What is the most interesting question you can ask to get to know someone?
Last Updated: 18.06.2025 05:03

11- How about if they like a certain sports team? 12-How about drinking too much?
47~ What would be your dream job and why?
If you win, what will you make them do?
Why does my vagina always itch so badly after my periods?
Would you read them together?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What is your most intimate experience with your best friend?
27- What was/ is nickname? Does it have a meaning behind it?
82~ Do you have any fantasies involving Role-Playing?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Why does Rahul Gandhi have so many haters?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
80~ Share your top three fantasies/desires. (Be detailed) đ
9- Whatâs your favorite season and why? Whatâs your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
Change Your Gmail Password Now, Google Tells 2 Billion Users - Forbes
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
6- Whatâs your favorite TV series? Do you have a favorite genre? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Nothing too Serious
13- Whatâs your favorite drink? Whatâs your least favorite?
At least 8 dead in shooting near Israeli and US-supported aid sites in Gaza - NPR
3- What Superhero or Superpower would you want to be/have?
88~ Do you prefer me to be naked or in lingerie, PJâs when you are sleeping?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would you mind if your partner watched it? How about together vs alone?
7- What are your thoughts on religion? Is there an afterlife?
Would /have you ever given your partner a lap dance and Striptease?
Are landlords allowed to make unreasonable requests?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
D.C. Defenders win UFL title, 58-34 - NBC Sports
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Master/Slave Boss/Maid
Would you ever want to be woken up with oral and/or intercourse?
92~ Everyone needs a âsafeâ word. What is yours?
Over time has your thoughts on sex changed?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
The Witcher 4 is built for console first, CDPR confirms 60FPS is not guaranteed - TweakTown
2- Whatâs your favorite color? Do you a least favorite?
18- Whatâs your favorite way to relax after a long day? Whatâs your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What are the defining characteristics of woke liberals and conservatives in the United States?
Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ
How well do you know me? And some of your thoughts about me
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
13 Cool New Gadgets to Keep on Your Radar - Gear Patrol
What is your view on sex? Meaning, When/Where/ How often/
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
*** Questions About Me ***
29- How superstitious are you?
48~ Do you have any siblings? Are you close to your family?
Can you Deep Throat? Do you like the taste of yourself?
51~ Are you willing to play adult games with your partner?
62~ Have you used adult toys?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
5~ When you first started having sex, was it what you thought it would be?
7- What if a person smells a certain way? 8- How about smoking?
The Ice Breaker Questions
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How about if they talk dirty and/or call you names?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
52~ What are your hobbies?
36- Do you play video games? What is your favorite? Do you a least favorite?
66~ Whatâs the shortest time itâs ever taken for you to have an orgasm? And the longest?
50~ How many children do you have? What are their ages?
40~ Whatâs the weirdest place youâve ever had sex?
10- List 5 of your top pet peeves.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
36~ What is your favorite time of day to have sex/make love?
*** Deal Breaker Questions ***
39~ What are your love languages?
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?
1- What was your first impression of me? Has it changed?
Do you think this brought you closer together?
Please share Did you stop?
Do you prefer your partnerâs pubic hair trimmed, Landing Strip, full bush or completely bare?
89~ Do you like taking showers together?
44~ Care to share something about yourself that no one else knows about you?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
21- What's your favorite way to spend a weekend or time off?
83~ How do you feel about Porn?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
That one or two things that made you go hmmmm, OMG or wow!
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
14 â Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you do it again, and would you rather 2 females or 2 males?
28- What are some things that people do that irritate you?
48~ Have you ever paid or been paid for sex?
11- What's your favorite restaurant? Whatâs your least favorite?
5- Whatâs your favorite movie genre? Whatâs your favorite movie of all time? How many times have you watched it?
10~ How many dates are necessary before you to have sex with someone?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
3- Should Pluto still be considered a planet? 4- How about smoking?
76~ Have you had a threesome? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
17- Have you ever done drugs? Which ones? How often?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What was the most surprising thing youâve learned about me throughout our relationship?
17- Whatâs your favorite holiday? Whatâs your least favorite?
14- Do you have a âDeal Breakerâ, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
7- Whatâs your favorite book? Do you have a favorite genre? Do you a least favorite?
19~ Who/when was your first âheartbreakâ?
51~ What tends to bring a smile to your face?
1~ How old were you when you had your first kiss? Who? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
What would you say to prove to yourself that it was really you?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
13~ Is there a difference between, making love, having sex, and fucking?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3âŚ
5- Have you ever been hypnotized? Would you allow yourself to be?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
* Give a rating for each one (0-100)
67~ Do you like it when your partner moans and/or is vocal during sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
Model/Photographer Police/Criminal
What have you learned about me that was new and/or surprising?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
20- Whatâs your favorite candy? Whatâs your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
12- What is the weirdest thing you've ever eaten?
16~ Do you believe in âsoulmatesâ? Have you found yours? Who? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
32- What's your greatest talent? Can I see it right now?
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 togetherâŚ
Family Relation Age Play
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
61~ How willing would you be to try new sexual positions?
1- Whatâs your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
16- Whatâs your favorite vacation you have been on? Whatâs your least favorite? Where would you like to go?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4- For a pet, Cat, dog or other?
15~ Have you ever been âin loveâ? Who? Care to Share?
*** Whatâs Your FavoriteâŚ? ***
23- What is your dream job? What was it as a child?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Prisoner/Prison Guard Landlord/Tenant
49~ How many times have you been married? Why did they end?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
45~ How do you feel about me blindfolding you? How about blindfolding me?
Nurse/Patient Celebrity/Fan
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
9- Is there something youâve always wanted to ask me but youâre afraid?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
*** Questions about Relationships/Past ***
Does the thought excite you? Care to share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
14- What is an embarrassing moment in your life? How about your most embarrassing?
3- Whatâs your favorite smell? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
How many partners have you had oral sex with? Who? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
85~ If you gave me a âfree Passâ to have me do anything for one hour, what would you want me to do to you?
If yes, what?
26~ What side of the bed do you sleep on?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
84~ How do you feel about reading/listening to adult stories?
Any that are a turn off?
How old are you? Male or Female?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couplesâ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETCâŚ)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Have you ever? Care to Share?
8- What are your thoughts on politics?
Teacher/Student Stranger/One Night Stand
13- How about having a certain hair cut/style?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
19- Do/have you smoked? What do you prefer? How often?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
31- If given a chance to be immortal, would you take it? Why?
What do you dislike about me? I asked you to be 100% honest.
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
18~ Who/when was your first âcrushâ?
52~ Are you willing to make âthose typesâ of bets with your partner?
Do you watch it? What is your favorite?
19- Whatâs your favorite fairytale? Whatâs your least favorite?
38~ Share your most embarrassing sexual memory?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
10- What is your favorite family tradition? Whatâs your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
8- What's something unexpected that turns you on that I do to you? Donât be shy now, I really want to know.
Escort/Client Job Applicant/Hiring Manager
Do you like it when they show and tell you what they want?
28~ What are some things that turn on? What is your biggest turn on?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything⌠Shave meâŚ
What is your favorite toy? Ever wanted to try a specific toy?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Meaning if you ever say it no matter how long we have been together or where we are in the momentâŚ
13- What is the craziest/scariest thing you've ever done?
You know that I will be 100% truthful, so ask.
22- Do you have any birth marks? How about scars? Care to share how you got them?
What is your favorite position? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you have a favorite? Is it ok if your partner does?
71~ Would you give your partner a hand or foot job? Would you receive one?
25~ How do you feel about PDA? (Public Display of Affection)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Whatâs the longest time you gone without having sex, after, having it? How much time between the others?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
1- Whatâs your favorite animal? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
15- What's your favorite saying? What word or phrase is your least favorite?
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)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
21~ What was the best date you ever went on? What has been the worst?
22- What is your favorite childhood memory? What is your least favorite?
85~ If I gave you a âFree Passâ for you to do anything to me for one hour, knowing that no matter what you did,
Get this wrong and this could mean the end⌠:-) some funny, some notâŚ
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
42~ Whatâs your biggest regret in life?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If you say it, I will stop, and we can talk about it when you are ready.
60~ How important is oral sex? Do you like receiving? Do you like giving?
Any that are a turn off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
33- Beach or Mountains? Or is there another place to like better?
If YES, was it with 2 men or 2 women? Did you enjoy it?
70~ Would/do you have/like anal sex?
4- Whatâs your favorite genre of music? Whatâs your least favorite? Is there a song that triggers a memory?
How many times do you think you have âmade loveâ?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
If NO, would you ever have one? Would it be with 2 men or 2 women?
30~ What's something unexpected that turns you on?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
81~ Do you have any kinks and/or fetishes?
*** Random Questions ***
What was the longest? What was the shortest?
37- Do you like your name? If you could change it, what would you change it too?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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 âPASSâ 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 yourselfâŚ
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you like the â69â position? Do you prefer to be on top or bottom?
14~ When was the first time you said, âI Love Youâ? (romantically) Did you mean it? Who? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18- How often do you drink alcohol? What is your favorite drink?
Repairman/Lonely Wife Virgin/Experienced
34~ Do you like the lights on or off during sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14- What's your favorite dessert? Do you a least favorite?
65~ Describe the best orgasm youâve ever had? Care to share?
I would allow you to do it⌠What would you do to me?
12- Whatâs your favorite food? Whatâs your least favorite?
What have you learned about yourself that you did not before this?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.