What is the most interesting question you can ask to get to know someone?
11.06.2025 00:31

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