What is the most interesting question you can ask to get to know someone?
Last Updated: 22.06.2025 06:20
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
36- Do you play video games? What is your favorite? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
At Chicago baseball stadium, Pope Leo makes his first pitch to America - The Washington Post
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
What is the best way to end a relationship with someone who has future plans with you?
45~ How do you feel about me blindfolding you? How about blindfolding me?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you like it when they show and tell you what they want?
Mario Kart World is the perfect Switch 2 launch game - The Verge
14- What's your favorite dessert? Do you a least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Phillies Place Bryce Harper On 10-Day IL Due To Wrist Inflammation - MLB Trade Rumors
36~ What is your favorite time of day to have sex/make love?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Do you watch it? What is your favorite?
7- What if a person smells a certain way? 8- How about smoking?
Why has Schrödinger's Cat, the experiment, not actually been performed?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
33- If you could visit any time period, when would you pick? Please explain why?
If you say it, I will stop, and we can talk about it when you are ready.
Space Force demos rapid turnaround on latest GPS III launch - Defense News
(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…)
29~ What are some things that turn you off? What is your biggest turn off?
* Give a rating for each one (0-100)
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89~ Do you like taking showers together?
How about if they talk dirty and/or call you names?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
3- Should Pluto still be considered a planet? 4- How about smoking?
Over time has your thoughts on sex changed?
Can you Deep Throat? Do you like the taste of yourself?
Does the thought excite you? Care to share?
1- What’s your favorite animal? Do you a least favorite?
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?
Science news this week: Overdue earthquakes and star-shaped brain cells - Live Science
That one or two things that made you go hmmmm, OMG or wow!
4- For a pet, Cat, dog or other?
6- Do you have dreams? Can you remember them? What do you usually dream about?
92~ Have you ever had or have an STD? How many? What was it?
What is your favorite toy? Ever wanted to try a specific toy?
52~ Are you willing to make “those types” of bets with your partner?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
21- What's your favorite way to spend a weekend or time off?
7-What do I do in bed that drives you wild? How about, what turns you off?
Any that are a turn off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If YES, was it with 2 men or 2 women? Did you enjoy it?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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)
Please share Did you stop?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Escort/Client Job Applicant/Hiring Manager
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
How well do you know me? And some of your thoughts about me
12- What’s your favorite food? What’s your least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
81~ Do you have any kinks and/or fetishes?
If NO, would you ever have one? Would it be with 2 men or 2 women?
70~ Would/do you have/like anal sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
9- Is there something you’ve always wanted to ask me but you’re afraid?
18- How often do you drink alcohol? What is your favorite drink?
Would you ever want to be woken up with oral and/or intercourse?
32- What's your greatest talent? Can I see it right now?
What do you dislike about me? I asked you to be 100% honest.
Doctor/Nurse Stripper/Client
Do you shave/trim your pubic hair? For you guys do you shave your balls?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
17- What’s your favorite holiday? What’s your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
*** Questions about Relationships/Past ***
47~ What would be your dream job and why?
39~ What are your love languages?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
How old are you? Male or Female?
What would you say to prove to yourself that it was really you?
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®
13- How about having a certain hair cut/style?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
8- What's your favorite flavor of ice cream? Do you a least favorite?
92~ Everyone needs a “safe” word. What is yours?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
8- What are your thoughts on politics?
34- Ever been to a concert? What was your favorite? Who would you like to see?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
*** Random Questions ***
5- Have you ever been hypnotized? Would you allow yourself to be?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
2- What’s your favorite color? Do you a least favorite?
What was the longest? What was the shortest?
28~ What are some things that turn on? What is your biggest turn on?
11~ Have you ever been caught by your parents or children or others while having sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
19- Do/have you smoked? What do you prefer? How often?
Get this wrong and this could mean the end… :-) some funny, some not…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
50~ How many children do you have? What are their ages?
22- Do you have any birth marks? How about scars? Care to share how you got them?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Nothing too Serious
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?
52~ What are your hobbies?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
7- What are your thoughts on religion? Is there an afterlife?
What have you learned about yourself that you did not before this?
44~ Care to share something about yourself that no one else knows about you?
Master/Slave Boss/Maid
17- Have you ever done drugs? Which ones? How often?
26~ What side of the bed do you sleep on?
The Ice Breaker Questions
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
12- What is the weirdest thing you've ever eaten?
67~ Do you like it when your partner moans and/or is vocal during sex?
15- What's your favorite saying? What word or phrase is your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
How many times do you think you have “made love”?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
23- What is your dream job? What was it as a child?
Repairman/Lonely Wife Virgin/Experienced
19- What’s your favorite fairytale? What’s your least favorite?
51~ What tends to bring a smile to your face?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1- What was your first impression of me? Has it changed?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
84~ How do you feel about reading/listening to adult stories?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
10- What is your favorite family tradition? What’s your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
34~ Do you like the lights on or off during sex?
62~ Have you used adult toys?
33- Beach or Mountains? Or is there another place to like better?
Family Relation Age Play
21~ What was the best date you ever went on? What has been the worst?
53~ How much can you tell me about the one thing you are most passionate about?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
13- What is the craziest/scariest thing you've ever done?
*** What’s Your Favorite…? ***
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What is your favorite position? Why?
1~ How old were you when you had your first kiss? Who? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
10~ How many dates are necessary before you to have sex with someone?
15~ Have you ever been “in love”? Who? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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…
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?
31- If given a chance to be immortal, would you take it? Why?
Nurse/Patient Celebrity/Fan
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
82~ Do you have any fantasies involving Role-Playing?
What have you learned about me that was new and/or surprising?
Would you read them together?
30~ What's something unexpected that turns you on?
*** Questions About Me ***
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
You know that I will be 100% truthful, so ask.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
65~ Describe the best orgasm you’ve ever had? Care to share?
29- How superstitious are you?
5~ When you first started having sex, was it what you thought it would be?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
11- How about if they like a certain sports team? 12-How about drinking too much?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
*** Deal Breaker Questions ***
9- What’s your favorite season and why? What’s your least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
3- What Superhero or Superpower would you want to be/have?
48~ Do you have any siblings? Are you close to your family?
27- What was/ is nickname? Does it have a meaning behind it?
If you win, what will you make them do?
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,
20- What’s your favorite candy? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
10- List 5 of your top pet peeves.
Do you think this brought you closer together?
11- What's your favorite restaurant? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14- What is an embarrassing moment in your life? How about your most embarrassing?
22- What is your favorite childhood memory? What is your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
19~ Who/when was your first “heartbreak”?
38~ Share your most embarrassing sexual memory?
49~ How many times have you been married? Why did they end?
64~ When was your very first orgasm? When was your first from having sex? 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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you have a favorite? Is it ok if your partner does?
Any that are a turn off?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
18~ Who/when was your first “crush”?
Do you like the “69” position? Do you prefer to be on top or bottom?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
9- If you could have three wishes, what would they be? Why?
Teacher/Student Stranger/One Night Stand
Would you do it again, and would you rather 2 females or 2 males?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If yes, what?
15- What bad habit do you wish you could quit? Do you have any addictions?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
42~ What’s your biggest regret in life?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Have you ever? Care to Share?
I would allow you to do it… What would you do to me?
71~ Would you give your partner a hand or foot job? Would you receive one?
28- What are some things that people do that irritate you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
61~ How willing would you be to try new sexual positions?
What is your view on sex? Meaning, When/Where/ How often/
48~ Have you ever paid or been paid for sex?
3- What’s your favorite smell? Do you a least favorite?
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…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
83~ How do you feel about Porn?
Model/Photographer Police/Criminal
51~ Are you willing to play adult games with your partner?
11- List at least 5 things on your bucket list. Have you done any of them already?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
Would /have you ever given your partner a lap dance and Striptease?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
76~ Have you had a threesome? Care to Share?
Prisoner/Prison Guard Landlord/Tenant