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

The Ice Breaker Questions

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

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

Why do Democrats call any Republican "Magats", like they are subhuman?

Please share Did you stop?

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

Do you think this brought you closer together?

Do older women know what they want?

Over time has your thoughts on sex changed?

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

Model/Photographer Police/Criminal

Why do people smoke?

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?

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?

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

All you need to know about 2025 MLB Draft Combine - MLB.com

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

52~ What are your hobbies?

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

Having Low Levels Of This Vitamin Can Cause Dry Eyes. Are You Getting Enough? - Women's Health

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

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

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

Al Pacino Meets Pope Leo XIV, Becoming First Movie Star to Get an Audience With American Pontiff - The Hollywood Reporter

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

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

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

What's the point of gender reassignment surgery which doesn't change a person's chromosomes?

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

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

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

How can you tell if someone or someone's is trying to recruit or at least test you for a secret organization?

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?

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

62~ Have you used adult toys?

How can MeTV Toons compete with other national broadcast TV networks?

Does the thought excite you? Care to share?

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

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

Why in my 60s do I have a strong desire to suck cock and swallow?

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

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

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

Can the right person make a narc want to change their ways? Is love that powerful? Has anyone seen this or experience it?

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

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

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

Do you watch it? What is your favorite?

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

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

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?

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

Family Relation Age Play

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

Nurse/Patient Celebrity/Fan

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

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

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…

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

10- List 5 of your top pet peeves.

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

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

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

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?

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

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

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

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

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

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

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

How old are you? Male or Female?

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

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

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

*** Deal Breaker Questions ***

If you win, what will you make them do?

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)

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

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

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

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?

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?

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

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

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

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,

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

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?

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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

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

(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…)

38~ Share your most embarrassing sexual memory?

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

Any that are a turn off?

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

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

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

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

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

47~ What would be your dream job and why?

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

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…

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

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

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

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

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

Doctor/Nurse Stripper/Client

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?

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

If yes, what?

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

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

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

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

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

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

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

Would you read them together?

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

Any that are a turn off?

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

*** Questions About Me ***

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

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

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

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

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

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

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

Nothing too Serious

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

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

8- What are your thoughts on politics?

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

What is your favorite position? Why?

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

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

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

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

89~ Do you like taking showers together?

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

*** Random Questions ***

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

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

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

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

*** What’s Your Favorite…? ***

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

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?

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

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

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

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

Master/Slave Boss/Maid

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

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