What is the most interesting question you can ask to get to know someone?
12.06.2025 15:34
15- What's your favorite saying? What word or phrase is your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Is there an MBTI personality that is more or less likely to handle stress?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
76~ Have you had a threesome? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What is your favorite position? Why?
21~ What was the best date you ever went on? What has been the worst?
Will you cheat again? How can, you be sure? Define what cheating is to you.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Do you like the “69” position? Do you prefer to be on top or bottom?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
28- What are some things that people do that irritate you?
28~ What are some things that turn on? What is your biggest turn on?
Former Red Sox All-Star Designated For Assignment One Day After Season Debut - NESN
13- How about having a certain hair cut/style?
If you say it, I will stop, and we can talk about it when you are ready.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Anxious-depressed individuals underestimate themselves even when they’re right - PsyPost
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
You know that I will be 100% truthful, so ask.
3- What’s your favorite smell? Do you a least favorite?
Why do narcissists keep calling on the phone after years of separation?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would /have you ever given your partner a lap dance and Striptease?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
The Ice Breaker Questions
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Elon Musk’s Neuralink closes a $650M Series E - TechCrunch
3- Should Pluto still be considered a planet? 4- How about smoking?
92~ Everyone needs a “safe” word. What is yours?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Astronomy show accidentally reveals unseen structure in our solar system - CNN
What have you learned about me that was new and/or surprising?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
12- What is the weirdest thing you've ever eaten?
33- If you could visit any time period, when would you pick? Please explain why?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What should I do to stop being angered easily?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
10- List 5 of your top pet peeves.
Have husbands and wives ever had a threesome with someone in real life? How did it happen?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
47~ What would be your dream job and why?
What would you say to prove to yourself that it was really you?
Nintendo Switch 2 sales shatters records, most-sold console in 24-hour period - TweakTown
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
25~ How do you feel about PDA? (Public Display of Affection)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
22- Do you have any birth marks? How about scars? Care to share how you got them?
51~ Are you willing to play adult games 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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Have you ever? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
13- What is the craziest/scariest thing you've ever done?
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?
31- If given a chance to be immortal, would you take it? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
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,
49~ How many times have you been married? Why did they end?
26~ What side of the bed do you sleep on?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Over time has your thoughts on sex changed?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
*** What’s Your Favorite…? ***
I would allow you to do it… What would you do to me?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
If yes, what?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Get this wrong and this could mean the end… :-) some funny, some not…
6- Do you have dreams? Can you remember them? What do you usually dream about?
Prisoner/Prison Guard Landlord/Tenant
11- What's your favorite restaurant? What’s your 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)
9~ How many times over your lifetime do you think you have had sex so far?
7- What are your thoughts on religion? Is there an afterlife?
What do you dislike about me? I asked you to be 100% honest.
92~ Have you ever had or have an STD? How many? What was it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
*** Random Questions ***
What have you learned about yourself that you did not before this?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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…
14- What is an embarrassing moment in your life? How about your most embarrassing?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Any that are a turn off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
33- Beach or Mountains? Or is there another place to like better?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
1- What’s your favorite animal? Do you a least favorite?
What was the longest? What was the shortest?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do you have a favorite? Is it ok if your partner does?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Family Relation Age Play
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
4- For a pet, Cat, dog or other?
40~ What’s the weirdest place you’ve ever had sex?
44~ Care to share something about yourself that no one else knows about you?
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…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
51~ What tends to bring a smile to your face?
22- What is your favorite childhood memory? What is your least favorite?
34~ Do you like the lights on or off during sex?
34- Ever been to a concert? What was your favorite? Who would you like to see?
48~ Do you have any siblings? Are you close to your family?
12- What’s your favorite food? What’s your least favorite?
10~ How many dates are necessary before you to have sex with someone?
If YES, was it with 2 men or 2 women? Did you enjoy it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Master/Slave Boss/Maid
Repairman/Lonely Wife Virgin/Experienced
Does the thought excite you? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
17- Have you ever done drugs? Which ones? How often?
71~ Would you give your partner a hand or foot job? Would you receive one?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
19~ Who/when was your first “heartbreak”?
83~ How do you feel about Porn?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
*** Deal Breaker Questions ***
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
7- What if a person smells a certain way? 8- How about smoking?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How many partners have you had oral sex with? Who? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
84~ How do you feel about reading/listening to adult stories?
Escort/Client Job Applicant/Hiring Manager
13- What’s your favorite drink? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
81~ Do you have any kinks and/or fetishes?
5- Have you ever been hypnotized? Would you allow yourself to be?
48~ Have you ever paid or been paid for sex?
1- What was your first impression of me? Has it changed?
13~ Is there a difference between, making love, having sex, and fucking?
Any that are a turn off?
5~ When you first started having sex, was it what you thought it would be?
8- What are your thoughts on politics?
(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…)
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
18- How often do you drink alcohol? What is your favorite drink?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you think this brought you closer together?
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?
2- What’s your favorite color? Do you a least favorite?
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?
* Give a rating for each one (0-100)
82~ Do you have any fantasies involving Role-Playing?
Would you do it again, and would you rather 2 females or 2 males?
Doctor/Nurse Stripper/Client
15~ Have you ever been “in love”? Who? Care to Share?
Would you read them together?
What is your favorite toy? Ever wanted to try a specific toy?
39~ What are your love languages?
How well do you know me? And some of your thoughts about me
37- Do you like your name? If you could change it, what would you change it too?
*** Questions about Relationships/Past ***
Do you like it when they show and tell you what they want?
Would you ever want to be woken up with oral and/or intercourse?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
11- How about if they like a certain sports team? 12-How about drinking too much?
Please share Did you stop?
29~ What are some things that turn you off? What is your biggest turn off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How old are you? Male or Female?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
42~ What’s your biggest regret in life?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
89~ Do you like taking showers together?
What is your view on sex? Meaning, When/Where/ How often/
29- How superstitious are you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you mind if your partner watched it? How about together vs alone?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Questions About Me ***
9- What’s your favorite season and why? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
52~ What are your hobbies?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
3- What Superhero or Superpower would you want to be/have?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
21- What's your favorite way to spend a weekend or time off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
36- Do you play video games? What is your favorite? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
How about if they talk dirty and/or call you names?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
61~ How willing would you be to try new sexual positions?
65~ Describe the best orgasm you’ve ever had? Care to share?
54~ Would you ever go skinny dipping 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.
30~ What's something unexpected that turns you on?
18~ Who/when was your first “crush”?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
20- What’s your favorite candy? What’s your least favorite?
Model/Photographer Police/Criminal
32- What's your greatest talent? Can I see it right now?
If you win, what will you make them do?
Nothing too Serious
19- Do/have you smoked? What do you prefer? How often?
How many times do you think you have “made love”?
14- What's your favorite dessert? Do you a least favorite?
70~ Would/do you have/like anal sex?
36~ What is your favorite time of day to have sex/make love?
9- If you could have three wishes, what would they be? Why?
9- Is there something you’ve always wanted to ask me but you’re afraid?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
23- What is your dream job? What was it as a child?
10- What is your favorite family tradition? What’s your least favorite?
Do you watch it? What is your favorite?
50~ How many children do you have? What are their ages?
67~ Do you like it when your partner moans and/or is vocal during sex?
17- What’s your favorite holiday? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
38~ Share your most embarrassing sexual memory?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
Nurse/Patient Celebrity/Fan
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
60~ How important is oral sex? Do you like receiving? Do you like giving?
27- What was/ is nickname? Does it have a meaning behind 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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
62~ Have you used adult toys?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?