What is the most interesting question you can ask to get to know someone?
Last Updated: 21.06.2025 08:41
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7-What do I do in bed that drives you wild? How about, what turns you off?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Is it recommended to leave a note in a lost wallet asking for it to be returned?
26~ What side of the bed do you sleep on?
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?
How do I get a white man for a serious relationship?
Family Relation Age Play
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
5- Have you ever been hypnotized? Would you allow yourself to be?
14- What is an embarrassing moment in your life? How about your most embarrassing?
23- What is your dream job? What was it as a child?
What is the hidden meaning behind 'Skibidi Ohio', and why is it trending?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
3- Should Pluto still be considered a planet? 4- How about smoking?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Has anyone ever had sex with their cousin? How did it start, and would you do it again?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
21- What's your favorite way to spend a weekend or time off?
Over time has your thoughts on sex changed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Prisoner/Prison Guard Landlord/Tenant
Why do some people enjoy being dominated?
Would /have you ever given your partner a lap dance and Striptease?
What have you learned about me that was new and/or surprising?
What was the longest? What was the shortest?
Do you know of a female masseuse that does door-to-door service in Bangalore?
Do you think this brought you closer together?
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?
28~ What are some things that turn on? What is your biggest turn on?
Why am I sweating so much when I try to do anything?
70~ Would/do you have/like anal sex?
10- What is your favorite family tradition? What’s your least favorite?
12- What’s your favorite food? What’s your least favorite?
How can I get over a break up?
28- What are some things that people do that irritate you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
30~ What's something unexpected that turns you on?
When do you start "growing old"?
9- If you could have three wishes, what would they be? Why?
11- How about if they like a certain sports team? 12-How about drinking too much?
If yes, what?
What is the cost of living in Sweden as a family?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
8- What are your thoughts on politics?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
11~ Have you ever been caught by your parents or children or others while having sex?
13- What’s your favorite drink? What’s your least favorite?
Do you find Anushka Sen attractive?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
49~ How many times have you been married? Why did they end?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What are women's true thoughts and feelings on bestiality?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Any that are a turn off?
17- What’s your favorite holiday? What’s your least favorite?
Doctor/Nurse Stripper/Client
53~ How much can you tell me about the one thing you are most passionate about?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
18- How often do you drink alcohol? What is your favorite drink?
What is your favorite toy? Ever wanted to try a specific toy?
Escort/Client Job Applicant/Hiring Manager
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
29~ What are some things that turn you off? What is your biggest turn off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
*** Deal Breaker Questions ***
What have you learned about yourself that you did not before this?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How many times do you think you have “made love”?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
29- How superstitious are you?
1- What was your first impression of me? Has it changed?
Does the thought excite you? Care to share?
21~ What was the best date you ever went on? What has been the worst?
Would you do it again, and would you rather 2 females or 2 males?
9- What’s your favorite season and why? What’s your least favorite?
89~ Do you like taking showers together?
How about if they talk dirty and/or call you names?
How well do you know me? And some of your thoughts about me
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
If you win, what will you make them do?
76~ Have you had a threesome? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
3- What’s your favorite smell? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
Can you Deep Throat? Do you like the taste of yourself?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
65~ Describe the best orgasm you’ve ever had? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Repairman/Lonely Wife Virgin/Experienced
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?
19- Do/have you smoked? What do you prefer? How often?
22- What is your favorite childhood memory? What is your least favorite?
What would you say to prove to yourself that it was really you?
84~ How do you feel about reading/listening to adult stories?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Do you like the “69” position? Do you prefer to be on top or bottom?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Please share Did you stop?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
18~ Who/when was your first “crush”?
38~ Share your most embarrassing sexual memory?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
12- What is the weirdest thing you've ever eaten?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Do you watch it? What is your favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
19- What’s your favorite fairytale? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
27- What was/ is nickname? Does it have a meaning behind it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
(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…)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How old are you? Male or Female?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Would you read them together?
13- How about having a certain hair cut/style?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
The Ice Breaker Questions
1- What’s your favorite animal? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
2- What’s your favorite color? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
48~ Have you ever paid or been paid for sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Will you cheat again? How can, you be sure? Define what cheating is to you.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
62~ Have you used adult toys?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
92~ Have you ever had or have an STD? How many? What was it?
*** Random Questions ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
80~ Share your top three fantasies/desires. (Be detailed) 😊
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
83~ How do you feel about Porn?
11- List at least 5 things on your bucket list. Have you done any of them already?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If NO, would you ever have one? Would it be with 2 men or 2 women?
48~ Do you have any siblings? Are you close to your family?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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…
13~ Is there a difference between, making love, having sex, and fucking?
Nothing too Serious
10- List 5 of your top pet peeves.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Get this wrong and this could mean the end… :-) some funny, some not…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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…
37- Do you like your name? If you could change it, what would you change it too?
Nurse/Patient Celebrity/Fan
52~ What are your hobbies?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
40~ What’s the weirdest place you’ve ever had sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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?
Master/Slave Boss/Maid
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?
Any that are a turn off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
61~ How willing would you be to try new sexual positions?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13- What is the craziest/scariest thing you've ever done?
8- What's your favorite flavor of ice cream? Do you a least favorite?
*** Questions About Me ***
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
You know that I will be 100% truthful, so ask.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Would you allow me to clean every part of your body with my soapy hands and fingers?
81~ Do you have any kinks and/or fetishes?
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)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
39~ What are your love languages?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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?
Would you mind if your partner watched it? How about together vs alone?
33- If you could visit any time period, when would you pick? Please explain why?
42~ What’s your biggest regret in life?
Do you have a favorite? Is it ok if your partner does?
82~ Do you have any fantasies involving Role-Playing?
Model/Photographer Police/Criminal
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
44~ Care to share something about yourself that no one else knows about you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
19~ Who/when was your first “heartbreak”?
51~ Are you willing to play adult games with your partner?
33- Beach or Mountains? Or is there another place to like better?
10~ How many dates are necessary before you to have sex with someone?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
15- What's your favorite saying? What word or phrase is your least favorite?
*** Questions about Relationships/Past ***
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1~ How old were you when you had your first kiss? Who? Care to Share?
*** What’s Your Favorite…? ***
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
52~ Are you willing to make “those types” of bets with your partner?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What is your favorite position? Why?
36~ What is your favorite time of day to have sex/make love?
Have you ever? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7- What are your thoughts on religion? Is there an afterlife?
25~ How do you feel about PDA? (Public Display of Affection)
Would you ever want to be woken up with oral and/or intercourse?
31- If given a chance to be immortal, would you take it? Why?
92~ Everyone needs a “safe” word. What is yours?
If YES, was it with 2 men or 2 women? Did you enjoy it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
4- For a pet, Cat, dog or other?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
14- What's your favorite dessert? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
17- Have you ever done drugs? Which ones? How often?
50~ How many children do you have? What are their ages?
15~ Have you ever been “in love”? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
51~ What tends to bring a smile to your face?
47~ What would be your dream job and why?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
32- What's your greatest talent? Can I see it right now?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
I would allow you to do it… What would you do to me?
7- What if a person smells a certain way? 8- How about smoking?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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,
Teacher/Student Stranger/One Night Stand
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What do you dislike about me? I asked you to be 100% honest.
How many partners have you had oral sex with? Who? Care to Share?
34~ Do you like the lights on or off during sex?
3- What Superhero or Superpower would you want to be/have?
20- What’s your favorite candy? What’s your least favorite?
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?
That one or two things that made you go hmmmm, OMG or wow!
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Do you like it when they show and tell you what they want?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
67~ Do you like it when your partner moans and/or is vocal during sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?