What is the most interesting question you can ask to get to know someone?
Last Updated: 02.07.2025 01:33
67~ Do you like it when your partner moans and/or is vocal during sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Big Cyberpunk 2077 Updates Were Thought To Be Done, But 2.3 Patch Launches Soon - GameSpot
7- What if a person smells a certain way? 8- How about smoking?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Over time has your thoughts on sex changed?
New Study Reveals the #1 Sleep Mistake That Harms the Brain - AOL.com
1- What’s your favorite animal? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What are some hard rock or heavy metal bands that are overrated?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
52~ What are your hobbies?
Would /have you ever given your partner a lap dance and Striptease?
7- What are your thoughts on religion? Is there an afterlife?
Do very hot men ever feel attracted to an ugly woman? Why?
Does the thought excite you? Care to share?
9- If you could have three wishes, what would they be? Why?
If you win, what will you make them do?
Stanford Scientists Develop Game-Changing New Way To Treat Stroke - SciTechDaily
28- What are some things that people do that irritate you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
49~ How many times have you been married? Why did they end?
How did you as a human being change while growing up?
21~ What was the best date you ever went on? What has been the worst?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you mind if your partner watched it? How about together vs alone?
Trump Media Raises $2.32B—Bitcoin Treasury and Big Moves Ahead - Bitcoin.com News
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
70~ Would/do you have/like anal sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Tom Girardi Sentenced to 7 Years in Prison on His 86th Birthday - Vulture
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Repairman/Lonely Wife Virgin/Experienced
If you have curly hair, when should you brush it?
30~ What's something unexpected that turns you on?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
Photos: the ‘No Kings’ rally in Oakland draws over 10,000 attendees - The Oaklandside
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How do organic ready-to-eat meals compare to conventional ones?
5~ When you first started having sex, was it what you thought it would be?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
39~ What are your love languages?
Lawsuit says mayor called people who opposed Buc-ee's project 'terrorists' - 9News
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- What was your first impression of me? Has it changed?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Which Korean female celebrities look the best in a bikini?
38~ Share your most embarrassing sexual memory?
*** Questions About Me ***
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)
8- What's your favorite flavor of ice cream? Do you a least favorite?
Doctor/Nurse Stripper/Client
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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…
42~ What’s your biggest regret in life?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
3- Should Pluto still be considered a planet? 4- How about smoking?
Do you like it when they show and tell you what they want?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you think this brought you closer together?
61~ How willing would you be to try new sexual positions?
92~ Have you ever had or have an STD? How many? What was it?
20- What’s your favorite candy? What’s your least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
76~ Have you had a threesome? Care to Share?
Escort/Client Job Applicant/Hiring Manager
Any that are a turn off?
Will you cheat again? How can, you be sure? Define what cheating is to you.
You know that I will be 100% truthful, so ask.
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What have you learned about yourself that you did not before this?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
*** What’s Your Favorite…? ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
34- Ever been to a concert? What was your favorite? Who would you like to see?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
62~ Have you used adult toys?
10- List 5 of your top pet peeves.
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,
How old are you? Male or Female?
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.
(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- If you won the Lottery and got 200 million dollars, what would you do with all that money?
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
15- What's your favorite saying? What word or phrase is your least favorite?
Master/Slave Boss/Maid
3- What was the most surprising thing you’ve learned about me throughout our relationship?
80~ Share your top three fantasies/desires. (Be detailed) 😊
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Can you Deep Throat? Do you like the taste of yourself?
15~ Have you ever been “in love”? Who? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
34~ Do you like the lights on or off during sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
33- Beach or Mountains? Or is there another place to like better?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
9- What’s your favorite season and why? What’s your least favorite?
*** Deal Breaker Questions ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
9~ How many times over your lifetime do you think you have had sex so far?
29~ What are some things that turn you off? What is your biggest turn off?
71~ Would you give your partner a hand or foot job? Would you receive one?
89~ Do you like taking showers together?
36~ What is your favorite time of day to have sex/make love?
3- What Superhero or Superpower would you want to be/have?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
50~ How many children do you have? What are their ages?
26~ What side of the bed do you sleep on?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
21- What's your favorite way to spend a weekend or time off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
48~ Do you have any siblings? Are you close to your family?
4- For a pet, Cat, dog or other?
How many partners have you had oral sex with? Who? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
27- What was/ is nickname? Does it have a meaning behind it?
48~ Have you ever paid or been paid for sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
2- What’s your favorite color? Do you a least favorite?
If yes, what?
That one or two things that made you go hmmmm, OMG or wow!
What is your view on sex? Meaning, When/Where/ How often/
If YES, was it with 2 men or 2 women? Did you enjoy it?
* Give a rating for each one (0-100)
Would you do it again, and would you rather 2 females or 2 males?
What would you say to prove to yourself that it was really you?
52~ Are you willing to make “those types” of bets with your partner?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
10- What is your favorite family tradition? 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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** Questions about Relationships/Past ***
37- Do you like your name? If you could change it, what would you change it too?
14- What's your favorite dessert? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
How about if they talk dirty and/or call you names?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
19- Do/have you smoked? What do you prefer? How often?
Nurse/Patient Celebrity/Fan
How many times do you think you have “made love”?
19~ Who/when was your first “heartbreak”?
If NO, would you ever have one? Would it be with 2 men or 2 women?
17- Have you ever done drugs? Which ones? How often?
12- What’s your favorite food? What’s your least favorite?
What is your favorite position? Why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
28~ What are some things that turn on? What is your biggest turn on?
11- What's your favorite restaurant? What’s your least favorite?
What have you learned about me that was new and/or surprising?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
23- What is your dream job? What was it as a child?
51~ Are you willing to play adult games with your partner?
Please share Did you stop?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
53~ How much can you tell me about the one thing you are most passionate about?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
12- What is the weirdest thing you've ever eaten?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
8- What are your thoughts on politics?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
36- Do you play video games? What is your favorite? Do you a least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
17- What’s your favorite holiday? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
18~ Who/when was your first “crush”?
11~ Have you ever been caught by your parents or children or others while having sex?
Prisoner/Prison Guard Landlord/Tenant
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
The Ice Breaker Questions
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What is your favorite toy? Ever wanted to try a specific toy?
5- Have you ever been hypnotized? Would you allow yourself to be?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
33- If you could visit any time period, when would you pick? Please explain why?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
32- What's your greatest talent? Can I see it right now?
22- What is your favorite childhood memory? What is 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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you watch it? What is your favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
What was the longest? What was the shortest?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Family Relation Age Play
Teacher/Student Stranger/One Night Stand
1~ How old were you when you had your first kiss? Who? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
51~ What tends to bring a smile to your face?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
18- How often do you drink alcohol? What is your favorite drink?
13- How about having a certain hair cut/style?
13~ Is there a difference between, making love, having sex, and fucking?
13- What is the craziest/scariest thing you've ever done?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
29- How superstitious are you?
Nothing too Serious
Any that are a turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
47~ What would be your dream job and why?
I would allow you to do it… What would you do to me?
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…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
83~ How do you feel about Porn?
What do you dislike about me? I asked you to be 100% honest.
65~ Describe the best orgasm you’ve ever had? Care to share?
Would you read them together?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Model/Photographer Police/Criminal
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Do you have a favorite? Is it ok if your partner does?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Have you ever? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
3- What’s your favorite smell? Do you a least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
92~ Everyone needs a “safe” word. What is yours?
84~ How do you feel about reading/listening to adult stories?
Would you ever want to be woken up with oral and/or intercourse?
How well do you know me? And some of your thoughts about me
Get this wrong and this could mean the end… :-) some funny, some not…
25~ How do you feel about PDA? (Public Display of Affection)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13- What’s your favorite drink? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
*** Random Questions ***
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?