112 Extremely Dirty Truth Or Dare Questions For A Wild Night

Even before you hit the classic "7 year itch," every relationship drifts through stretches where the spark fades a bit. Breaking free of that rut and reigniting your sex life matters for both of you. One fun way to bring the heat back is a round of dirty truth or dare with your man. I'll hand you 112 dirty truth or dare prompts in just a moment (or jump straight to them here), but first, a few things worth knowing…

1. These dirty truth or dare prompts aren't necessarily meant to be as extreme as possible. If that's your goal, check out these freaky sex tips or learn how to get nasty in bed.

The real goal here is bringing playfulness and excitement back into your connection. If some of the wilder prompts feel too much, just stick with the ones that feel right for you.

2. Don't limit yourself to just these examples — brainstorm your own too, tailored to your relationship. This guide to talking dirty can help spark ideas.

3. Dirty truth or dare works fine with just the two of you, or, if you're feeling bold, with other couples too. You could also ask your partner these fun, flirty questions to deepen your connection.

4. This is just one tool for keeping things exciting — these sex games for couples offer more options too.

5. There's a lot more to an exciting relationship than truth or dare alone. Browse our sex advice for women and the massive illustrated sex positions library for more ideas and inspiration.

Alright, let's get into it — I've split these into two sections: dirty truths and dirty dares.

68 Dirty Truth Questions

1. Have you ever kissed two people from the same family?
2. Have you ever instantly regretted sleeping with someone?
3. Have you ever had sex with someone before you'd even kissed them?
4. Would you try a threesome with two guys and one girl? What about two girls and one guy? (How to make a threesome enjoyable and 18 kinky threesome positions like the Eiffel Tower position)
5. Who's the person you've been most attracted to in your whole life? (Learn the signs of sexual attraction)
6. Have you ever wanted to sleep with someone you'd never actually want to date?
7. When did you last cheat on someone? (Why men cheat & why women cheat)
8. When did you last watch porn? (Why men watch porn)
9. Share a real sex story you've never told anyone.
10. When did you last masturbate?
11. Have you ever swallowed a partner's cum? (How to swallow cum and enjoy it)
12. If you could swap genders for a day, what's the first thing you'd do?
13. What's the sexiest piece of clothing you own?
14. What's the furthest you've gone with someone the very first time you met?
15. When did you last go skinny dipping?
16. What's the dirtiest dream you've ever had?
17. Have you ever had an experience with the same sex?
18. Would you rather add 4 inches to your penis or 4 inches to your height?
19. What's the biggest turn-on in a partner of the opposite sex for you? (Discover what turns men on)
20. If you could pick just 2 things for me to wear, what would they be?
21. Would you rather see me in hot pants or a short skirt?
22. When did you last kiss someone?
23. Who crosses your mind during sex besides me?
24. When did you last get hard? (Learn how to make a man rock hard)
25. Have you ever taken a dominant role with someone?
26. 1. Have you ever been submissive in the bedroom?
27. Do you own any sex toys?
28. Have you ever had sex in public? Would you want to? (Discover the best places to have sex)
29. Share a truly embarrassing sex story of yours.
30. Have you ever worn the opposite sex's clothing?
31. How old were you the first time you masturbated?
32. Have you ever turned down going down on someone? Why? (Discover how to eat a girl's pussy)
33. Would you ever consider making adult content?
34. Have you ever tried anal? (How to enjoy anal sex)
35. Have you ever hired a sex worker?
36. What would you do if you learned your partner used to be a sex worker?
37. Guys: Do you wish you had a bigger penis? (The science of penis enlargement) Women: Do you wish you had bigger breasts?
38. Given a choice between obviously fake breasts or tiny natural ones, which would you pick, and why?
39. What kinds of roleplay have you tried? Secretary and boss? Prisoner and warden? Firefighter and someone in distress? Something else entirely?
40. Guys only: If women offered to pay you for sex, would you take it up?
41. What's the most orgasms you've had in a single day? (How to make yourself cum easily)
42. If your ultimate fantasy partner said sex was only happening if you both swapped cum afterward via kissing, would you do it?
43. What's the longest stretch you've gone without masturbating?
44. Has a partner ever laughed at you mid-sex?
45. Great face, terrible body, or terrible face, great body — which would you pick in a partner?
46. Guys only: If a girl offered to try anal as long as you tried a strap-on first, what's your answer? (Discover how to use a strap on)
47. Have you ever been flat-out rejected by someone?
48. What kind of porn do you love, and what kind do you hate? Why?
49. Is there someone most people consider unattractive that you secretly find hot?
50. Is there someone most people find hot that you just don't get?
51. What's the biggest age gap between you and someone you've kissed, slept with, or dated?
52. What's the fastest you've ever finished? (Tips for a satisfying quickie)
53. Have you ever turned down a partner's sexual suggestion? What was it?
54. If you knew your time was almost up, would you tell your crush how you feel?
55. What's the biggest penis you've ever seen in person?
56. What's the most satisfying orgasm you've ever had?
57. Guys only: Would you rather date someone 24 inches shorter or 12 inches taller than you?
58. Women only: Would you rather date someone 4 inches shorter or 18 inches taller than you?
59. Describe the last piece of erotica you read.
60. Have you ever thought about exploring the swinging lifestyle?
61. What's the most important body part on a man or woman, to you?
62. What's the raunchiest thing you've ever done? (5 tips for nasty sex)
63. What's the horniest you've ever felt?
64. What's the strangest thing that turns you on?
65. Describe the best sex you've ever had to the group. (49 women describe their best ever sexual experience)
66. If you had to pick two people for a threesome, who would they be?
67. Tell the group two lies and one truth — can they spot the real one?
68. What's the wildest place you've ever had sex?

44 Dirty Dares

1. Show the group your favorite porn site.
2. Demonstrate your craziest sex position for everyone.
3. Give your partner a hickey.
4. Teach the group your kinkiest sex trick.
5. Recreate the noises you make during sex.
6. Demonstrate how to give a blow job using an unpeeled banana.
7. Kiss and lick your partner's feet for 2 minutes straight.
8. Bend your partner over your knee and spank them ten times.
9. Bend over your partner's knee and take twenty spanks.
10. Kiss your partner slowly from their feet all the way to their head.
11. Grab your partner's hair and pull them toward your chest or crotch.
12. Twerk for your partner, or for the whole group.
13. Trade outfits with your partner.
14. Race to see who finishes first.
15. Kiss your partner while eating candy at the same time.
16. 1. Your partner has to use a sex toy on themselves next time you're intimate.
17. Go without underwear for 24 hours straight.
18. Guys: Finger your girl, then taste it. Women: Taste his pre-cum. (52 women describe what cum tastes like)
19. Take a shot from your partner's belly button. 22 couples drinking games.
20. Pass a piece of candy or grape between you using only your lips.
21. Recreate the strangest thing that's ever happened to you during sex.
22. Try to turn your partner on without touching them at all.
23. Give your partner anilingus.
24. Give your female partner oral while they're at the computer, watching TV, or gaming.
25. Eat fruit or food directly off your partner.
26. Undress your partner using anything but your hands.
27. Get yourself off by dry humping your partner.
28. Wear a butt plug all day.
29. Try swapping cum with your partner via a kiss after oral sex.
30. Go a full month without masturbating.
31. Strip for your partner.
32. Suck on your partner's nipples. (12 more nipple play ideas)
33. Guys: Trace the alphabet on your girl's pussy with your tongue. Women: Trace the alphabet on the tip of your man's penis with your tongue.
34. Keep your hands inside your partner's pants for the next 5, 10, or 20 minutes.
35. Sit on your partner's face.
36. Lick whipped cream off your partner's chest, breasts, pussy, or penis.
37. Masturbate in front of the group, or just me.
38. Blindfolded, try to identify everyone in the group by touching their genitals.
39. Stay completely naked for the next 2, 5, 10, or 30 minutes.
40. Bring your partner to orgasm using only your lips.
41. Shower together and wash each other. (How to have shower sex)
42. Send your partner a nude photo. (13 tips for sexting)
43. Pick two people in the group to start kissing, then direct them toward undressing, groping, and beyond. (Naturally, this all needs to be fully consensual!)

And there you have it — 112 dirty truth or dare prompts to make things a lot more fun between you and your man. Consider following up with some couples trivia questions, or if you're ready to push things further, try these sexual, kinky would-you-rather questions.

February 10, 2022