish?

62. Who inspires you most? Why these people? How did they inspire/motivate you to become who you are today/achieve all this success etc.?

63. Where do you hope to live five years from now (house, country)?

64. What kind of wedding would you like to have?

65. How do you feel about having kids?

66. Where do you want to live after getting married?

67. What is it that you think we should do when we graduate?

💑 42 Flirty Questions To Ask Your Girlfriend 💑

Photo credit: Pexels.com

It’s always a great pleasure to get your girlfriend in the mood with some playful questions. These flirty questions will make her feel sexy and desired and set you up for an incredible night of passion! Check out these 42 flirty questions to ask your girlfriend:

68. Has any guy ever told you that you got cute eyes?

69. What was your reaction when you first saw me?

70. What draws you most to a guy?

71. What was it like when first fell in love?

72. How did you feel the first time you saw me?

73. What is your ideal date like?

74. If you could go anywhere in the world, where would it be?

75. What does sex mean to you?

76. What is one thing that no one knows about you?

77. Where would we go on the perfect first date if money weren’t an issue?

78. Do you believe in fate/destiny or self-determination when it comes to finding a partner?

79. Would you rather have a million dollars or true love with someone who doesn’t want financial compensation for their affections?

80. Do you love European men or American men more? Why?

81. Where would you like to be kissed the most?

Many have found the one they Love through these popular dating sites! Create an account with the one that best fits you Today! (Don’t leave your love life for tomorrow)

WebsiteDating Site(s)Description
eharmonyeHarmonyA Trusted Online dating site for singles.
sugardaddieSugardaddieA dating site for attractive single women and successful men who have financial security and confidence.

be2 (Mobile)

be2 (Desktop)

be2 is one of the leading names in the online dating space with extreme brand recognition and a high quality user base of singles looking for that special someone. Promote through superb demographically targeted and themed landing pages.

C-Date (Mobile)

C-Date (Desktop)

C-Date is the leading casual dating site for those who beside their career want to live their passionate fantasies with someone who shares the same spirit. It is a fantastic and well-established casual dating offer, which works on both male and female audiences.

Singles50 (Mobile)

Singles50 (Desktop)

Singles50 is one of the world's leading dating agencies for single women and men over the age of 50. We help you find the right partner for a fulfilling, long-term relationship. Our objective is to show that love can happen at any age!
Academic SinglesAcademic Singles (Mobile)

Academic Singles (Desktop)

Academic Singles is one of the leading platforms for singles with higher education in the search for love. We are specialized in connecting single men and women, taking their affinity into account. Our objective is to help you find your perfect match!

82. If you could choose, would you rather stay home or go out tonight?

83. What is the most romantic thing a guy has done for you?

84. On a scale from one to ten, how much did our first kiss mean to you?

85. Do you prefer to sleep with the lights on or off?

86. Can we take a selfie together and post it online right now?

87. What is the most romantic thing someone has done for you?

88. Can I give you a back rub tonight to help you get rid of all your stress?

89. Which part of your body would you want to touch the most?

90. What turns you on most in a guy?

91. Can I have a back massage tonight?

92. Would you rather go on vacation by yourself or with your boyfriend?

93. Is there someone you wish you could talk to right now?

94. Would you mind holding my hand in public?

95. What aspect draws you most to me?

96. Do you miss me when we are not together?

97. Where would you love me to kiss you?

98. Would you let me kiss you in public?

99. Have you ever had an exotic dream with me?

100. Have you ever taken a picture of yourself naked?

101. How do you feel about me when I’m away?

102. Do you imagine your future with me?

103. Is there anything you’ve always wanted to tell me?

104. At what point did you feel I was your soulmate?

105. What is the most adventurous thing we have done together?

106. If I were to move to the other side of the world, would you accompany me?

107. Do you wish to have a soulmate?

108. Did you love me at first sight?

109. How do you know you have fallen for a guy?

Learn how to Turn a Girl Into Your Girlfriend With One Simple Move, WATCH THIS VIDEO!

👫 19 Dirty Questions To Turn Your Girlfriend On 👫

Photo credit: Pexels.com

What’s the best way to get your girlfriend in the mood? Well, that depends on what she likes and if she is feeling sexy at the moment.

This is your chance to turn up the heat by asking some of these sexy questions that will make her want you even more. You can say them out loud, over text message or email, whatever works best for you two. But don’t answer any of these on her behalf – it won’t have the same effect! Scroll down for 19 dirty questions to turn your girl on:

110. Where is the weirdest place you have done it?

111. What outfit do you love to see me in?

112. Which part of your body do you love touched by your guy?

113. What is your most favorite position when making love?

114. Are there new moves you would like us to try?

115. Do you love sex?

116. How do you love to spend time in bed with your guy?

117. What one thing do you hate to do in bed?

118. What strangest place have you had sex?

119. Have you ever tried oral sex?

120. Do you love taking pictures with your guy naked?

121. How long do you love a sex session to last?

122. Have you ever used a vibrator?

123. Do you love reading erotica books?

124. Have you ever attempted to make a sex tape?

125. Have you ever visited a strip club?

126. Do you prefer to be in command or to be told what to do?

127. What would we do if no one else was here?

128. Have you ever tried playing a role?

🔔 25 Relationship Questions To Ask Your Girlfriend 🔔

Photo credit: Pexels.com

You want to build a healthy relationship, but you don’t know how to talk to your girlfriend. For most people, one of the best ways to bond with their partner is by getting deep and intimate.

As a man, there is nothing more fulfilling than having a fantastic relationship with your girlfriend. However, to ensure the relationship stays alive and kicking, you may find asking yourself what your girlfriend really wants from you.

Here are 25 relationship questions that you can ask your girlfriend to build a deep and lasting relationship to solve this problem.

129. What’s your favorite thing about me?

130. How did we meet?

131. What came to your mind when you first saw me?

132. If you could leave tomorrow never to return, would you?

133. Who was your first kiss with, and how old were you when it happened?

134. Have you ever cheated on a partner before?

135. What’s the best thing about our relationship?

136. Do you think we’re soul mates?

137. If I died today, what would you do with the rest of your life?

138. How many kids do you want to have, and when do you see us having them?

139. What’s one thing we do that really annoys you?

140. Are we okay right now?

141. What kind of parents do you think we would be to our kids and why?

142. If your ex came back into the picture and begged you to come back, would you take them back?

143. Where do you see us 20 years from now?

144. How many guys/girls have you been with before me, and what’s the difference between them and me?

145. What will our kids be like, and how would they look?

146. If we had a son today, what do you think his name would be?

147. When we’re 80 years old and sitting on the front porch, what will we be talking about?

148. If you could go anywhere right now, where would it be and why?

149. What’s your favorite thing to do with me, and why does it make you happy?


Learn how to never run out of things to say and how to make your conversations interesting and memorable. CLICK HERE!

150. Why did we break up before, and how did we get back together?

151. What do you like the most about yourself and why?

152. When was the last ti0me you went to a doctor/dentist, and what’s your upcoming appointment schedule like?

153. How much time do you spend with me compared to friends/family/alone time?

🔎 How To Know Your Girlfriend Intensely? 🔍

Photo credit: Pexels.com

Love is a complex thing. It is a deep feeling that has several variations, including friendship, passion, and desire. When you fall in love with someone, it is not always easy to find out the state of your love. Sometimes you wonder if she loves you or not.

Girls are known to be less straightforward in their expressions regarding love (well, not all of them). Yet, you need to know her better and grow your relationship. Want to know your girlfriend deeper? Let’s see how you can do it.

Proven Dating Courses that works like a charm:

WebsiteDating Courses Description
the-tao-of-badass-logoThe Tao of Badass7 Simple scientific tricks to have any woman you want
TRDHow To Find The Man Of Your DreamsAttract the Man of Your Dreams -- and Receive a Marriage Proposal in 12 Months or Less
TCBANText ChemistryLearn a special kind of text message that you can send a man right now that will unlock a hidden, ravenous desire for you.
downloadThe Devotion SystemLearn how to avoid making these attraction-killing errors and reveal a powerful set of words I call a "Devotion Sequence" that make a man lust uncontrollably for you (even if he says he's not interested).

🎈 5 Tips To Know Your Girlfriend Intensely 🎈

Here are five tips to help you know her deeper and get closer to her:

1. Be Her Friend, and Talk to Her Often

Being your girlfriend’s best friend will make it easier for you both to stay connected even when she is not around you. Even when you’re apart, you can still spend time talking happily as friends while waiting on that next moment together again in the future!

Photo credit: Pexels.com

2. Spend Quality Time With Her

Spending time with your girlfriend is one of the best ways to know her better. The more time you spend with her, the more opportunities will be available for you to get closer and learn about each other’s likes or dislikes. You can always make plans together like go out on a date night once in awhile just so that both of you can bond better.

3. Ask Your Girlfriend Deep Questions

Photo credit: Pexels.com

Get to know more about your girlfriend by asking her deep and serious questions that bring you closer. As you ask the questions, touch on different topics like music, movies, books, and games. What you need to do is really listen and pay attention when she answers you. Be genuinely interested in what she says, and don’t try to change the topic. This will not only help you know her better but also show her that you care about who she is deep down inside.

4. Play Together

Photo credit: Pexels.com

Discovering your girlfriend’s personality is one way to get a deeper understanding of who she really is. As such, playing with her can be very intimate. It gives you insight into how she thinks, feels about things in life . Playing together also helps satisfy any curiosity that may arise from doing this type of activity together on occasion!

5. Get Her Opinion on Different Issues

Always ask her opinion on different issues. If you’re going about a critical decision-making process, do not hesitate to ask her what she thinks. In fact, it is even better if you involve your girlfriend as much as possible in your life decisions. This way, you will get to know her intensely while deepening the bond between you and your partner.

⚜️ What Makes a Healthy Relationship? ⚜️

Photo credit: Pexels.com

A healthy romantic relationship is one of the essential things in life. It can help us feel better, more confident, and less lonely. Sometimes though, it’s hard to keep up with all the work that goes into a good relationship. Keep reading to know what makes a healthy relationship.

📍 5 Things That Make a Healthy Relationship 📍

Here are five things that make a healthy relationship:

1. Emotional intimacy

When you build emotional intimacy, it means that the couple is open and honest with each other. This includes sharing thoughts and feelings about daily events and, more important, issues such as personal goals and problems.

Photo credit: Pixabay.com

2. Mutual Respect

No matter how much how caring and show your partner love, the relationship won’t last long if there is no mutual respect between the two of you. This means respecting your partner’s opinions, even when you disagree with them. Plus, you need to treat one another as equals and value what they say about an issue or concern in the relationship without devaluing their thoughts or feelings.

3. Honesty

Another thing that makes a healthy relationship is being honest. This means telling your significant other when something bothers you and sharing good things with them as well. Being able to be open and share emotions will help create trust in the relationship.

Being able to express feelings, whether positive or negative, will help build trust between couples in relationships.

4. Trust

Trusting your partner means believing them when they say something and being able to rely on their judgment. If you can’t trust the person that you are with, it will be nearly impossible for the two of you to get through difficult times together or have a happy, fulfilling relationship.

5. Open Communication

Photo credit: Pixabay.com

Partners that are open with their communication not only have better relationships but happier lives as well. It’s important to share your feelings and thoughts regularly, so each other feels heard by the other person.

📌 Conclusion 📌

When it comes to building a healthy romantic relationship with your girlfriend, communication comes in handy. The more curious you get to know your girl, the more intimate you become with each other. With that said, there is no better way to know your girlfriend than asking her deep questions.

Now you have 153 deep questions to ask your girlfriend to know and love her more deeply. Go on and start that deep conversation and watch your girlfriend open up her heart to you.

Learn a “secret language” that makes any woman feel an uncontrollable obsession for you. WATCH THIS VIDEO NOW!

Ruth Jesse

Ruth is a life coach who specialises in relationships and career development. Outside work, she loves writing novels and guides for personal development.

Other Dating Guide

Individual Reviews

Recommended Scam-Free Dating Sites

At DumbLittleMan.com, we have analyzed all dating sites to find the ones that have great features and safety measures in place to be as scam-free as possible. Check them out!

#1 Hookup website for over 20 years! Large member base. Free to try.