What is the most interesting question you can ask to get to...

66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?

37- Do you like your name? If you could change it, what would you change it too?

Would you ever want to be woken up with oral and/or intercourse?

What would have happened if Shin was a good movie instead of a bad one?

The Ice Breaker Questions

1- What’s your favorite animal? Do you a least favorite?

If YES, was it with 2 men or 2 women? Did you enjoy it?

What was the worst decision you ever did?

11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?

48~ Have you ever paid or been paid for sex?

42~ What’s your biggest regret in life?

Does believing in God and Satan cause schizophrenia?

55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?

69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?

39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?

What is something you want to "get off your chest"?

58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?

Nurse/Patient Celebrity/Fan

21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?

Why do so many people like life?

30~ What's something unexpected that turns you on?

43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?

How long for foreplay? Do you need to have an orgasm? Is afterplay important?

How do you cope when your mother doesn't love you?

22- Do you have any birth marks? How about scars? Care to share how you got them?

14- What's your favorite dessert? Do you a least favorite?

24~ What are your expectations in a relationship? (I know a very big question, take your time)

What species of fish are horse mackerels?

Do you watch it? What is your favorite?

41~ Are there moments in your past that you would want to change? Please share 3 of them.

Any that are a turn off?

Why does it matter so much to atheists that God doesn't exist?

Is it ok for a man to perform oral sex after he has ejaculated inside of you?

84~ How do you feel about reading/listening to adult stories?

18- How often do you drink alcohol? What is your favorite drink?

Why are Americans obese? Is it the food or is it the psychology?

38- If you won the Lottery and got 200 million dollars, what would you do with all that money?

If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)

6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?

Is Trump the greatest spiritual leader since Jesus?

What’s the longest time you gone without having sex, after, having it? How much time between the others?

26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?

8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.

Can you share a story of someone who had a lucky experience while hitchhiking?

5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?

Can you Deep Throat? Do you like the taste of yourself?

10- List 5 of your top pet peeves.

63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?

*** Questions about Relationships/Past ***

49~ How many times have you been married? Why did they end?

43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?

20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?

Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?

If you lose, are you willing to be their sex slave for a day, (anything goes)?

50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?

35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?

45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)

Any that are a turn off?

4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)

Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?

* Give a rating for each one (0-100)

47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)

85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,

How about if they talk dirty and/or call you names?

How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)

30- Do you prefer living in the countryside, in a town, or in a big city? Why?

Do you like it when they show and tell you what they want?

Meaning if you ever say it no matter how long we have been together or where we are in the moment…

4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?

40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?

2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.

27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.

33- Beach or Mountains? Or is there another place to like better?

That one or two things that made you go hmmmm, OMG or wow!

Family Relation Age Play

74~ Have you ever had sex while others watched? Have you ever watched others have sex?

40~ What’s the weirdest place you’ve ever had sex?

12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?

8- What are your thoughts on politics?

14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?

48~ Do you have any siblings? Are you close to your family?

93~ Now that this really long questionnaire is over, one last question, ok maybe 3…

50~ How many children do you have? What are their ages?

9- Is there something you’ve always wanted to ask me but you’re afraid?

Repairman/Lonely Wife Virgin/Experienced

Will you kiss after your partner has gone down on you? Swallow or spit semen?

*** Random Questions ***

Master/Slave Boss/Maid

Prisoner/Prison Guard Landlord/Tenant

52~ What are your hobbies?

Would you read them together?

*** Questions About Me ***

12- What is the weirdest thing you've ever eaten?

These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…

What have you learned about yourself that you did not before this?

87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?

3- What Superhero or Superpower would you want to be/have?

35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?

29~ What are some things that turn you off? What is your biggest turn off?

How well do you know me? And some of your thoughts about me

10- What is your favorite family tradition? What’s your least favorite?

11- What's your favorite restaurant? What’s your least favorite?

5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?

46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?

79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?

20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?

Get this wrong and this could mean the end… :-) some funny, some not…

45~ How do you feel about me blindfolding you? How about blindfolding me?

3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)

11- How about if they like a certain sports team? 12-How about drinking too much?

39~ What are your love languages?

9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?

What is your favorite position? Why?

89~ Do you like taking showers together?

4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)

Would /have you ever given your partner a lap dance and Striptease?

Do you have a favorite? Is it ok if your partner does?

18~ Who/when was your first “crush”?

13~ Is there a difference between, making love, having sex, and fucking?

28- What are some things that people do that irritate you?

44~ Have you ever been tied up during sex? What are your thoughts on bondage?

85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?

77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?

Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®

9- If you could have three wishes, what would they be? Why?

15- What's your favorite saying? What word or phrase is your least favorite?

75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?

36~ What is your favorite time of day to have sex/make love?

10~ How many dates are necessary before you to have sex with someone?

19~ Who/when was your first “heartbreak”?

32- What's your greatest talent? Can I see it right now?

80~ Share your top three fantasies/desires. (Be detailed) 😊

Will you cheat again? How can, you be sure? Define what cheating is to you.

17~ What is the average length of your relationship(s)? What was the longest? Why did they end?

If you say it, I will stop, and we can talk about it when you are ready.

How many times do you think you have “made love”?

1- What was your first impression of me? Has it changed?

62~ Have you used adult toys?

92~ Everyone needs a “safe” word. What is yours?

Have you ever? Care to Share?

3- Should Pluto still be considered a planet? 4- How about smoking?

14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?

What was the longest? What was the shortest?

Do you shave/trim your pubic hair? For you guys do you shave your balls?

49~ If you could, would you want to be the opposite sex for a day, week, or year?

33- If you could visit any time period, when would you pick? Please explain why?

27- What was/ is nickname? Does it have a meaning behind it?

Teacher/Student Stranger/One Night Stand

6- Do you have dreams? Can you remember them? What do you usually dream about?

21- What's your favorite way to spend a weekend or time off?

41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?

57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?

16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?

51~ Are you willing to play adult games with your partner?

What would you say to prove to yourself that it was really you?

What do you dislike about me? I asked you to be 100% honest.

59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?

Please share Did you stop?

Over time has your thoughts on sex changed?

32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?

13- What is the craziest/scariest thing you've ever done?

(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)

67~ Do you like it when your partner moans and/or is vocal during sex?

Do you think this brought you closer together?

I would allow you to do it… What would you do to me?

21~ What was the best date you ever went on? What has been the worst?

11~ Have you ever been caught by your parents or children or others while having sex?

34~ Do you like the lights on or off during sex?

Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?

Would you allow me to clean every part of your body with my soapy hands and fingers?

12- What’s your favorite food? What’s your least favorite?

1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)

* Which of the following turns you on the most? Do you have any not on this list? Care to share?

73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?

15- What bad habit do you wish you could quit? Do you have any addictions?

Escort/Client Job Applicant/Hiring Manager

2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?

Would you allow me to shave your legs? How about your pubic hair? How about shower sex?

18- What’s your favorite way to relax after a long day? What’s your least favorite?

54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?

7- What if a person smells a certain way? 8- How about smoking?

Would you mind if your partner watched it? How about together vs alone?

*** What’s Your Favorite…? ***

42~ Ever been spanked during sex? Did you like it? Would you like me to do it?

2- What’s your favorite color? Do you a least favorite?

(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?

16- Can we talk about your health history? Have you had any surgeries? Any broken bones?

61~ How willing would you be to try new sexual positions?

19- Do/have you smoked? What do you prefer? How often?

9- What’s your favorite season and why? What’s your least favorite?

91~ Would you ever go into an adult book/toys store with me? Would you buy something?

7-What do I do in bed that drives you wild? How about, what turns you off?

60~ How important is oral sex? Do you like receiving? Do you like giving?

Would you do it again, and would you rather 2 females or 2 males?

38~ Share your most embarrassing sexual memory?

68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?

If you win, what will you make them do?

Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts

83~ How do you feel about Porn?

51~ What tends to bring a smile to your face?

47~ What would be your dream job and why?

29- How superstitious are you?

Model/Photographer Police/Criminal

46~ Have you ever used furniture, or other types of things to aid you while having sex?

70~ Would/do you have/like anal sex?

If yes, what?

25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?

5~ When you first started having sex, was it what you thought it would be?

5- Have you ever been hypnotized? Would you allow yourself to be?

23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)

82~ Do you have any fantasies involving Role-Playing?

53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?

6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?

19- What’s your favorite fairytale? What’s your least favorite?

72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?

A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…

56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?

78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?

22~ What is the best pickup line anyone has ever used on you? What was the worst?

How old are you? Male or Female?

How many partners have you had oral sex with? Who? Care to Share?

33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?

Does the thought excite you? Care to share?

25~ How do you feel about PDA? (Public Display of Affection)

Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?

92~ Have you ever had or have an STD? How many? What was it?

23- What is your dream job? What was it as a child?

81~ Do you have any kinks and/or fetishes?

Nothing too Serious

1~ How old were you when you had your first kiss? Who? Care to Share?

15~ Have you ever been “in love”? Who? Care to Share?

5- What do I do outside the bedroom that turns you on? How about, what turns you off?

3- What was the most surprising thing you’ve learned about me throughout our relationship?

What is your view on sex? Meaning, When/Where/ How often/

31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)

22- What is your favorite childhood memory? What is your least favorite?

34- Ever been to a concert? What was your favorite? Who would you like to see?

24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?

Doctor/Nurse Stripper/Client

8~ How many times a week would you like to engage in sexual activities? What is the average for you now?

2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?

17- What’s your favorite holiday? What’s your least favorite?

13- How about having a certain hair cut/style?

Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…

1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?

76~ Have you had a threesome? Care to Share?

26~ What side of the bed do you sleep on?

52~ Are you willing to make “those types” of bets with your partner?

What have you learned about me that was new and/or surprising?

64~ When was your very first orgasm? When was your first from having sex? Care to share?

65~ Describe the best orgasm you’ve ever had? Care to share?

11- List at least 5 things on your bucket list. Have you done any of them already?

20- What’s your favorite candy? What’s your least favorite?

36- Do you play video games? What is your favorite? Do you a least favorite?

Do you like the “69” position? Do you prefer to be on top or bottom?

16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?

37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?

44~ Care to share something about yourself that no one else knows about you?

10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?

7- What are your thoughts on religion? Is there an afterlife?

If NO, would you ever have one? Would it be with 2 men or 2 women?

You know that I will be 100% truthful, so ask.

28~ What are some things that turn on? What is your biggest turn on?

14- What is an embarrassing moment in your life? How about your most embarrassing?

Are you willing to help and encourage your partner to fulfill their fantasies and desires?

*** Deal Breaker Questions ***

9~ How many times over your lifetime do you think you have had sex so far?

88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?

6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?

7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?

17- Have you ever done drugs? Which ones? How often?

13- What’s your favorite drink? What’s your least favorite?

90~ Have you ever had sex in a Pool or Hot Tub? Would you?

4- For a pet, Cat, dog or other?

14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?

What is the most interesting question you can ask to get to know someone?

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