What is the most interesting question you can ask to get to know someone?
14.06.2025 01:02
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
If you were president, how would you make America "great again?"
49~ How many times have you been married? Why did they end?
If you say it, I will stop, and we can talk about it when you are ready.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
13- How about having a certain hair cut/style?
Model/Photographer Police/Criminal
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Human-sized Labubu doll sells for more than $150,000 - BBC
If you lose, are you willing to be their sex slave for a day, (anything goes)?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Deal Breaker Questions ***
Bitcoin update: From 80 bytes to 4MB – How BTC’s brain can get bigger - AMBCrypto
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
8- What are your thoughts on politics?
What is your favourite true story to tell at a party?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What is the reason behind the Russian government's negative view on foreign travel?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
What have you learned about yourself that you did not before this?
What are scads fish? What types are there?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
30~ What's something unexpected that turns you on?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
How do I get over a long-term relationship breakup?
Do you watch it? What is your favorite?
Does the thought excite you? Care to share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Why do men say women hit the wall at 24?
What do you dislike about me? I asked you to be 100% honest.
50~ How many children do you have? What are their ages?
18- How often do you drink alcohol? What is your favorite drink?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
21~ What was the best date you ever went on? What has been the worst?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
28~ What are some things that turn on? What is your biggest turn on?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
* Give a rating for each one (0-100)
45~ How do you feel about me blindfolding you? How about blindfolding me?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
13- What is the craziest/scariest thing you've ever done?
34~ Do you like the lights on or off during sex?
53~ How much can you tell me about the one thing you are most passionate about?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Doctor/Nurse Stripper/Client
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Will you cheat again? How can, you be sure? Define what cheating is to you.
11~ Have you ever been caught by your parents or children or others while having sex?
23- What is your dream job? What was it as a child?
60~ How important is oral sex? Do you like receiving? Do you like giving?
9- What’s your favorite season and why? What’s your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
29- How superstitious are you?
17- What’s your favorite holiday? What’s your least favorite?
How old are you? Male or Female?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
26~ What side of the bed do you sleep on?
Teacher/Student Stranger/One Night Stand
What was the longest? What was the shortest?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What would you say to prove to yourself that it was really you?
*** Random Questions ***
76~ Have you had a threesome? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
22- What is your favorite childhood memory? What is your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
Please share Did you stop?
10~ How many dates are necessary before you to have sex with someone?
15- What bad habit do you wish you could quit? Do you have any addictions?
11- What's your favorite restaurant? What’s your least favorite?
51~ What tends to bring a smile to your face?
38~ Share your most embarrassing sexual memory?
22- Do you have any birth marks? How about scars? Care to share how you got them?
*** Questions about Relationships/Past ***
What is your favorite position? Why?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
1- What was your first impression of me? Has it changed?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
27- What was/ is nickname? Does it have a meaning behind it?
4- For a pet, Cat, dog or other?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
13- What’s your favorite drink? What’s your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
2- What’s your favorite color? Do you a least favorite?
Nurse/Patient Celebrity/Fan
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- What’s your favorite animal? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
48~ Do you have any siblings? Are you close to your family?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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?
19- What’s your favorite fairytale? What’s your least favorite?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
62~ Have you used adult toys?
7-What do I do in bed that drives you wild? How about, what turns you off?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
5~ When you first started having sex, was it what you thought it would be?
How well do you know me? And some of your thoughts about me
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
65~ Describe the best orgasm you’ve ever had? Care to share?
(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…)
How many partners have you had oral sex with? Who? Care to Share?
42~ What’s your biggest regret in life?
You know that I will be 100% truthful, so ask.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
40~ What’s the weirdest place you’ve ever had sex?
Do you have a favorite? Is it ok if your partner does?
81~ Do you have any kinks and/or fetishes?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What have you learned about me that was new and/or surprising?
Would /have you ever given your partner a lap dance and Striptease?
3- Should Pluto still be considered a planet? 4- How about smoking?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
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 together…
14- What's your favorite dessert? Do you a least favorite?
Over time has your thoughts on sex changed?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you think this brought you closer together?
10- List 5 of your top pet peeves.
Prisoner/Prison Guard Landlord/Tenant
Do you like it when they show and tell you what they want?
20- What’s your favorite candy? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
15~ Have you ever been “in love”? Who? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If yes, what?
31- If given a chance to be immortal, would you take it? Why?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13~ Is there a difference between, making love, having sex, and fucking?
Escort/Client Job Applicant/Hiring Manager
9- If you could have three wishes, what would they be? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
33- Beach or Mountains? Or is there another place to like better?
83~ How do you feel about Porn?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
That one or two things that made you go hmmmm, OMG or wow!
Would you ever want to be woken up with oral and/or intercourse?
*** What’s Your Favorite…? ***
67~ Do you like it when your partner moans and/or is vocal during sex?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
33- If you could visit any time period, when would you pick? Please explain why?
10- What is your favorite family tradition? What’s your least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If you win, what will you make them do?
Repairman/Lonely Wife Virgin/Experienced
36~ What is your favorite time of day to have sex/make love?
19~ Who/when was your first “heartbreak”?
9- Is there something you’ve always wanted to ask me but you’re afraid?
15- What's your favorite saying? What word or phrase is your least favorite?
Would you read them together?
29~ What are some things that turn you off? What is your biggest turn off?
39~ What are your love languages?
Nothing too Serious
52~ Are you willing to make “those types” of bets with your partner?
1~ How old were you when you had your first kiss? Who? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
Family Relation Age Play
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
92~ Have you ever had or have an STD? How many? What was it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
7- What are your thoughts on religion? Is there an afterlife?
92~ Everyone needs a “safe” word. What is yours?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Any that are a turn off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3- What’s your favorite smell? Do you a 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,
Will you kiss after your partner has gone down on you? Swallow or spit semen?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
37- Do you like your name? If you could change it, what would you change it too?
80~ Share your top three fantasies/desires. (Be detailed) 😊
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
21- What's your favorite way to spend a weekend or time off?
61~ How willing would you be to try new sexual positions?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
18~ Who/when was your first “crush”?
70~ Would/do you have/like anal sex?
52~ What are your hobbies?
Master/Slave Boss/Maid
Would you mind if your partner watched it? How about together vs alone?
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?
Would you do it again, and would you rather 2 females or 2 males?
19- Do/have you smoked? What do you prefer? How often?
47~ What would be your dream job and why?
Any that are a turn off?
The Ice Breaker Questions
Would you allow me to clean every part of your body with my soapy hands and fingers?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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)
34- Ever been to a concert? What was your favorite? Who would you like to see?
12- What is the weirdest thing you've ever eaten?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
84~ How do you feel about reading/listening to adult stories?
11- How about if they like a certain sports team? 12-How about drinking too much?
51~ Are you willing to play adult games with your partner?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
*** Questions About Me ***
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
I would allow you to do it… What would you do to me?
3- What Superhero or Superpower would you want to be/have?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
6- Do you have dreams? Can you remember them? What do you usually dream about?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
How about if they talk dirty and/or call you names?
48~ Have you ever paid or been paid for sex?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you like the “69” position? Do you prefer to be on top or bottom?
Have you ever? Care to Share?
How many times do you think you have “made love”?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
89~ Do you like taking showers together?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Get this wrong and this could mean the end… :-) some funny, some not…
What is your favorite toy? Ever wanted to try a specific toy?
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?
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?
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…