What is the most interesting question you can ask to get to know someone?
09.06.2025 12:47
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
13- How about having a certain hair cut/style?
Would /have you ever given your partner a lap dance and Striptease?
Any that are a turn off?
What would you say to prove to yourself that it was really you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Ray Dalio: ‘We should be afraid of the bond market’ - CNN
Master/Slave Boss/Maid
62~ Have you used adult toys?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Belmont Stakes: Hill Road faces challenges beyond tough field - Horse Racing Nation
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
52~ What are your hobbies?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What are some mind-blowing facts that sound unreal but are actually true?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
19- Do/have you smoked? What do you prefer? How often?
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?
Is it ethical for same-sex couples to raise children?
49~ How many times have you been married? Why did they end?
Would you do it again, and would you rather 2 females or 2 males?
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…
Are there any men who have sex with male dogs?
8- What's your favorite flavor of ice cream? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
10- What is your favorite family tradition? What’s your least favorite?
"Can't Believe Virat Kohli Knew...": RCB's Celebrations Amid Stampede Row Heats Up - NDTV Sports
If you win, what will you make them do?
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?
11- How about if they like a certain sports team? 12-How about drinking too much?
Can you summarize season 1 of "The Acolyte"?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
44~ Care to share something about yourself that no one else knows about you?
What are the extra benefits of a smart TV?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
15- What bad habit do you wish you could quit? Do you have any addictions?
RKF Jr. May Have Just Ruined Our Best Weapon Against Bird Flu - The Bulwark
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
They Were 8,000-Pound Sloths With Claws and Armor – Then Humans Showed Up - SciTechDaily
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?
Nurse/Patient Celebrity/Fan
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
European Mars orbiter spies crumbling crater 'soaked in layers of Martian history' (photo) - Space
22- Do you have any birth marks? How about scars? Care to share how you got them?
That one or two things that made you go hmmmm, OMG or wow!
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?
Why do I feel like something bad is going to happen to me?
80~ Share your top three fantasies/desires. (Be detailed) 😊
22~ What is the best pickup line anyone has ever used on you? What was the worst?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Heavily shorted AI stock is rapidly climbing the Fortune 500 - TheStreet
2- What’s your favorite color? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
How many wishes do people get on their birthday?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would you ever want to be woken up with oral and/or intercourse?
Do you like it when they show and tell you what they want?
3- What’s your favorite smell? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
18~ Who/when was your first “crush”?
7- What are your thoughts on religion? Is there an afterlife?
I would allow you to do it… What would you do to me?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
13- What is the craziest/scariest thing you've ever done?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31- If given a chance to be immortal, would you take it? Why?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
20- What’s your favorite candy? What’s your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Nothing too Serious
34~ Do you like the lights on or off during sex?
What is your favorite toy? Ever wanted to try a specific toy?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
60~ How important is oral sex? Do you like receiving? Do you like giving?
18- How often do you drink alcohol? What is your favorite drink?
33- Beach or Mountains? Or is there another place to like better?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
39~ What are your love languages?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
71~ Would you give your partner a hand or foot job? Would you receive one?
9- If you could have three wishes, what would they be? Why?
Model/Photographer Police/Criminal
25~ How do you feel about PDA? (Public Display of Affection)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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…
17- What’s your favorite holiday? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
The Ice Breaker Questions
28- What are some things that people do that irritate you?
17- Have you ever done drugs? Which ones? How often?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Escort/Client Job Applicant/Hiring Manager
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Teacher/Student Stranger/One Night Stand
81~ Do you have any kinks and/or fetishes?
10- List 5 of your top pet peeves.
13- What’s your favorite drink? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
21- What's your favorite way to spend a weekend or time off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
4- For a pet, Cat, dog or other?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Repairman/Lonely Wife Virgin/Experienced
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
51~ What tends to bring a smile to your face?
9- What’s your favorite season and why? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
What is your view on sex? Meaning, When/Where/ How often/
If NO, would you ever have one? Would it be with 2 men or 2 women?
26~ What side of the bed do you sleep on?
12- What is the weirdest thing you've ever eaten?
53~ How much can you tell me about the one thing you are most passionate about?
9- Is there something you’ve always wanted to ask me but you’re afraid?
7- What if a person smells a certain way? 8- How about smoking?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Does the thought excite you? Care to share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
How many partners have you had oral sex with? Who? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
28~ What are some things that turn on? What is your biggest turn on?
9~ How many times over your lifetime do you think you have had sex so far?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Prisoner/Prison Guard Landlord/Tenant
48~ Have you ever paid or been paid for sex?
Do you have a favorite? Is it ok if your partner does?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
89~ Do you like taking showers together?
48~ Do you have any siblings? Are you close to your family?
42~ What’s your biggest regret in life?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
52~ Are you willing to make “those types” of bets with your partner?
19~ Who/when was your first “heartbreak”?
11- What's your favorite restaurant? 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?
1~ How old were you when you had your first kiss? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Would you allow me to clean every part of your body with my soapy hands and fingers?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How many times do you think you have “made love”?
76~ Have you had a threesome? Care to Share?
36~ What is your favorite time of day to have sex/make love?
How about if they talk dirty and/or call you names?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
3- What Superhero or Superpower would you want to be/have?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you watch it? What is your favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
*** Questions 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?
82~ Do you have any fantasies involving Role-Playing?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Have you ever? Care to Share?
*** Questions about Relationships/Past ***
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
50~ How many children do you have? What are their ages?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
* Give a rating for each one (0-100)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
51~ Are you willing to play adult games with your partner?
Would you mind if your partner watched it? How about together vs alone?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
5~ When you first started having sex, was it what you thought it would be?
Doctor/Nurse Stripper/Client
67~ Do you like it when your partner moans and/or is vocal during sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
1- What was your first impression of me? Has it changed?
What is your favorite position? Why?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
19- What’s your favorite fairytale? What’s your least favorite?
22- What is your favorite childhood memory? What is 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?
Do you like the “69” position? Do you prefer to be on top or bottom?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
*** Random Questions ***
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
30~ What's something unexpected that turns you on?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If you say it, I will stop, and we can talk about it when you are ready.
What was the longest? What was the shortest?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
47~ What would be your dream job and why?
13~ Is there a difference between, making love, having sex, and fucking?
84~ How do you feel about reading/listening to adult stories?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
29- How superstitious are you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What have you learned about me that was new and/or surprising?
Any that are a turn off?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
How well do you know me? And some of your thoughts about me
33- If you could visit any time period, when would you pick? Please explain why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Please share Did you stop?
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,
11~ Have you ever been caught by your parents or children or others while having sex?
61~ How willing would you be to try new sexual positions?
83~ How do you feel about Porn?
How old are you? Male or Female?
You know that I will be 100% truthful, so ask.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
*** What’s Your Favorite…? ***
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Over time has your thoughts on sex changed?
Would you read them together?
32- What's your greatest talent? Can I see it right now?
29~ What are some things that turn you off? What is your biggest turn off?
What have you learned about yourself that you did not before this?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
15~ Have you ever been “in love”? Who? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
27- What was/ is nickname? Does it have a meaning behind it?
21~ What was the best date you ever went on? What has been the worst?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Family Relation Age Play
10~ How many dates are necessary before you to have sex with someone?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
1- What’s your favorite animal? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
36- Do you play video games? What is your favorite? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If yes, what?
(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…)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Do you think this brought you closer together?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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)
Can you Deep Throat? Do you like the taste of yourself?
34- Ever been to a concert? What was your favorite? Who would you like to see?
70~ Would/do you have/like anal sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Deal Breaker Questions ***
92~ Everyone needs a “safe” word. What is yours?
8- What are your thoughts on politics?