What is the most interesting question you can ask to get to know someone?
Last Updated: 16.06.2025 08:14
How many partners have you had oral sex with? Who? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
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)
Why does Boko Haram attack its own Muslims?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
17- What’s your favorite holiday? What’s your least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
31- If given a chance to be immortal, would you take it? Why?
11- How about if they like a certain sports team? 12-How about drinking too much?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What do you do to make yourself sleep early?
48~ Do you have any siblings? Are you close to your family?
What have you learned about me that was new and/or surprising?
If you win, what will you make them do?
29- How superstitious are you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What is the cost of living in Sweden as a family?
12- What is the weirdest thing you've ever eaten?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Escort/Client Job Applicant/Hiring Manager
How do we write and pronounce "it's my pleasure" in Italian?
If you say it, I will stop, and we can talk about it when you are ready.
10- What is your favorite family tradition? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
Why is Canada letting too many Indians in Canada?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Common sleep aid blocks brain inflammation and tau buildup in Alzheimer’s model - PsyPost
Would you read them together?
33- If you could visit any time period, when would you pick? Please explain why?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Have you ever? Care to Share?
What are some ways to cope with paranoid thoughts about being gangstalked or targeted individuals?
8- What are your thoughts on politics?
44~ Care to share something about yourself that no one else knows about you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Can ringing in the ears be a sign of spiritual awakening?
9- What’s your favorite season and why? What’s your least favorite?
62~ Have you used adult toys?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What techniques can be used to sing like Freddie Mercury if one is unable to hit high notes?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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…
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
8 skincare hacks to deal with back acne - Times of India
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
36- Do you play video games? What is your favorite? Do you a least favorite?
* Give a rating for each one (0-100)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3- What’s your favorite smell? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
7-What do I do in bed that drives you wild? How about, what turns you off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What would you say to prove to yourself that it was really you?
5~ When you first started having sex, was it what you thought it would be?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
53~ How much can you tell me about the one thing you are most passionate about?
20- What’s your favorite candy? What’s your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
40~ What’s the weirdest place you’ve ever had sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
*** What’s Your Favorite…? ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
52~ Are you willing to make “those types” of bets with your partner?
18- How often do you drink alcohol? What is your favorite drink?
28~ What are some things that turn on? What is your biggest turn on?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
4- For a pet, Cat, dog or other?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How many times do you think you have “made love”?
Would you mind if your partner watched it? How about together vs alone?
15~ Have you ever been “in love”? Who? Care to Share?
50~ How many children do you have? What are their ages?
45~ How do you feel about me blindfolding you? How about blindfolding me?
92~ Everyone needs a “safe” word. What is yours?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Any that are a turn off?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
11- What's your favorite restaurant? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
Does the thought excite you? Care to share?
18~ Who/when was your first “crush”?
I would allow you to do it… What would you do to me?
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…
13- How about having a certain hair cut/style?
34~ Do you like the lights on or off during sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
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?
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,
10~ How many dates are necessary before you to have sex with someone?
89~ Do you like taking showers together?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
92~ Have you ever had or have an STD? How many? What was it?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
13- What’s your favorite drink? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Nothing too Serious
(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…)
Model/Photographer Police/Criminal
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
14- What is an embarrassing moment in your life? How about your most embarrassing?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
12- What’s your favorite food? What’s your least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you like it when they show and tell you what they want?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
27- What was/ is nickname? Does it have a meaning behind it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
36~ What is your favorite time of day to have sex/make love?
52~ What are your hobbies?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- Have you ever been hypnotized? Would you allow yourself to be?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
19- What’s your favorite fairytale? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
81~ Do you have any kinks and/or fetishes?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
39~ What are your love languages?
7- What are your thoughts on religion? Is there an afterlife?
22- Do you have any birth marks? How about scars? Care to share how you got them?
28- What are some things that people do that irritate you?
14- What's your favorite dessert? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Do you have a favorite? Is it ok if your partner does?
83~ How do you feel about Porn?
32- What's your greatest talent? Can I see it right now?
42~ What’s your biggest regret in life?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How old are you? Male or Female?
17- Have you ever done drugs? Which ones? How often?
49~ How many times have you been married? Why did they end?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Will you cheat again? How can, you be sure? Define what cheating is to you.
48~ Have you ever paid or been paid for sex?
10- List 5 of your top pet peeves.
84~ How do you feel about reading/listening to adult stories?
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?
*** Questions about Relationships/Past ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
What was the longest? What was the shortest?
26~ What side of the bed do you sleep on?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
38~ Share your most embarrassing sexual memory?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
1- What was your first impression of me? Has it changed?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Would /have you ever given your partner a lap dance and Striptease?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
How about if they talk dirty and/or call you names?
23- What is your dream job? What was it as a child?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
7- What if a person smells a certain way? 8- How about smoking?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
15- What bad habit do you wish you could quit? Do you have any addictions?
47~ What would be your dream job and why?
Family Relation Age Play
11- List at least 5 things on your bucket list. Have you done any of them already?
That one or two things that made you go hmmmm, OMG or wow!
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
13- What is the craziest/scariest thing you've ever done?
82~ Do you have any fantasies involving Role-Playing?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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?
You know that I will be 100% truthful, so ask.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
21~ What was the best date you ever went on? What has been the worst?
If yes, what?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
*** Random Questions ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you think this brought you closer together?
How well do you know me? And some of your thoughts about me
Nurse/Patient Celebrity/Fan
33- Beach or Mountains? Or is there another place to like better?
*** Deal Breaker Questions ***
19~ Who/when was your first “heartbreak”?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
76~ Have you had a threesome? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Doctor/Nurse Stripper/Client
13~ Is there a difference between, making love, having sex, and fucking?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Any that are a turn off?
Please share Did you stop?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
The Ice Breaker Questions
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Repairman/Lonely Wife Virgin/Experienced
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Over time has your thoughts on sex changed?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
30~ What's something unexpected that turns you on?
*** Questions About Me ***
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?
70~ Would/do you have/like anal sex?
1- What’s your favorite animal? Do you a least favorite?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
29~ What are some things that turn you off? What is your biggest turn off?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
37- Do you like your name? If you could change it, what would you change it too?
2- What’s your favorite color? Do you a least favorite?
What have you learned about yourself that you did not before this?
What is your view on sex? Meaning, When/Where/ How often/
Teacher/Student Stranger/One Night Stand
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Master/Slave Boss/Maid
What’s the longest time you gone without having sex, after, having it? How much time between the others?
25~ How do you feel about PDA? (Public Display of Affection)
51~ What tends to bring a smile to your face?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
22- What is your favorite childhood memory? What is your least favorite?
Do you watch it? What is your favorite?
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?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
61~ How willing would you be to try new sexual positions?
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?
Can you Deep Throat? Do you like the taste of yourself?
What do you dislike about me? I asked you to be 100% honest.
11~ Have you ever been caught by your parents or children or others while having sex?
What is your favorite position? Why?