What is the most interesting question you can ask to get to know someone?
10.06.2025 23:56
Family Relation Age Play
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
62~ Have you used adult toys?
Do you think this Labour Party is qualified to run our country?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
23- What is your dream job? What was it as a child?
Repairman/Lonely Wife Virgin/Experienced
Why do I feel sleepy after massage?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Teacher/Student Stranger/One Night Stand
Six killed by Israeli gunfire near Gaza aid site, Hamas officials say - BBC
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
37- Do you like your name? If you could change it, what would you change it too?
29~ What are some things that turn you off? What is your biggest turn off?
Experts reveal that THIS diet can reduce heart disease risk - Times of India
5~ When you first started having sex, was it what you thought it would be?
34~ Do you like the lights on or off during sex?
Over time has your thoughts on sex changed?
How do I seduce my sister? (I am an Indian) I want to have sex with her.?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Do you like it when they show and tell you what they want?
32- What's your greatest talent? Can I see it right now?
Has the current political environment caused Canadians to cancel trips to the United States?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
82~ Do you have any fantasies involving Role-Playing?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
How do I convince my husband that a threesome is okay?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
20- What’s your favorite candy? What’s your least favorite?
42~ What’s your biggest regret in life?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Nurse/Patient Celebrity/Fan
If NO, would you ever have one? Would it be with 2 men or 2 women?
What is the top-rated beach resort in Bali, Indonesia according to TripAdvisor reviews?
81~ Do you have any kinks and/or fetishes?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Exclusive | EchoStar Prepares Potential Bankruptcy Filing Amid FCC Review - WSJ
What have you learned about yourself that you did not before this?
12- What’s your favorite food? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
52~ Are you willing to make “those types” of bets with your partner?
What do you dislike about me? I asked you to be 100% honest.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Taylor Swift Wears a Bejeweled LBD for a Celebratory Girls Night Out with Selena Gomez - instyle.com
What is your favorite toy? Ever wanted to try a specific toy?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Escort/Client Job Applicant/Hiring Manager
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
17- What’s your favorite holiday? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
50~ How many children do you have? What are their ages?
3- Should Pluto still be considered a planet? 4- How about smoking?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you ever want to be woken up with oral and/or intercourse?
13~ Is there a difference between, making love, having sex, and fucking?
29- How superstitious are you?
13- What is the craziest/scariest thing you've ever done?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
61~ How willing would you be to try new sexual positions?
19- Do/have you smoked? What do you prefer? How often?
51~ What tends to bring a smile to your face?
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?
19- What’s your favorite fairytale? What’s your least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
38~ Share your most embarrassing sexual memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
28- What are some things that people do that irritate you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Nothing too Serious
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
1~ How old were you when you had your first kiss? Who? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
28~ What are some things that turn on? What is your biggest turn on?
21~ What was the best date you ever went on? What has been the worst?
51~ Are you willing to play adult games with your partner?
What is your favorite position? Why?
71~ Would you give your partner a hand or foot job? Would you receive one?
16~ Do you believe in “soulmates”? Have you found yours? Who? 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?
18- How often do you drink alcohol? What is your favorite drink?
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?
What would you say to prove to yourself that it was really you?
9- What’s your favorite season and why? What’s your least favorite?
How well do you know me? And some of your thoughts about me
10- List 5 of your top pet peeves.
27- What was/ is nickname? Does it have a meaning behind it?
83~ How do you feel about Porn?
6- Do you have dreams? Can you remember them? What do you usually dream about?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you watch it? What is your favorite?
*** Deal Breaker Questions ***
22- Do you have any birth marks? How about scars? Care to share how you got them?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
14- What's your favorite dessert? Do you a least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
15~ Have you ever been “in love”? Who? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
19~ Who/when was your first “heartbreak”?
*** Random Questions ***
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Any that are a turn off?
Do you have a favorite? Is it ok if your partner does?
Model/Photographer Police/Criminal
What is your view on sex? Meaning, When/Where/ How often/
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Doctor/Nurse Stripper/Client
Would /have you ever given your partner a lap dance and Striptease?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Any that are a turn off?
*** Questions About Me ***
What have you learned about me that was new and/or surprising?
36- Do you play video games? What is your favorite? Do you a least favorite?
11- What's your favorite restaurant? What’s 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?
13- What’s your favorite drink? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** What’s Your Favorite…? ***
49~ How many times have you been married? Why did they end?
5- Have you ever been hypnotized? Would you allow yourself to be?
89~ Do you like taking showers together?
14- What is an embarrassing moment in your life? How about your most embarrassing?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
7-What do I do in bed that drives you wild? How about, what turns you off?
3- What’s your favorite smell? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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…
Master/Slave Boss/Maid
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
76~ Have you had a threesome? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
Does the thought excite you? Care to share?
How many times do you think you have “made love”?
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,
9~ How many times over your lifetime do you think you have had sex so far?
The Ice Breaker Questions
Would you read them together?
92~ Everyone needs a “safe” word. What is yours?
How old are you? Male or Female?
If you win, what will you make them do?
11- How about if they like a certain sports team? 12-How about drinking too much?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you think this brought you closer together?
31- If given a chance to be immortal, would you take it? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
18~ Who/when was your first “crush”?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
What was the longest? What was the shortest?
48~ Have you ever paid or been paid for sex?
8- What are your thoughts on politics?
Will you cheat again? How can, you be sure? Define what cheating is to you.
1- What’s your favorite animal? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
65~ Describe the best orgasm you’ve ever had? Care to share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
9- Is there something you’ve always wanted to ask me but you’re afraid?
If yes, what?
I would allow you to do it… What would you do to me?
Would you mind if your partner watched it? How about together vs alone?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Can you Deep Throat? Do you like the taste of yourself?
48~ Do you have any siblings? Are you close to your family?
(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…)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7- What are your thoughts on religion? Is there an afterlife?
44~ Care to share something about yourself that no one else knows about you?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
*** Questions about Relationships/Past ***
How many partners have you had oral sex with? Who? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
9- If you could have three wishes, what would they be? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Would you do it again, and would you rather 2 females or 2 males?
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?
26~ What side of the bed do you sleep on?
7- What if a person smells a certain way? 8- How about smoking?
30~ What's something unexpected that turns you on?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
10~ How many dates are necessary before you to have sex with someone?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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)
39~ What are your love languages?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
22- What is your favorite childhood memory? What is your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
36~ What is your favorite time of day to have sex/make love?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have 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?
Please share Did you stop?
If you say it, I will stop, and we can talk about it when you are ready.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
* Give a rating for each one (0-100)
33- If you could visit any time period, when would you pick? Please explain why?
2- What’s your favorite color? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
84~ How do you feel about reading/listening to adult stories?
92~ Have you ever had or have an STD? How many? What was it?
17- Have you ever done drugs? Which ones? How often?
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…
Do you like the “69” position? Do you prefer to be on top or bottom?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?
47~ What would be your dream job and why?
1- What was your first impression of me? Has it changed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How about if they talk dirty and/or call you names?
Prisoner/Prison Guard Landlord/Tenant
13- How about having a certain hair cut/style?
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?
70~ Would/do you have/like anal sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
3- What Superhero or Superpower would you want to be/have?
12- What is the weirdest thing you've ever eaten?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
That one or two things that made you go hmmmm, OMG or wow!
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
33- Beach or Mountains? Or is there another place to like better?
10- What is your favorite family tradition? What’s your least favorite?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
You know that I will be 100% truthful, so ask.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
67~ Do you like it when your partner moans and/or is vocal during sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.