These dirty “Would You Rather” questions would definitely get anyone in a naughtier mood. One of the best dating advice for men is knowing what a woman wants – including what she prefers in bed. And what better way to learn more about her kinky side than to ask her? These questions work with strangers that you want to get to know more too, as well as with friends if you’re looking for a laugh!
50 Dirty Questions to Ask Strangers
Photo by Giorgio Trovato on Unsplash
If you want to get a better picture of what a potential partner is into, sexually or otherwise, then these are the questions you’re going to want to ask. Whether it’s narrowing down their kinks, preferences in bed, and even the type of man they’re into, these questions can help you learn about it all.
25 Dirty Would You Rather Questions to Gauge Their Preferences
1. Would you rather have sex with the light on, or the light off?
2. Would you rather have sex with protection, or without?
3. Would you rather have sex while it’s really hot, or really cold?
4. Would you rather be on top for the rest of your life, or on bottom?
5. Would you rather give up sex forever, or your favorite food forever?
6. Would you rather sleep with someone naughty, or someone nice?
7. Would you rather marry someone with plenty of experience in bed, or no experience at all?
8. Would you rather have sex in the shower, or right on top of the dinner table?
9. Would you rather finish early, or never at all?
10. Would you rather receive oral sex right before bed, or be woken up by it?
11. Would you rather fool around in an elevator, or the backseat of a car?
12. Would you rather be the one receiving a lap dance, or give a lap dance to someone else?
13. Would you rather sleep with your subordinate, or your superior?
14. Would you rather have sex right before going to bed, or immediately after waking up?
15. Would you rather spank, or be spanked?
16. Would you rather be horny all the time, or never horny at all?
17. Would you rather be the one doing the whipping, or would you rather get whipped?
18. Would you rather give oral sex, or receive it?
19. Would you rather spit or swallow?
20. Would you rather have a one-night stand, or a full-fledged relationship?
21. Would you rather receive a sexy nude, or a sexy text message?
22. Would you rather have one partner, or several partners?
23. Would you rather have a fulfilling love life, or an active sex life?
24. Would you rather have a kinky partner or a romantic partner?
25. Would you rather make out with someone in complete darkness, or out in public?
25 Dirty Would You Rather Questions to Get to Know Them More
26. Would you rather be the dominant one in bed, or the submissive one?
27. Would you prefer to have kinky sex, or would you prefer something gentler?
28. Would you prefer to send nudes, or receive them?
29. Would you rather be the one to organize a date night, or would you rather let your them decide?
30. Would you rather get in bed with someone on the first date, or wait at least six months?
31. Would you rather roleplay as the cop or the criminal?
32. Would you rather live in a strip club, or a nightclub?
33. Would you rather date someone with a nice butt, or a nice personality?
34. Would you rather find your one true love, or a suitcase packed with 10 million dollars?
35.Would you rather cheat on someone, or be cheated on?
36. Would you rather cuddle all night, or make out?
37. Would you rather prefer a man with length, or girth?
38. Would you rather be in a loveless marriage, or a sexless marriage?
39. Would you rather be kissed goodbye after a one-night stand, or left alone to sleep?
40. Would you rather initiate sex with your partner, or have your partner come to you?
41. Would you rather have a lot of money but no sex, or have a lot of sex but no money?
42. Would you rather sleep with someone who can’t shut up, or someone who doesn’t make any noise?
43. Would you rather have sex with someone who’s obsessed with you, or someone who doesn’t care about you at all?
44. Would you rather swap partners with another couple, or have a foursome?
45. Would you rather be pushed against the wall, or held down on the bed?
46. Would you rather be blindfolded, or handcuffed?
47. Would you rather have sex at fixed times during the day, or be surprised by it randomly?
48. Would you rather have loud sex with your partner knowing your parents are in the same house, have loud sex with your partner in the middle of a house party?
49. Would you rather have a foursome with three total strangers, or have sex with anyone of your choice?
50. Would you rather spend the rest of your life with someone who finishes too quickly, or someone who never finishes at all?
50 Dirty Questions for Couples
Photo by henri meilhac on Unsplash
We’ve had questions to gauge your partner or potential partner’s preferences, but what about questions that can help you make good on what you’ve learned? These are the questions that can get your partner going, all while helping you learn about what they want from you right now — whether their intentions are romantic or purely sexual.
25 Dirty Would You Rather Questions to Strengthen Your Relationship
51. Would you rather never have oral sex ever again, or would you never eat your favorite food again?
52. Would you rather catch your partner cheating on you, or get caught cheating on your partner?
53. Would you rather have the perfect butt, or the perfect boobs?
54. Would you rather be ugly but really good at sex, or hot but really bad at it?
55. Would you rather be the submissive partner in bed for the rest of your life, or would you rather be the dominant one?
56. Would you rather make out with me in private at a family gathering, or somewhere in private in your workplace?
57. Would you rather be sexually satisfied, or financially stable?
58. Would you rather have a partner who’s funny, or a partner who’s flirty?
59. Would you rather act out your own sexual fantasies, or fulfill the sexual fantasies of other people?
60. Would you rather have an indoor date with lots of cuddling, or a risque date outdoors?
61. Would you rather have sex wearing something risque, or would you rather be completely naked?
62. Would you rather have sex to one of my playlists, or one of yours?
63. Would you rather make out with me somewhere private, or in public?
64. Would you rather have me be more vocal in bed, or more quiet?
65. Would you rather have me be the one to initiate sex, or would you rather initiate it yourself?
66. Would you rather experiment with food in sex, or experiment with sex toys?
67. Would you rather be in a loveless marriage, or a sexless marriage?
68. Would you rather bring another person into our relationship, or cheat on me?
69. Would you rather learn all about my kinks, or tell me all about yours?
70. Would you rather have sex with me with music playing in the background, or would you rather have sex in a silent room?
71. Would you rather have a hickey on your neck, or give me a hickey on my neck?
72. Would you rather spend a whole week wearing lingerie under your clothes, or a whole day at the office with a butt plug?
73. Would you rather have just one partner in bed, or several partners?
74. Would you rather spend an evening out on the town doing something romantic, or spend the entire night making love in bed?
75. Would you rather send nudes to me, or receive nudes from me?
25 Freaky Would You Rather Questions to Get Them in the Mood
76. Would you rather have your partner praise and admire you, or degrade you?
77. Would you rather have your sex be rough and hard, or would you prefer something slower and more intimate?
78. Would you rather experiment with a new kink, or a new sexual position?
79. Would you rather wait for me to initiate the kiss, or kiss me yourself?
80. Would you rather tie me up, or should I tie you up instead?
81. Would you rather be the dominant in bed, or would you rather take a more submissive role?
82. Would you rather have your hair yanked, or your butt spanked?
83. Would you rather spit, or swallow?
84. Would you rather be handcuffed, or blindfolded?
85. Would you rather be called a good girl, or would you prefer to call me a good boy?
86. Would you rather have sex with a blindfold on, or have sex tied to the bed?
87. Would you rather let me touch you, or would you rather touch me yourself?
88. Would you rather be teased with ice cubes, or with feathers?
89. Would you rather have sex with protection, or without any?
90. Would you rather have sex with the lights on, or the lights off?
91. Would you rather let me whip you, or would you rather whip me?
92. Would you rather be with someone who’s kinky, or someone who’s romantic?
93. Would you rather be shoved against the wall by your partner, or would you rather do the shoving?
94. Would you rather get fingered in the library, or inside the cinema?
95. Would you rather have sex in the car, or in the stall of a restroom?
96. Would you rather start with your clothes off, or work your way towards getting undressed?
97. Would you rather have a slow, intimate hour-long session at the end of the day, or a fast and rough quickie somewhere in the middle of the day?
98. Would you rather be teased by your partner with their mouth, or with their hands?
99. Would you rather use lube, or spit?
100. Would you rather try roleplaying, or would you rather experiment with some kinky BDSM ideas?
50 Funny and Dirty Would You Rather Questions to Ask Your Friends
Photo by Donovan Grabowski on Unsplash
If you’re searching for funnier, more lighthearted questions to ask, then look no further. There’s nothing wrong with asking your friends something silly and vulgar every now and then — especially if there’s no harm done and it gets the table laughing.
25 Funny Would You Rather Questions to Make Them Laugh
101. Would you rather accidentally scream your ex’s name in bed, or your best friend’s?
102. Would you rather have average sex once a week, or absolutely incredible sex once a year?
103. Would you rather talk dirty to the person on your left, or the person on your right?
104. Would you rather let your parents catch you having sex, or catch your parents having sex?
105. Would you rather never wear underwear again, or never wear socks again?
106. Would you rather go to work in your underpants, or the supermarket?
107. Would you rather get into a fight with your clone, or sleep with them?
108. Would you rather walk in on your best friend naked, or have your best friend walk in on you naked?
109. Would you rather be the worst at foreplay, or the worst at actually having sex?
110. Would you rather have sex in a waterbed, or a bouncy castle?
111. Would you rather accidentally scream the wrong name in bed, or have your partner accidentally scream the wrong name in bed?
112. Would you rather have sex with someone with unbearable body odor, or someone with really bad breath?
113. Would you rather see your partner in a sketchy porn video, or your best friend?
114. Would you rather have a comically small penis, or a comically huge one?
115. Would you rather make out with a hideous person, or suck their toe?
116. Would you rather sleep with your high school crush, or your celebrity crush?
117. Would you rather marry an ugly person who’s incredible in bed, or an extremely attractive person who’s horrible in bed?
118. Would you rather pass out every time you climax, or never climax ever again?
119. Would you rather have a vagina on your forehead, or penises for fingers?
120. Would you rather have foreplay but no sex for the rest of your life, or have sex but no foreplay?
121. Would you rather sleep with someone who only makes donkey noises in bed, or be the one making donkey noises?
122. Would you rather lick your partner’s eyeball, or a stranger’s earhole?
123. Would you rather be a ridiculously ugly genius, or an insanely hot idiot?
124. Would you rather accidentally fart during sex, or a burp?
125. Would you rather have a one-night stand with your ex, or spend a whole day hanging out with your partner’s ex?
25 Hard Would You Rather Questions
126. Would you rather have an orgy with total strangers, or an orgy with all of your exes?
127. Would you rather have a submissive partner during sex, or a dominant one?
128. Would you rather finger someone/give someone a handjob under the table in a crowded restaurant, or in the dining room but your parents are there?
129. Would you rather get hit on by someone much older than you, or someone much younger?
130. Would you rather own a lot of sex toys, or a lot of kinky costumes?
131. Would you rather sleep with only experienced people for the rest of your life, or sleep with virgins?
132. Would you rather spend the rest of your life with someone who only has unsafe sex, or someone who doesn’t want to have sex at all?
133. Would you rather die and have your body be found full of sex toys, or die and be found atop a mountain of drugs?
134. Would you rather have genitalia that glows in the dark, or have extra-long pubic hair that can’t be shaved off?
135. Would you rather make out with someone on a mossy rock in the wilderness, or a stain-filled bed that hasn’t been washed in five years?
136. Would you rather receive a handjob, or receive a blowjob?
137. Would you rather have genitals that smell like old cheese, or pubes that smell like a wet dog?
138. Would you rather give up sex forever, or never watch another movie again?
139. Would you rather accidentally send a naughty text to your ex, or your boss?
140. Would you rather sleep with the hottest person in the world, or spend a week abroad in a country you’ve always wanted to go to?
141. Would you rather date someone with a voice that’s too deep for their own good, or someone with a really high-pitched and nasally voice?
142. Would you rather spend a whole day at the office naked, or be unable to change or take off your clothes for a whole week?
143. Would you rather have irremovable warts in your nether regions, or a hilariously small penis?
144. Would you rather have breath so bad it makes you unkissable, or permanent body odor?
145. Would you rather sleep with your high school teacher, or one of your best friend’s parents?
146. Would you rather show all of your Instagram followers your nudes, or your grandparents?
147. Would you rather have sex and get caught by someone you know, or catch someone else you know having sex?
148. Would you rather get promoted at your job, or sleep with your hottest co-worker?
149. Would you rather have sex with a new person every year with no repeats, or have sex with only one person for the rest of your life?
150. Would you rather lick a stranger’s boots, or let a stranger spit in your mouth?
What to do Next?
Once you’re done asking your friends or your partner some of these questions, you should have a clearer grasp on their preferences. Whether the answers you get are kinky or romantic, it’s up to you to decide what you’ll do with that information. However, if you’re still in the process of trying to get to know someone on a more personal level, then here are some questions to keep the conversation going.
