A common theme in many relationships is the desire to learn more about your partner. If you’re going to build a life with someone, it only makes sense that you’d want to know as much as possible about them.
People often find themselves asking their partner various questions about themselves, trying to get a better grasp of who they really are and what they enjoy doing. Asking these questions usually provides an excellent opportunity for self-reflection and discovery. However, if you’re looking for a fun way to test how well your date knows you, simply ask the question: “how well do you know me?”
Most people have a difficult time coming up with specific answers when being questioned about things that they either don’t know very well, or have never considered.
Asking these questions early in the relationship may not be the best idea, since there are many things about oneself even one’s closest friends are unaware of. However, asking these how well do you know me questions later in the relationship is a great way to open the dialogue and learn more about each other by sharing memories and experiences you’ve had together.
You might even discover some interesting new bits of information while asking your partner these questions! You can ask them right away if they think they know enough to answer them, or if you want to stretch it out a little longer, let them think they know what you’re going to say before revealing the answer.
The possibilities are endless when it comes to “how well do you know me” questions. No matter how old or young you are, whether you’ve been in relationship for five months or 50 years, these types of questions are sure to make both of your lives more interesting! Try it out next time things start getting boring with the person(s) you love.
1. What is my favorite color?
2. What is my favorite food?
3. If I could live in any other time period, which would it be and why?
4. What’s one thing you never knew about me?
5. What’s the most embarrassing moment of my life?
6. Who is my best friend & why?
7. Would you consider yourself somewhat of an introvert or extrovert? Why?
8. If I could do anything for a living what would it be and why?
9. Do you think there’s anything that might prevent us from being together in the future (like getting married)? If so, what & why do you think so/how can we work around it?
10. What is one of my most annoying habits / quirks?
11. I’m thinking about buying a new pet or getting a tattoo, what do you think and why?
12. Once and for all: which team (fandoms) do we cheer for: Marvel/DC/Disney/other?
13. If you could choose an animal to be your spirit animal – which one would you pick and why?
14. Do we want children in the future if yes – how many and when would be the best time to start trying for them (in our opinion)?
15. How long have we known each other?
16. If you had to move away from me forever – where would you want to be and why?
17. What superpower would you like to have?
18. Would I ever consider moving to a different country for a work opportunity & which one would I choose if yes – why?
19. What do we always argue about? Why cannot we seem to resolve it even after all this time together?
20. If you could give me anything what would it be and why?
21. In 5 years, where do you hope the two of us are at in terms of our relationship with each other and our careers?
22. How do you think your life will be 10 years from now – what’s going on for you personally and career-wise (and according to plan or no plan at all)?
23. If you could change anything about me – would you and what would it be?
24.If we were to go out on a formal date – which restaurant would we want to go to and why?
25. What’s something that I don’t know about you (that might come as a surprise such as: do you like rap music or country, are you allergic to any foods, etc.)?
26. Which celebrity would play us in a movie based on our lives and why them?
27. What is your favorite memory with me since we’ve been together?
28. If I had to choose two characters from any fandom who I felt most similar (personality wise) to – who would they be and why?
29. What is one of your most vivid memories of me from the past (more than 5 years ago)?
30. If you could break any law without getting caught & not get in trouble for it – what would it be and why?
31. What makes me different than other girls that you’ve dated / known before and how do you feel about that?
32. Which country, state/province & city would we want to visit together and why?
33. If I died tomorrow – what moments or memories would you miss most about me?
34. How long do we argue on average every week and has this changed since we first got together?
35. Do you think that I will ever regret dating you? If yes – why and if not, why do you think so?
36. What does our relationship mean to you & how long do you see it lasting for (when asked after 6 months)?
37. Do I amaze or impress you all the time with my random knowledge of things even though we do not share the same interests?
38. What is your biggest pet peeve of me?
39. How would our lives be different if we never met each other and did not date each other? 40. Would I be one of the first people you call on your phone if something bad happened to either one of us (like death, accident, etc.)?
41. What personality trait of mine do you wish that I didn’t have?
42. What’s something that annoys you about me – but doesn’t really bother you all the time (like my snoring, forgetting things, etc.)?43. How long would it take for your family to accept me as your girlfriend / fiancée / wife even if they haven’t met me yet?
44. Do you usually think before acting or do whatever pops into your head first?
45. If we could be best friends forever what are some traits of mine that make me a good friend to have in your life?
46. Which celebrity couple should portray us in a movie based on our relationship and why them? . What is the one thing that I do that annoys you most?
48. What is the sweetest thing I have ever done for you?
49. If we could go on a date anywhere in the world – where would it be & why there?
50. What are your thoughts about us being together 10 years from now?
51. If both of us were to get into a serious argument, how would you try to resolve it with me (whether I apologize or accept blame first)?
52. How well does my family know you and what are your interactions like with them?
53. Would you want to know if I had dark secrets in my past before getting married / moving in together / etc.?
54. Do you feel insecure sometimes when other guys check me out during our time together (not flirting or anything of that sort, but more like admiration)?
55. What is my most annoying habit?
46. What are some things you have done for me lately?
47. Are there any clothing items that I own that you really don’t like and wish I’d never buy again?
48. When do you think that I am the most attractive?
49. How long will it take for us to say “I love you” to each other after starting to date seriously?
50. What is your favorite thing about me?
51. Which celebrity couple should portray us in a movie based on our relationship and why them?
52. If we were going to move in together, would you let me decorate the house?
53. What is your definition of a perfect date with me?
54. Will you ever consider breaking up with me and if yes – what would be the main reason for that?
55. Can you see yourself having children with me one day and what would be your perfect number of kids?
56. If you saw me with another guy would it make you jealous if the other guy was taller than you, had similar body size as yours or was shorter than you?
57. Have I ever told you how I want to propose to you and if yes – what are the ideas that come into my head on that topic?
59. Would you rather have an amazing wedding day with no honeymoon or have a casual wedding day with a long & amazing honeymoon?
60. If I was to get sick, how would you help me get better faster by doing things for me (examples: cleaning the house, cooking my favorite foods, bringing me medicine and other things like that)?
61. Where do you see us living in 10 years?
62. If we got into a fight, would you ever consider breaking up with me or staying with me even though we were fighting?
63. What is one thing about me that you truly admire and wish that you had too?
64. If we were moving, would you help me to move or would I have to do it by myself?
65. If we got married (hypothetically), what is the one tradition that I would want to keep from my culture and family and why?
50. How long do I have to wait until I can see you again?
51. What makes me a great girlfriend / fiancée / wife?
52. Do you ever get upset at things I say & do?
53. Is there anything special that only we know about each other and keep it as our little secret or do we share all our secrets with one another?
54. If you could go anywhere in the world for a day with me, where would it be?
55. When was the last time that I made you smile?
56. What are some things that make our relationship unique & special to us?
57. Do you ever ask yourself “why did I fall for her / him” or question if it was the right thing to do?
58. Do you ever want to try having a long distance relationship? Why or why not?
59. Are there any words that you are dying for me to say to you & if yes – what are they?
60. What is your favorite body part of mine and is it important for you that I maintain it?
61. What is the nicest thing that I could do for you without expecting anything in return from you?
62. When was the last time we talked on the phone and what did we talk about?
63. Can you tell me three things that you love about me & why these things stand out to you?
64. Would it bother you if other people knew that we were in a relationship together?
65. What’s your current mood?
66. Would you rather spend the rest of your life with me or die and go to heaven and be able to see everyone who has ever died but never had the chance to meet (i.e.: friends, family, etc.)? 67. Do you trust me not to do things that would hurt our relationship?
67. What is your favorite memory from our relationship?
68. How long have we been together and what makes us a couple in your eyes?
60. If I could show you anything, give you anything or take away any pain – what would it be & why? 61. What is your favorite activity that we do together & why?
69. What is something that happened between us that makes you laugh when thinking about it?
63. What’s your favorite thing about me?
69.1. Do you ever wish we were together more than we are now & why?
65. When was the last time I made you feel good about yourself and how did I do it?
69.2. If all this disappeared tomorrow, what do you think would be the one thing that I couldn’t go a day without doing?
70. What is our expiration date and do we have an official contract?
71. Do you miss me when we’re apart?
72. Have we ever said “I love you” and if yes – when did we say it and how did we say it?
73. Did you ever think that we would break up and if yes – when did you start thinking about breaking up with me?
74. When was the last time that I made you feel insecure or upset about myself ?
75. How do you see us in 10 years from now & do we still have a strong hold on our relationship?
76. How would you describe me in a word or two and why?
77. What is your idea of a perfect day with me if we could do anything that we wanted to all day long ?
78. Are you happy with our friendship & relationship?
79. Do you think that it’s possible for us to go from friends into lovers? 80. Do you think that we will be together forever?
81. What can I do today to make tomorrow better?
82. If you were granted only one wish, what would it be & why?
83. What message would you send back in time to yourself to help yourself out if possible ?
84 . When was the last time that I made you cry and what happened that made you so emotional?
85. When was the last time that I disappointed you or hurt your feelings & how did it happen?
86. What is the most romantic thing that anyone has ever said to you & why does it stand out in your mind?
87. If we were not dating – would we still be friends and what would be different?
88. Where do we see each other in five years from now?
90. When was the last time that you told me that you loved me & what awesome things did you say to make it special?
91. Have I ever made your jaw drop & your eyes pop out of their sockets because of my good looks?
92. How many times would you like to hear me say “I love you” and why is that the magic number & what makes it special for you?
93. What is the longest amount of time that we have gone without seeing each other and how did it happen?
94. If you could go anywhere in this world with anyone – who would it be & where would you go & why ?
95 . Is there anything about me that really turns you off or upsets you ?
96 . What do I need to change about myself to make our relationship better , stronger, tighter?
97 . If I could take back any mistake I’ve ever made in our relationship – what would it be ?
98. What’s the one thing that you love about me above all else ?
99. What is the nicest thing that anyone has ever done for you and how did it make you feel?
100. If I died today, what would be going through your head & heart in 5 years from now when we came to visit my grave together?
102 . Are we happy with the amount of intimacy we share ?
103 . How long was the longest time that we have been apart from each other and how did it happen?
104. What is something sweet that I could do for you right now just because I wanted to ?
105 . Do you think that it’s possible for us to go from being friends lovers or will things get awkward & weird between us?
106. What was the last lie that I told you and what did I lie about ?
107 . Who is the person that knows me the best & who loves me even when they know all my flaws, secrets, and weaknesses?
108 . Do we have a better friendship or relationship & why do we think so?
110 . When was the last time my physical appearance gave you butterflies in your stomach but for an entirely different reason than it usually does ?
111. When was the last time that something happened to you & you wanted to share it with me but couldn’t find the words to describe how it made you feel ?
112. If I died tonight would there be a place for me in your heart forever ?
113 . If I didn’t exist would there be a huge void in your life & why ? 114 . What is the best feeling in the world when you know that you did something good for somebody and it made them smile ?
115. If we never met before where we both live , what totally random circumstance would we bump into each other and how would it happen?
116. What was the last embarrassing moment that you had to endure because of me?
117 .How can I always seem relaxed & comfortable in your presence ? 118. If we were each given $100 and told not to give it back under any circumstance what would we do with our money and why ?
119. When did we first start hanging out, going out together , seeing each other, dating or talking on a regular basis?
120. How did our relationship begin & when did things start to get romantic between us ?
121. Who are three people that know us both really well & could say something about how much you mean to me if asked by them privately & what would they say about you?
122 . How do I make you feel when I look you in the eyes?
123. When was the last time that I did something sweet for you & why do you remember it especially well ?
124. Is there any one person who has loved me longer than anyone else ? 125 . Do I know what makes your heart flutter?
126 . What is the nicest thing that anybody has ever said to you about me and how did it make you feel?
127. What are some of my bad habits or flaws that get on your nerves but are willing to put up with them because they are part of who I am?
128 . What is my best feature out of anything physical ?
129. Have I ever made your jaw drop , eyes pop out & mouth fall wide open because of my good looks?
130. How many times would I have to see you cry or be upset before feeling the need to comfort you and give you a hug?
131 . What do we always find ourselves doing together ?
132 . List three things that we enjoy doing together & aside from spending time with each other, what makes them so special?
133. If money was no object and we didn’t have responsibilities , what fun crazy adventures would we go on and what kind of trouble might we get into ?
134. Do people think that our relationship is only physical & not romantic?
135. How much affection can I show in public before it starts to bother you? 136. Do you wish that I could spend more time with you right now? 137. Does the way that I smile make you smile too ?
138. When did the last time you made me genuinely laugh so hard that tears ran down my cheeks?
139 . What are four words or phrases that I say to you often & how do they make you feel when I say them?
140. Who is your favorite person who knows both of us well and why?
141. Would things change between us if the worst thing that ever happened to either one of us occurred?
142. If your ex came up to you today asking for a second chance would you give it to them even knowing that I care about you & have feelings for you?
143 . Do our friends & family think that we are good together ?
144 . Have other people said something to you about me or our relationship before and what did they say ?
145. When was the last time that we were in a very serious argument and how did it end?
146 . What do you like most in me aside from my looks and personality, why?
147. If one of my friends hit on you would you give them your number or go out on a date with them even if it wasn’t me that asked you? ?
148 . Do people think that we are too young to be in such a serious relationship?
149. List three things that I always do for you and ask if there is anything that I don’t do for you but wish I could ?
150. How important am I to your life & why?
151. What is the best gift that I have ever given you & how did it make you feel?
152. How would our lives change if we moved to a new city or state ?
153 . Have other people made comments about us as a couple and what have they said?
154 . What do you love most about me aside from my good looks, personality, charm & sense of humor, why?
155. If I told you something bad was going to happen , would you believe me ?
156. What positive trait do I possess that makes me unlike any other person that you know, why?
157 . Do people think that we are happily in love or just two friends chilling together ?
158. Has there been a time when our relationship was mildly interesting to the public?
159. Do I have your full attention when we are together or do you seem distracted ?
160 . If you could change one thing about me , would you and why ?
161. Are there any romantic moments that we shared in the past that stand out in your mind even today?
162 . What is my most annoying habit & how does it make you feel when I do it?
163. List three things that you love doing with me & ask if there is anything else that I don’t let you do but wish that I did?
164. List four times when I made a notable effort to please you and ask what was the very best effort I put forth for your happiness
165. What is the best thing about our relationship ?
166 . If I was to do one thing for you , no matter how big or small, what would it be and why ? 167. How well do you think that I know you & what are three things that I don’t know about you but wish that I did?
168. Can others see the love in our eyes when we look at each other?
169. Do people say mean things about me behind my back & if so what kind of things do they say? 170 . Is there anything in life that frightens me even though I try not to show it?
171 . Is there something in my personality or appearance that bothers you ?
172. Does our relationship have any strong benefits that are not seen by the human eye?
173. Is there anything that I do that hurts you or upsets you?
174. When was our last big argument & how did it end?
175. If you could change one thing about me , would you and why ?
176 . What is your favorite memory about us so far?
177 . Are there any memories of me doing something stupid or childish that still makes you laugh today? ?
178 . What kind of future do we have together considering what I want to be & what you want to be ?
179 . How would things be different if both our dreams came true &we moved away from each other or if something happened to either one of us?
180. If you could look into my mind & see how I truly feel about you , what would you find?
181. Is there anything that I don’t know about you that worries you? 182 . What are three of your most treasured qualities ?
183 . Do people think that we have a fairytale romance or are they somewhat realistic in their views of our relationship ?
184 . Have other people made comments about us as a couple & if so, what kind of things do they say?
185. How much time do you spend thinking about me every day and why ?
186. When was the last time that I showed interest in something that really excited you & did it make you feel loved ?
187. Are there any moments when you wish
that you would have said something to me but didn’t?
188. What are the four best ways that I say I love you without using words ?
189. Do people point out our resemblances or obvious connection , if so, what do they say ? What traits of mine make it easy for others to see why you fell in love with me?
190 . When was the last time that I embarrassed you & how did it make you feel?
191 . How often do we go out on dates & is there anything that I do every date that makes it special for you?
192 . If one of us were guaranteed to die today , how would our last conversation go down before the inevitable happened? ?
193 . Is there anything about me that annoys you or that makes me different than others?
194 . Is there something that I do that makes you feel appreciated & loved ?
195. What are three qualities that I possess that help improve our relationship ?
196 . How many times a day do you think of me & why ?
197. If one of us was to say goodbye forever , what would be the last thing that we said to each other & how did it make you feel?
198. What words would describe my personality in your eyes?
199 . Have people commented on our positive connection and if so what kind of things have they said ?
200. If one of us was going through a rough time , what is some advice
you’d give to cheer them up?
201. What are the four most romantic things that I do for you?
202 . Do you think there is anything lacking in our relationship ?
203. What would be your perfect Valentine’s day ?
204 . How often do people assume that we are married & why ?
205. Is there something about me that you find attractive even though it doesn’t necessarily fit your “type”?
206 . If one of us lost the other to death , how would they handle their loss & what kind of support would they expect from the surviving party?
207 . If someone were to ask you what trait first grabbed your attention when meeting me, what would say?
208. Is there anything about me that makes you feel insecure or as a man ? 209. Is there something that you wish we had more of in our relationship?
210. What kind of future do you see us having together ?
211 . How many texts/calls a day is too much and how many is not enough ?
212. Are there times where I am to lenient with you & times where I am too tough on you & why ?
213. If you could change one thing about me , what would it be?
214. If someone were to say one mean thing about me, what are some things that they would say?
215 . Do people make jokes or have
negative comments about our connection, if so, what are they?
216. When was the last time that I made you frustrated & how does it make you feel ?
217. What is something that I would never do and you wish that I would?
218. Are we more of a “chill out on the couch” type of couple or “go out & hit the town” type of couple?
219 . How often do people assume that we are married, engaged or together ?
220 . Do people see us as a power couple , if so, why?
221 . We’ve been through some tough times , but what has been your biggest fear during those times & how did it make you feel when facing those fears?
222. If one of us was in danger , what kind of support would they expect from the other person to get them through their difficult time ?
223. When was the last time that you felt vulnerable & how did I react?
224 . Have people ever made assumptions about the future of our relationship ? If so, what led them to those assumptions & how accurate do you think they were?
225. What is something that I wouldn’t understand even if you tried to explain it in detail?
226. Is there anything that I don’t know about your family or childhood and would want me to know ?
227. Are we a loud couple or a quiet couple & how does this influence our relationship?
228 . How many times a day do you dream about me , why & when was the last time?
229 . What are some things that you do in hopes of impressing me , but haven’t worked ?
230 . Is there anything that you think I do in our relationship that is unnecessary & what are they?
231 . Do you see us having more children & why or why not?
232. If one of us lost the other to death , how would they handle their loss & what kind of support would they expect from the surviving party?
233. When was the last time that I made you proud & how does it make you feel ?
234 . Has there been a situation where your friends have expressed concern for our future as a couple ?
235. What’s something that I’ve done recently that has become a huge habit that bothers you ?
236 . How often do people accidentally mistake me for being your sibling instead of your girlfriend & why do you think this is?
237. What is something that I would never do & you wish that I would?
238 What has been an instance where your friends have expressed concern for our future as a couple ?
239 . How often do people assume that we are married, engaged or together ?
246. What is something that I’ve done recently that has become a huge habit that bothers you ?
247. When was the last time that I made you proud & how does it make you feel ?
250. Is there anything that I wouldn’t understand even if you tried to explain it in detail?
263 . What has been something that I’ve done or said recently that has become a habit that bothers you?
274 . Is there anything that I can do to help our relationship & better understand you?
275 . Has there ever been an instance where your friends have thought that we were together , but actually had no idea?
276. Do people see us as a “perfect” couple , if so, why?
279. What is the best compliment that you have ever received about me & how did it make you feel when receiving that compliment?
280. Is there something that I’ve done recently that has become a habit that bothers you ?
282 .What is something that I’ve done or said recently that has become a habit that bothers you ?
283. When was the last time I made you proud & how does it make you feel ?
285. Is there something that I can do to help our relationship & better understand you?
286. What has been something that I’ve done recently that has become a huge habit that bothers you ?
292. What has been the most embarrassing moment that we’ve shared together?
293. Has there ever been an instance where your friends have expressed concern for our future as a couple ?
306. What has been an instance where one of your friends have expressed concern for our future as a couple?
317. Do people assume that we are married, engaged or together?
322. Who is most likely to initiate a romantic gesture in our relationship?