What is the most interesting question you can ask to get to know someone?
08.06.2025 11:33
13- How about having a certain hair cut/style?
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…
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
My Husband Drinks a Pot of Coffee a Day—So I Asked the Experts If That's Safe - EatingWell
28- What are some things that people do that irritate you?
36- Do you play video games? What is your favorite? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
Bono Educates Joe Rogan on DOGE’s ‘Pure Evil’ USAID Cuts - Rolling Stone
60~ How important is oral sex? Do you like receiving? Do you like giving?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
11- What's your favorite restaurant? What’s your least favorite?
NBA Finals’ 17 best players ranked for Thunder vs. Pacers series - SBNation.com
7-What do I do in bed that drives you wild? How about, what turns you off?
Master/Slave Boss/Maid
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
A 'Crazy Idea' About Pluto Was Just Confirmed in a Scientific First - ScienceAlert
How well do you know me? And some of your thoughts about me
The Ice Breaker Questions
You know that I will be 100% truthful, so ask.
PSA: You Probably Don't Need To Be Weighed At The Doctor's Office - HuffPost
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
26~ What side of the bed do you sleep on?
"More problems than it was helping”: Behind the growing distrust of antidepressants - Salon.com
83~ How do you feel about Porn?
45~ How do you feel about me blindfolding you? How about blindfolding me?
80~ Share your top three fantasies/desires. (Be detailed) 😊
5 Things to Know Before the Stock Market Opens - Yahoo Finance
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
18~ Who/when was your first “crush”?
Would you allow me to clean every part of your body with my soapy hands and fingers?
14- What's your favorite dessert? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
2025 Stanley Cup Finals Preview: Can Connor McDavid Finally Do It? - The Ringer
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
19- What’s your favorite fairytale? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
Mario Kart World Guide - All Courses, Cups, Missions, Collectibles, Tips & Tricks - Nintendo Life
Prisoner/Prison Guard Landlord/Tenant
64~ When was your very first orgasm? When was your first from having sex? Care to share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Doctor/Nurse Stripper/Client
Please share Did you stop?
48~ Do you have any siblings? Are you close to your family?
27- What was/ is nickname? Does it have a meaning behind it?
8- What's your favorite flavor of ice cream? Do you a least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
Any that are a turn off?
11~ Have you ever been caught by your parents or children or others while having sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- What is the craziest/scariest thing you've ever done?
What is your view on sex? Meaning, When/Where/ How often/
10- What is your favorite family tradition? What’s your least favorite?
42~ What’s your biggest regret in life?
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?
That one or two things that made you go hmmmm, OMG or wow!
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 have you learned about yourself that you did not before this?
*** Deal Breaker Questions ***
* Give a rating for each one (0-100)
I would allow you to do it… What would you do to me?
23- What is your dream job? What was it as a child?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Would you ever want to be woken up with oral and/or intercourse?
3- Should Pluto still be considered a planet? 4- How about smoking?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
33- Beach or Mountains? Or is there another place to like better?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
47~ What would be your dream job and why?
13~ Is there a difference between, making love, having sex, and fucking?
Family Relation Age Play
How about if they talk dirty and/or call you names?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Get this wrong and this could mean the end… :-) some funny, some not…
If YES, was it with 2 men or 2 women? Did you enjoy it?
5~ When you first started having sex, was it what you thought it would be?
37- Do you like your name? If you could change it, what would you change it too?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
89~ Do you like taking showers together?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Any that are a turn off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
49~ How many times have you been married? Why did they end?
Do you think this brought you closer together?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
*** Questions About Me ***
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
76~ Have you had a threesome? Care to Share?
Do you like it when they show and tell you what they want?
33- If you could visit any time period, when would you pick? Please explain why?
18- How often do you drink alcohol? What is your favorite drink?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What is your favorite toy? Ever wanted to try a specific toy?
9~ How many times over your lifetime do you think you have had sex so far?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
12- What’s your favorite food? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
1- What was your first impression of me? Has it changed?
1~ How old were you when you had your first kiss? Who? Care to Share?
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)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
7- What if a person smells a certain way? 8- How about smoking?
*** What’s Your Favorite…? ***
9- What’s your favorite season and why? What’s your least favorite?
Would you do it again, and would you rather 2 females or 2 males?
Does the thought excite you? Care to share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Questions about Relationships/Past ***
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
21- What's your favorite way to spend a weekend or time off?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
9- If you could have three wishes, what would they be? Why?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What do you dislike about me? I asked you to be 100% honest.
31- If given a chance to be immortal, would you take it? 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?
What was the longest? What was the shortest?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
61~ How willing would you be to try new sexual positions?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
10- List 5 of your top pet peeves.
*** Random Questions ***
17- Have you ever done drugs? Which ones? How often?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
70~ Would/do you have/like anal sex?
If you say it, I will stop, and we can talk about it when you are ready.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would /have you ever given your partner a lap dance and Striptease?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
(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…)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
10~ How many dates are necessary before you to have sex with someone?
7- What are your thoughts on religion? Is there an afterlife?
14- What is an embarrassing moment in your life? How about your most embarrassing?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- What Superhero or Superpower would you want to be/have?
92~ Have you ever had or have an STD? How many? What was it?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
40~ What’s the weirdest place you’ve ever had sex?
19~ Who/when was your first “heartbreak”?
29- How superstitious are you?
If NO, would you ever have one? Would it be with 2 men or 2 women?
19- Do/have you smoked? What do you prefer? How often?
51~ What tends to bring a smile to your face?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
15- What's your favorite saying? What word or phrase is your least favorite?
82~ Do you have any fantasies involving Role-Playing?
34~ Do you like the lights on or off during sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Will you cheat again? How can, you be sure? Define what cheating is to you.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What is your favorite position? Why?
32- What's your greatest talent? Can I see it right now?
28~ What are some things that turn on? What is your biggest turn on?
Do you like the “69” position? Do you prefer to be on top or bottom?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Nurse/Patient Celebrity/Fan
What would you say to prove to yourself that it was really you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
52~ Are you willing to make “those types” of bets with your partner?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
81~ Do you have any kinks and/or fetishes?
51~ Are you willing to play adult games with your partner?
Over time has your thoughts on sex changed?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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…
15- What bad habit do you wish you could quit? Do you have any addictions?
How many times do you think you have “made love”?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
How old are you? Male or Female?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
71~ Would you give your partner a hand or foot job? Would you receive one?
29~ What are some things that turn you off? What is your biggest turn off?
Escort/Client Job Applicant/Hiring Manager
21~ What was the best date you ever went on? What has been the worst?
84~ How do you feel about reading/listening to adult stories?
Teacher/Student Stranger/One Night Stand
Would you mind if your partner watched it? How about together vs alone?
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?
17- What’s your favorite holiday? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
22- What is your favorite childhood memory? What is your least favorite?
Have you ever? Care to Share?
62~ Have you used adult toys?
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?
92~ Everyone needs a “safe” word. What is yours?
52~ What are your hobbies?
65~ Describe the best orgasm you’ve ever had? Care to share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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?
50~ How many children do you have? What are their ages?
Model/Photographer Police/Criminal
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What have you learned about me that was new and/or surprising?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
If you win, what will you make them do?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
39~ What are your love languages?
Repairman/Lonely Wife Virgin/Experienced
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
2- What’s your favorite color? Do you a least favorite?
Would you read them together?
13- What’s your favorite drink? What’s your least favorite?
30~ What's something unexpected that turns you on?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Nothing too Serious
Do you have a favorite? Is it ok if your partner does?
53~ How much can you tell me about the one thing you are most passionate about?
If yes, what?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
8- What are your thoughts on politics?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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,
Can you Deep Throat? Do you like the taste of yourself?
11- List at least 5 things on your bucket list. Have you done any of them already?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
36~ What is your favorite time of day to have sex/make love?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
4- For a pet, Cat, dog or other?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
9- Is there something you’ve always wanted to ask me but you’re afraid?
3- What’s your favorite smell? Do you a least favorite?
Do you watch it? What is your favorite?
1- What’s your favorite animal? Do you a least favorite?