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

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

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

53~ How much can you tell me about the one thing you are most passionate about?

What is the opposite personality type of someone with ASPD (antisocial personality disorder)?

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

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

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

Why did the American's mulberry harbor not hold up after D-Day?

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

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?

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

Why do so many men on the internet try to compete with women, or try to "humble" and bash them? There's so many videos across my tiktok and YouTube of men claiming how they're wanting to get back at women and put them in thier place.

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

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

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

What are your darkest taboo confessions?

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

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

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

Were knights’ lances practical weapons, or were they just for sports?

8- What are your thoughts on politics?

Escort/Client Job Applicant/Hiring Manager

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

'No Kings' protests against Trump planned nationwide to coincide with military parade - NPR

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

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

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

How did it feel to take your first gay BBC?

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

Nurse/Patient Celebrity/Fan

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

What are some dirty secrets of Indian (Bollywood, etc.) actors and actresses?

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

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

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

What drove the tech right’s — and Elon Musk’s — big, failed bet on Trump - vox.com

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

If you win, what will you make them do?

39~ What are your love languages?

How long can someone with narcissistic tendencies maintain a facade of fake love before their true self is revealed? Is there a specific trigger or amount of time that causes them to reveal their true nature?

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

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

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

What are some things that children used to wait for, but are no longer common in today's society?

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…

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

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

Can a white person wear a bonnet to bed?

Family Relation Age Play

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

(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…)

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

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

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

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

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

89~ Do you like taking showers together?

29- How superstitious are you?

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

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

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

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

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

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

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

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

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…

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

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

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

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

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

Any that are a turn off?

Have you ever? Care to Share?

*** Questions about Relationships/Past ***

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

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

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

Model/Photographer Police/Criminal

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

52~ What are your hobbies?

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

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

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?

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?

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

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

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

Master/Slave Boss/Maid

Doctor/Nurse Stripper/Client

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

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,

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

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

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

The Ice Breaker Questions

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

3- What’s your favorite smell? Do you a least favorite?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Any that are a turn off?

Repairman/Lonely Wife Virgin/Experienced

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

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

Teacher/Student Stranger/One Night Stand

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

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?

83~ How do you feel about Porn?

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

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

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

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

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

31- If given a chance to be immortal, would you take it? Why?

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

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

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

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

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

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

Nothing too Serious

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

Please share Did you stop?

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

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

71~ Would you give your partner a hand or foot job? Would you receive one?

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

Can you have multiple orgasms? Are you able to have different kinds of orgasms?

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

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

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

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

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

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

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

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

What is your favorite toy? Ever wanted to try a specific toy?

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?

Do you watch it? What is your favorite?

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

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

What is your favorite position? Why?

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

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

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

Prisoner/Prison Guard Landlord/Tenant

47~ What would be your dream job and why?

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

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

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?

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

Do you think this brought you closer together?

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

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?

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

*** Questions About Me ***

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

8- What's your favorite flavor of ice cream? Do you a least favorite?

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

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

10- List 5 of your top pet peeves.

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

Does the thought excite you? Care to share?

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?

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

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?

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

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

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

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

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

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

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

How old are you? Male or Female?

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)

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

If yes, what?

Would you read them together?

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

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

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

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

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

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

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

*** Random Questions ***

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

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

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

38~ Share your most embarrassing sexual memory?

62~ Have you used adult toys?

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

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

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

7~ How many times in one day have you had sex? Who/When/Where? Care to Share?

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

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

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

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

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

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

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

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

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

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