59 Fun Sex Questions to Ask Your Lover

Asking a good sex question, can really open up a conversation with someone to learn something about them. that can lead to funny moments. Questions help us define problems, change our expectations, understanding of our limits and providing us time for a deeper awareness of ourselves and others. When you meet someone new or you have been with your lover for a while there are some interesting questions which will tickle your funny bone and help you connect with each other in a new way. They can also help your partner to ask you questions in return as well as letting you know what can fulfill their sexual needs.


Masturbation Old Man with Tissues
Image: Tissue box Masturbation Man
  1. What was your first kiss like?
  2. What was your first one night stand like?
  3. What have you done sexually that you will never do again?
  4. What is the funniest sexual experience you have ever had?
  5. What is the most memorable sexual experience you have ever had?
  6. What is the most interesting porn you have masturbated to?
  7. What have you always wanted to do in the bedroom that you’ve never done before?
  8. What are your sex dreams about?
  9. What is the oddest sex dream you have ever had?
  10. What is your favourite sex toy?
  11. What is your favourite sex position?
  12. What is the most effort you have placed into creating the most sexually enticing environment?
  13. What are of the body can I touch that will make you feel tingly?
  14. What are your favourite fantasies that you masturbate to regularly?
  15. What do you say when you dirty talk?
  16. What are you intimated to do in the bedroom or what make you most nervous during sex?
  17. What’s the funniest thing you have heard someone say to you when they were talking dirty?
  18. What’s the funniest object that you have ever masturbated with?
  19. What make you feel really horny quickly?
  20. What type of underwear do you prefer to wear?
  21. What personality traits really turn you on?
  22. What are your favourite parts of my body?
  23. Do you prefer breasts or bums?
  24. Do you prefer hair or hairless?
  25. Do you prefer being controlling in the bedroom or submissive?
  26. Do you prefer a long sex session or a quickie?
  27. Do you enjoy use sex toys and products in the bedroom with your partner?
  28. Do you have any sexual feelings for any ex partners?
  29. Does pain make you feel pleasure?
  30. Do you believe opposites attract?
  31. Where is your favourite place to have sex?
  32. Wheres the funniest place you have ever placed your vibrator to see if it would feel good?
  33. Would you choose someone’s personality over their looks when you choose a sexual partner?
  34. Would you ever go to a nude resort or sauna?
  35. When you are in the heat of sex, have you ever said someone else’s name? How did your lover respond?
  36. Who are your favourite porn stars?
  37. Would you ever have sex with someone who had almost the exact same personality as you?
  38. What are your favourite porn movies and categories?
  39. Have you had sex in a public place?
  40. Have you ever had sex with someone and not felt a connection?
  41. Have you ever had anal sex? If you have had anal sex, how did it feel?
  42. Have you ever done a sex position and instantly regretted it? What was the sex position?
  43. Have you ever worn socks to bed?
  44. Have you ever had someone try to perform oral on you or jerk you off or rub one out but it felt really horrible? What where they doing? How did it feel like?
  45. Have you ever put together a sexy costume that you thought was sexy but wasn’t?
  46. Would you ever try using Viagra? Or what was it like when you first used Viagra?
  47. Has someone ever walked in on you when you were masturbating or having sex?
  48. How long can you have sex for?
  49. How many times have you orgasmed or ejaculated in a day?
  50. How did you learn about the birds and the bees?
  51. How many people have you had sex with?
  52. How do you feel about using a penis or urethral wand?
  53. How do you feel about using a chastity device and giving the key to someone?
  54. How do you feel about allowing someone to bondage you in shibari rope or handcuffs?
  55. How long would you wait to have sex with someone you were dating?
  56. Can you orgasm when you are asleep?
  57. Before you started dating who did you imagine would be your perfect lover? Compare their answer, to who would be their perfect lover now.
  58. If you could pick a costume or lingerie outfit for your lover? What would it be and why would it turn you on?
  59. Some people say that sneezing is the same feeling of an orgasm. When you sneeze do you feel that your orgasm is similar to it?

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