What is the most interesting question you can ask to get to know someone?
Last Updated: 28.06.2025 09:19
50~ How many children do you have? What are their ages?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
32- What's your greatest talent? Can I see it right now?
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12- What is the weirdest thing you've ever eaten?
10- List 5 of your top pet peeves.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
AI risks 'broken' career ladder for college graduates, some experts say - ABC News
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Police take back statement dismissing hate crime in gay actor’s killing - The Washington Post
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…
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
48~ Have you ever paid or been paid for sex?
Do you like it when they show and tell you what they want?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Deal Breaker Questions ***
What is a good alternative to the Nike Zoom Pegasus Turbo for running on asphalt and concrete?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
22- What is your favorite childhood memory? What is your least favorite?
61~ How willing would you be to try new sexual positions?
NASA Is Planning to Build a Massive Telescope on the Moon’s Dark Side - The Daily Galaxy
Prisoner/Prison Guard Landlord/Tenant
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?
Why would Joseph Smith say that polygamy was God's law?
36~ What is your favorite time of day to have sex/make love?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
12- What’s your favorite food? What’s your least favorite?
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Is it ok for a man to perform oral sex after he has ejaculated inside of you?
If NO, would you ever have one? Would it be with 2 men or 2 women?
If yes, what?
Why do girls not like some guys at the university?
8- What are your thoughts on politics?
52~ Are you willing to make “those types” of bets with your partner?
1- What’s your favorite animal? Do you a least favorite?
18~ Who/when was your first “crush”?
11- How about if they like a certain sports team? 12-How about drinking too much?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
13- What’s your favorite drink? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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51~ Are you willing to play adult games with your partner?
70~ Would/do you have/like anal sex?
21- What's your favorite way to spend a weekend or time off?
Does Trump have the authority to order U.S. strikes on Iran? - PBS
42~ What’s your biggest regret in life?
13~ Is there a difference between, making love, having sex, and fucking?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
62~ Have you used adult toys?
How well do you know me? And some of your thoughts about me
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
15- What bad habit do you wish you could quit? Do you have any addictions?
* Give a rating for each one (0-100)
71~ Would you give your partner a hand or foot job? Would you receive one?
What was the longest? What was the shortest?
*** Questions About Me ***
You know that I will be 100% truthful, so ask.
Family Relation Age Play
23- What is your dream job? What was it as a child?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11~ Have you ever been caught by your parents or children or others while having sex?
44~ Care to share something about yourself that no one else knows about you?
Do you think this brought you closer together?
9- What’s your favorite season and why? 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?
29- How superstitious are you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How many times do you think you have “made love”?
(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…)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
*** What’s Your Favorite…? ***
10- What is your favorite family tradition? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Any that are a turn off?
18- How often do you drink alcohol? What is your favorite drink?
11- What's your favorite restaurant? What’s your least favorite?
What have you learned about yourself that you did not before this?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
22- Do you have any birth marks? How about scars? Care to share how you got them?
40~ What’s the weirdest place you’ve ever had sex?
The Ice Breaker Questions
89~ Do you like taking showers together?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
1- What was your first impression of me? Has it changed?
36- Do you play video games? What is your favorite? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
8- What's your favorite flavor of ice cream? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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.?
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?
What is your favorite position? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
9~ How many times over your lifetime do you think you have had sex so far?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
19~ Who/when was your first “heartbreak”?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
* Which of the following turns you on the most? Do you have any not on this list? 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?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you ever want to be woken up with oral and/or intercourse?
That one or two things that made you go hmmmm, OMG or wow!
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
82~ Do you have any fantasies involving Role-Playing?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
39~ What are your love languages?
Would you read them together?
Master/Slave Boss/Maid
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Escort/Client Job Applicant/Hiring Manager
25~ How do you feel about PDA? (Public Display of Affection)
10~ How many dates are necessary before you to have sex with someone?
If you say it, I will stop, and we can talk about it when you are ready.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
38~ Share your most embarrassing sexual memory?
3- What’s your favorite smell? Do you a least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Would /have you ever given your partner a lap dance and Striptease?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Nurse/Patient Celebrity/Fan
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Doctor/Nurse Stripper/Client
80~ Share your top three fantasies/desires. (Be detailed) 😊
51~ What tends to bring a smile to your face?
47~ What would be your dream job and why?
21~ What was the best date you ever went on? What has been the worst?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
84~ How do you feel about reading/listening to adult stories?
3- Should Pluto still be considered a planet? 4- How about smoking?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Model/Photographer Police/Criminal
Would you do it again, and would you rather 2 females or 2 males?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7- What are your thoughts on religion? Is there an afterlife?
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)
*** Questions about Relationships/Past ***
Have you ever? Care to Share?
Do you have a favorite? Is it ok if your partner does?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
29~ What are some things that turn you off? What is your biggest turn off?
28- What are some things that people do that irritate you?
33- If you could visit any time period, when would you pick? Please explain why?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Can you Deep Throat? Do you like the taste of yourself?
9- If you could have three wishes, what would they be? Why?
53~ How much can you tell me about the one thing you are most passionate about?
48~ Do you have any siblings? Are you close to your family?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Have you ever had or have an STD? How many? What was it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
49~ How many times have you been married? Why did they end?
Get this wrong and this could mean the end… :-) some funny, some not…
7-What do I do in bed that drives you wild? How about, what turns you off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Please share Did you stop?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
26~ What side of the bed do you sleep on?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
33- Beach or Mountains? Or is there another place to like better?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
2- What’s your favorite color? Do you a least favorite?
What would you say to prove to yourself that it was really you?
19- What’s your favorite fairytale? What’s your least favorite?
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…
Do you like the “69” position? Do you prefer to be on top or bottom?
15- What's your favorite saying? What word or phrase is your least favorite?
What have you learned about me that was new and/or surprising?
I would allow you to do it… What would you do to me?
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?
7- What if a person smells a certain way? 8- How about smoking?
17- What’s your favorite holiday? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
What is your favorite toy? Ever wanted to try a specific toy?
30~ What's something unexpected that turns you on?
45~ How do you feel about me blindfolding you? How about blindfolding me?
What do you dislike about me? I asked you to be 100% honest.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Will you cheat again? How can, you be sure? Define what cheating is to you.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
27- What was/ is nickname? Does it have a meaning behind it?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
15~ Have you ever been “in love”? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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,
Does the thought excite you? Care to share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
31- If given a chance to be immortal, would you take it? Why?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** Random Questions ***
20- What’s your favorite candy? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
Nothing too Serious
5~ When you first started having sex, was it what you thought it would be?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
What is your view on sex? Meaning, When/Where/ How often/
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How about if they talk dirty and/or call you names?
65~ Describe the best orgasm you’ve ever had? Care to share?
52~ What are your hobbies?
3- What Superhero or Superpower would you want to be/have?
76~ Have you had a threesome? Care to Share?
Over time has your thoughts on sex changed?
81~ Do you have any kinks and/or fetishes?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
37- Do you like your name? If you could change it, what would you change it too?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you watch it? What is your favorite?
28~ What are some things that turn on? What is your biggest turn on?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
Any that are a turn off?
83~ How do you feel about Porn?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14- What's your favorite dessert? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you allow me to clean every part of your body with my soapy hands and fingers?
Repairman/Lonely Wife Virgin/Experienced
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
13- What is the craziest/scariest thing you've ever done?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
34~ Do you like the lights on or off during sex?
Teacher/Student Stranger/One Night Stand
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Would you mind if your partner watched it? How about together vs alone?
How old are you? Male or Female?