271 Romantic Questions About Love To Ask Your Boyfriend in 2026

Looking for interesting questions about love to ask your boyfriend on your next date? The thing about relationships is that after some time, you start to get curious about your partner. What are their fears? What are their dreams? What are their hopes for the future? Even if it’s a new connection where you’re still getting to know each other, asking the right questions can help you figure out whether you’re compatible and whether it makes sense to pursue it.

And so, to help you uncover the reasons behind some of what makes him tick, we’re sharing a whole bunch of romantic questions about love to ask your boyfriend, starting with romantic questions to ask your boyfriend to make him laugh, which you can sneak into conversation when the moment feels right.

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• Romantic Questions To Ask Your Boyfriend To Make Him Laugh
• Questions To Ask Your Boyfriend To Test His Love
• Serious Questions About Love To Ask Your Boyfriend
• Juicy Questions About Love To Ask Your Boyfriend
• Mature Questions About Love To Ask Your Boyfriend
• Take A Class To Spice Things Up

Romantic Questions To Ask Your Boyfriend To Make Him Laugh

For the girls whose boyfriend’s laugh is their favorite thing in the world, these playful prompts will bring out his goofy side and maybe even make him blush a little. Not only that, but finding questions about love to ask your boyfriend can also help him feel comfortable opening up on a deeper level.

1. What’s the weirdest thing in your search history?

2. Do you think you’re a good kisser?

3. What’s a “hot take” you stand by no matter what?

4. What’s a trend you wish would disappear forever?

5. What’s a small thing that irrationally drives you nuts?

6. What’s your biggest pet peeve in relationships?

7. Do you have a “weird ick” that feels silly but is very real for you?

8. What’s something I do that annoys you, but you haven’t told me yet?

9. What’s one of your own habits that you know is annoying for others?

10. What’s your least favorite chore, and do you ever secretly avoid it?

11. When was the last time you sang to yourself?

12. Which celebrity would leave you starstruck in real life?

13. What's your guilty pleasure?

14. Do you talk to yourself?

15. Do you sing in the shower?

16. What’s one family memory that always makes you laugh?

17. What was the last thing you searched on Google?

18. Do you believe in astrology?

19. Do you believe that every person has one soul mate?

20. Do you think it's possible to fall in love at first sight?

21. If you could go on any reality TV competition show, which would you pick?

22. If you started a podcast, what topic would it be on?

23. What's the last book you read for fun?

24. What's the craziest dare you've ever accepted during Truth or Dare?

25. What's one fact no one else knows about you?

26. Do you believe in ghosts?

27. What's a hidden talent you have that you never get to show off?

28. What's your most memorable experience from high school?

29. Do you ever feel like you lived a past life?

30. If you could go back in time and live in any historical era, which would you pick?

31. If you could host a dinner party with any famous person, who would it be and what would you talk about?

32. What’s the strangest dream you’ve ever had?

33. What types of games gave you the most joy as a child?

34. What's the wildest thing you've ever gotten the "ick" from?

35. What’s the wildest fashion trend you tried?

36. What’s the funniest text you’ve gotten?

37. Do you have any weird talents?

38. If you could change your name, would you?

39. If there were a book with one page written about every day in your life, would you read the whole thing?

40. What's your most memorable experience from college?

41. If you could only have one app on your phone, what would it be?

42. What’s a TV show or movie everyone loves, but you just don’t get the hype?

43. What's your all-time favorite meal, and who made it best?

44. What’s your ultimate comfort food, no matter how basic or weird?

45. Do you have any guilty pleasures?

46. What’s a TV show or movie you’ll never get tired of rewatching?

47. What’s your favourite song and what memory does it recall?

48. What is your favorite book and why?

49. If you could only buy your clothes from one store, which would it be?

50. What’s your favorite annual holiday, and how do you like to celebrate it?

51. What’s one thing that always and instantly lifts your mood?

52. What’s your favorite compliment you’ve ever received, and why did it stick with you?

53. What's the craziest conversation you've ever overheard in public?

54. What's your favorite scent?

55. What candy do you think is overrated?

56. If you were a sandwich, what sandwich would you be?

57. Who's the most surprising musical artist you love?

58. If you could pick up and move to an entirely new city, where would you go?

59. If you didn't have to work for an entire year, what would you do with your time?

60. If you could go back and relive any day of your life, which one would you pick?

61. What’s the worst joke you've ever heard?

62. What was your favorite subject in school?

63. Sneakers or sandals?

64. What food or drink could you never live without?

65. What’s the silliest video you’ve ever seen?

66. Which Disney character are you most like?

67. What's the best gift you've ever received?

68. What's the best gift you've ever given?

69. What do you think is the weirdest habit you have?

70. Have you ever used a pick-up line? Was it successful?

71. Do you believe in aliens?

72. Do you believe there are sea creatures we haven't discovered yet?

73. Would you ever run for President?

74. Do you ever snoop on people's phones in public?

75. If you could adopt any skill without practicing, which would you pick?

76. What's one meal you wish you could make perfectly?

77. What's your favorite amusement park activity?

78. What's your gas station snack combo?

79. What was your favorite school lunch as a kid?

80. Would you go to space if you had the opportunity?

81. What do you think is the best outfit in your closet?

82. Do you make your bed every morning?

83. Would you rather be right or happy?

84. Do you prefer rainy days at home or sunny days at the beach?

85. What was your best Halloween costume ever?

86. What is the best or strangest gift you've ever received?

87. Who is your favorite cartoon character and why?

88. What is the craziest thing you've ever done?

89. Who is your favorite fictional character and why?

Questions To Ask Your Boyfriend To Test His Love

When you want to go beyond surface-level conversations, asking deep questions can open the door to deeper connection and honesty. These questions about love to ask your boyfriend are designed to spark meaningful reflection and reveal how he truly feels about your relationship.

90. Do I make you feel heard?

91. How has your definition of love changed since we met?

92. What can't you live without?

93. When did you first feel totally comfortable around me?

94. What’s a dream you have that you’ve never shared with anyone?

95. If money and time weren’t an issue, what would you do tomorrow?

96. What’s one thing on your bucket list you hope to accomplish in the next five years?

97. What’s something totally out of your comfort zone you still want to try one day?

98. What’s a dream you’d love us to pursue together?

99. If we could plan the most epic vacation, where would we go?

100. If you could drop everything and start a new chapter anywhere, where would it be and what would you do?  

101. Would you ever want to live in another country? If so, where?

102. What's your dream house look like to you, and where would it be?

103. What kind of legacy or impact would you like to leave behind?

104. How would you define falling in love?

105. When did you know you were in love with me?

106. How do you like to express love?

107. How do you want me to express love to you?

108. Do you like being surprised by random gifts?

109. Would you like to receive flowers?

110. What's your favorite date we've ever been on?

111. If you could plan a date for us anywhere in the world, where would we go and what would we do?

112. What do you think about public proposals?

113. Do you think couples should talk about engagement rings before they get engaged?

114. Have you ever thought about what you want your wedding to look like?

115. Do you like surprises?

116. How do you feel when we argue?

117. Do I make you feel valued?

118. Do you see yourself proposing to someone else or being proposed to?

119. What's something I can do to make our relationship better?

120. Do you think we have healthy emotional intimacy?

121. Do I show up in your dreams?

122. Is there anything you've ever wanted to teach me?

123. What do you like about this relationship?

Serious Questions About Love To Ask Your Boyfriend

If you’re already in a committed relationship, casual chit-chat might not feel enough anymore. That’s often the perfect moment to start opening up through thoughtful questions about love to ask your boyfriend, or even more serious questions about love to ask your boyfriend, like these.

124. If you could change anything about the way you were raised, what would it be?

125. Do you remember your first big risk? Would you take it again?

126. What does loyalty mean to you, and how do you show it?

127. What was a milestone in your life that completely changed you?

128. When did you first move out of home and what was it like for you?

129. What’s one value you’ll never compromise on, no matter what?

130. What was your first love and your first heartbreak?

131. What do you believe is the purpose or meaning of life, and how does that influence your choices and priorities?

132. What’s a “first” you still want to experience with me?

133. What’s a dealbreaker for you when it comes to a partnership?

134. Is it easy or hard for you to be vulnerable, and why?

135. Do you believe in deja vu?

136. Do you tend to be more idealistic or realistic in love and life?

137. Is there something that you dreamed of doing for a long time? If so, why haven’t you done it?

138. How do you feel about your relationship with your mother?

139. What’s one way I could support you better?

140. What is your most terrible memory?

141. Do you want kids?

142. What does your vision of a happy family look like? 

143. What are your top priorities?

144. Do independent women threaten you?

145. How and when did the last relationship end?

146. Have you ever cheated?

147. What are you afraid to lose?

148. Do you have a secret hunch about how you will die?

149. What’s your relationship to money: stressful, strategic or chill?

150. How do you think responsibilities should be divided in a marriage?

151. How do you identify politically?

152. Do you think it's ever okay to lie? In what circumstances?

153. Would you speak up if I did something that offended or upset you?

154. What's a relationship mistake you made in the past that you don't want to repeat?

155. Do you think people ever truly change?

156. Does your family have any cultural values or traditions I should know about?

157. Do you think we fight fair?

158. Do you think couples should have shared financial power in a relationship or should it fall to one person?

159. Would you rather be a stay-at-home parent or a working parent?

160. Do you expect dinner to be ready when you get home from work? What happens when both of us are working?

161. Has anyone ever made you feel belittled at work? What about in your personal life?

162. Do you think it's possible to stay in the honeymoon phase forever?

163. Do you think the mental load of our shared responsibilities is equally divided?

164. How do you think couples can keep the spark alive in a long-term relationship?

165. Do you feel like there are gender or societal pressures in our relationship?

166. Would you ever go to couples therapy?

167. Do you feel safe in our relationship?

168. What do you value most about our relationship?

169. What's something we could change about our relationship to make it stronger?

170. Can you see yourself marrying me?

171. Do you see yourself as more of a saver or a spender?

172. Would you rather have a lot of money or a lot of free time?

173. How do you define success and what does “making it” mean to you?

174. What’s your dream lifestyle and what would it take to get there?

175. If you could switch careers or be in your dream role tomorrow, what would you do?

176. How do you feel about financial transparency in a relationship?

177. What are your expectations around finances within a relationship?

178. What role do you think each partner should play in contributing to household and shared finances?

Juicy Questions About Love To Ask Your Boyfriend

These juicy questions about love to ask your boyfriend are a great way to spice things up while learning about your partner’s desires and personal preferences. You can add them to a handmade card or love letter as part of a first anniversary gift, and these types of questions can help you get to know your partner better than ever.

179. Do you ever sleep naked?

180. Are you a part of the Mile-High Club?

181. Do you prefer the lights on or off?

182. What’s something small I do that turns you on?

183. What’s something you’ve always wanted to try together?

184. What’s a fantasy you’ve never shared before?

185. Which body part is your favorite?

186. Have you ever played strip poker?

187. How do you feel about talking openly about sex?

188. Have you ever had a one-night stand?

189. How do you feel about public displays of affection?

190. Are you satisfied in the bedroom?

191. How many sexual partners have you had in your life?

192. What's something we've never tried together that you want to?

193. Do you wish we used more sex toys together?

194. What's a fantasy of yours we've never talked about?

195. Do you like to move fast or take it slow?

196. What's your favorite type of kiss?

197. Do you like sexting?

198. Do you think men and women can ever just be friends?

199. How many times do you think couples should have sex a week?

200. What was I doing the last time you felt turned on by me?

201. What non-sexual act turns you on the most?

202. Do you like it when I wear lingerie?

203. Do you like wearing lingerie?

204. Do you wish I were more affectionate?

205. Would you ever want to make a sexy film together?

206. Do you like to talk dirty in the bedroom?

207. What's the sexiest thing about me?

208. What's an instant turn-on for you?

209. Do you remember what I wore on our first date?

210. Do you like it when I wear perfume/cologne?

211. What color should I wear more?

212. What's your favorite physical attribute of mine?

213. What's your favorite physical attribute of yours?

214. What's your favorite cuddle position?

215. What do you like most about me now?

216. What gives you butterflies?

217. What's your favorite inside joke we have?

218. There are eight billion people in the world. Why are you with me?

219. Will you dance with me right now?

220. What's your favorite way to be greeted by me?

221. How many times did you want to ask me out before you did?

222. What color do you associate me with?

223. Do you think about me during the day?

224. What was our first kiss like for you?

225. If I were sad, how would you make me feel better?

226. Do you like sex with the lights on or off?

227. Do you enjoy erotica?

228. What is your secret fantasy?

229. Have you ever acted out a fantasy?

230. How do you think our sex life would change once we have children?

231. Where would you most like to be kissed?

232. How would you feel about going skinny-dipping?

233. Do you feel more connected through physical affection, like hugs or kisses?

234. Are there types of affection that make you feel especially close to your partner?

235. What makes a romantic moment feel memorable to you?

236. Do you think personal style plays a role in attraction?

237. Do you appreciate when your partner expresses themselves through personal style?

238. How do you feel about taking initiative versus responding to affection?

239. Which emoji reminds you most of me?

240. When did you first realize you felt attracted or interested in me?

241. If I were a food, what would I be?

Mature Questions About Love To Ask Your Boyfriend

Build a different kind of intimacy by asking your boyfriend these mature questions about love. It’s a mix of thought-provoking questions meant to evoke honesty and vulnerability in a way that can even help you understand your partner’s love language. These questions are great for couples who've been dating for a while but feel like there's still some emotional depth left to explore or conversations they haven’t had yet.

242. Are there any patterns or topics that tend to push your buttons or trigger a disagreement for you?

243. What boundaries are essential for you in a healthy relationship?

244. What’s your biggest pet peeve during disagreements?

245. Do you prefer to talk things out right away or take time to cool off first?

246. What was your relationship like with your parents growing up?

247. What’s one thing you hope never changes about us?

248. How close and warm is your family?

249. Do you ever think about moments that brought us closer emotionally?

250. Do you feel excited or overwhelmed to celebrate the holidays with your family?

251. What role do you usually play in your family?

252. Are you open to playful or creative ways of bonding as a couple?

253. How close are you with your siblings (if you have any)?

254. How did your family express love?

255. What's the biggest lesson you've learned from your family?

256. How do you like to be comforted when you’re sad? 

257. Is there a family tradition you cherish that you’d like to continue?

258. What are your relationship deal breakers?

259. What kind of grandparents do you want us to be one day?

260. What does a real apology look like to you, and how do you say “I’m sorry”?

261. Do you believe all fights need resolution, or can you agree to disagree?

262. How do you know when an issue is truly resolved?

263. What’s something I can do better during conflict?

264. Are you more routine-driven or spontaneous?

265. Are you more of a morning person or a night owl?

266. What’s your favorite way to start the day? Do you have any morning rituals?

267. What’s your favorite way to unwind after a long day or work week?

268. What does an ideal weekend look like for you?

269. Do you have any hobbies, passions, or side projects?

270. How do you usually respond to stress?

271. Do you process things out loud or in your head?

Take A Class To Spice Things Up

One of the easiest ways to bring fresh energy into any relationship is by trying something new together. Shared experiences, like traveling or taking a baking or cooking class together, can help enhance your connection and give you new stories to tell. Often, when couples step outside their usual routines, it’s the little adventures that bring them closer. So why not book a paint and sip session or an art class for your boyfriend’s next birthday or to celebrate a milestone like your anniversary? Taking a class turns quality time into something playful and memorable, bringing you closer while having fun together.

As you explore these questions about love to ask your boyfriend, keep in mind that open conversations work both ways, so be ready to share your own answers too. When approached with curiosity, they can help you better understand their feelings, values, and expectations, and vice versa. These questions about love to ask your boyfriend are also perfect for special moments like anniversaries and other relationship milestones, as they encourage heartfelt conversations you won’t forget.

For even more romantic ideas to grow your relationship, check out other experiences happening on Classpop!