What is the most interesting question you can ask to get to know someone?
14.06.2025 06:50
31- If given a chance to be immortal, would you take it? Why?
Doctor/Nurse Stripper/Client
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What is the Replika app, and how does it work?
9~ How many times over your lifetime do you think you have had sex so far?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Any that are a turn off?
Have you ever lied to your family? What were the circumstances?
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…
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How good do you sing and how do you know this?
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?
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?
12- What’s your favorite food? What’s your least favorite?
What have you learned about me that was new and/or surprising?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What is your favorite toy? Ever wanted to try a specific toy?
What are some effective strategies for getting more upvotes on Quora?
10- What is your favorite family tradition? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Why, after a divorce, would one still want to ruin the other one’s life?
How old are you? Male or Female?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What do women talk about mostly(among themselves)?
13- What’s your favorite drink? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
15~ Have you ever been “in love”? Who? Care to Share?
Who is the greatest light welterweight boxer of all time?
Get this wrong and this could mean the end… :-) some funny, some not…
1~ How old were you when you had your first kiss? Who? Care to Share?
19~ Who/when was your first “heartbreak”?
Summer McIntosh Posts 4:23.65 400 IM to Break Her Own World Record - SwimSwam
Do you think this brought you closer together?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Please share Did you stop?
How many times do you think you have “made love”?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
15- What bad habit do you wish you could quit? Do you have any addictions?
Would you do it again, and would you rather 2 females or 2 males?
92~ Have you ever had or have an STD? How many? What was it?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
What are some of the best photos of your favorite Korean model?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
If NO, would you ever have one? Would it be with 2 men or 2 women?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
25~ How do you feel about PDA? (Public Display of Affection)
22- Do you have any birth marks? How about scars? Care to share how you got them?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
*** Deal Breaker Questions ***
Can you Deep Throat? Do you like the taste of yourself?
Repairman/Lonely Wife Virgin/Experienced
70~ Would/do you have/like anal sex?
*** Questions About Me ***
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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…
28~ What are some things that turn on? What is your biggest turn on?
Model/Photographer Police/Criminal
47~ What would be your dream job and why?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
13- What is the craziest/scariest thing you've ever done?
The Ice Breaker Questions
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
10~ How many dates are necessary before you to have sex with someone?
7-What do I do in bed that drives you wild? How about, what turns you off?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
4- For a pet, Cat, dog or other?
22- What is your favorite childhood memory? What is your least favorite?
You know that I will be 100% truthful, so ask.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
48~ Have you ever paid or been paid for sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
1- What’s your favorite animal? Do you a least favorite?
Master/Slave Boss/Maid
23- What is your dream job? What was it as a child?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
44~ Care to share something about yourself that no one else knows about you?
Will you cheat again? How can, you be sure? Define what cheating is to you.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
51~ What tends to bring a smile to your face?
Over time has your thoughts on sex changed?
37- Do you like your name? If you could change it, what would you change it too?
Family Relation Age Play
What was the longest? What was the shortest?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
38~ Share your most embarrassing sexual memory?
7- What are your thoughts on religion? Is there an afterlife?
33- If you could visit any time period, when would you pick? Please explain why?
How about if they talk dirty and/or call you names?
71~ Would you give your partner a hand or foot job? Would you receive one?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
48~ Do you have any siblings? Are you close to your family?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
13~ Is there a difference between, making love, having sex, and fucking?
84~ How do you feel about reading/listening to adult stories?
50~ How many children do you have? What are their ages?
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?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
*** Random Questions ***
19- What’s your favorite fairytale? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
21~ What was the best date you ever went on? What has been the worst?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you watch it? What is your favorite?
*** What’s Your Favorite…? ***
What would you say to prove to yourself that it was really you?
14- What's your favorite dessert? Do you a least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8- What are your thoughts on politics?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
If you win, what will you make them do?
What do you dislike about me? I asked you to be 100% honest.
I would allow you to do it… What would you do to me?
17- Have you ever done drugs? Which ones? How often?
3- Should Pluto still be considered a planet? 4- How about smoking?
*** Questions about Relationships/Past ***
27- What was/ is nickname? Does it have a meaning behind it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
82~ Do you have any fantasies involving Role-Playing?
Nurse/Patient Celebrity/Fan
10- List 5 of your top pet peeves.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
12- What is the weirdest thing you've ever eaten?
17- What’s your favorite holiday? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
36- Do you play video games? What is your favorite? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would you read them together?
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…)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you like the “69” position? Do you prefer to be on top or bottom?
83~ How do you feel about Porn?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
53~ How much can you tell me about the one thing you are most passionate about?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
39~ What are your love languages?
3- What Superhero or Superpower would you want to be/have?
62~ Have you used adult toys?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
32- What's your greatest talent? Can I see it right now?
34~ Do you like the lights on or off during sex?
What is your favorite position? Why?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
26~ What side of the bed do you sleep on?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Escort/Client Job Applicant/Hiring Manager
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Have you ever? Care to Share?
Do you have a favorite? Is it ok if your partner does?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
11~ Have you ever been caught by your parents or children or others while having sex?
52~ Are you willing to make “those types” of bets with your partner?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
11- List at least 5 things on your bucket list. Have you done any of them already?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
18~ Who/when was your first “crush”?
2- What’s your favorite color? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
49~ How many times have you been married? Why did they end?
5- Have you ever been hypnotized? Would you allow yourself to be?
Teacher/Student Stranger/One Night Stand
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Do you like it when they show and tell you what they want?
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,
40~ What’s the weirdest place you’ve ever had sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
15- What's your favorite saying? What word or phrase is your least favorite?
How well do you know me? And some of your thoughts about me
29~ What are some things that turn you off? What is your biggest turn off?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
9- What’s your favorite season and why? What’s your least favorite?
28- What are some things that people do that irritate you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
33- Beach or Mountains? Or is there another place to like better?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
18- How often do you drink alcohol? What is your favorite drink?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
13- How about having a certain hair cut/style?
Any that are a turn off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
* Give a rating for each one (0-100)
29- How superstitious are you?
Would you mind if your partner watched it? How about together vs alone?
81~ Do you have any kinks and/or fetishes?
14- What is an embarrassing moment in your life? How about your most embarrassing?
If yes, what?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
61~ How willing would you be to try new sexual positions?
5~ When you first started having sex, was it what you thought it would be?
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
How many partners have you had oral sex with? Who? Care to Share?
21- What's your favorite way to spend a weekend or time off?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
52~ What are your hobbies?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
3- What’s your favorite smell? Do you a least favorite?
20- Do you have any tattoos? 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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
30~ What's something unexpected that turns you on?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Prisoner/Prison Guard Landlord/Tenant
19- Do/have you smoked? What do you prefer? How often?
1- What was your first impression of me? Has it changed?
89~ Do you like taking showers together?
65~ Describe the best orgasm you’ve ever had? Care to share?
42~ What’s your biggest regret in life?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would you ever want to be woken up with oral and/or intercourse?
67~ Do you like it when your partner moans and/or is vocal during sex?
7- What if a person smells a certain way? 8- How about smoking?
If YES, was it with 2 men or 2 women? Did you enjoy it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
92~ Everyone needs a “safe” word. What is yours?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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)
Nothing too Serious
What is your view on sex? Meaning, When/Where/ How often/
46~ Have you ever used furniture, or other types of things to aid you while having sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
51~ Are you willing to play adult games with your partner?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
11- What's your favorite restaurant? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?