What is the most interesting question you can ask to get to know someone?
15.06.2025 00:35
15~ Have you ever been “in love”? Who? Care to Share?
13- How about having a certain hair cut/style?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Is the 4B movement's aggressiveness against men for seeing women as mantelpieces valid?
* Give a rating for each one (0-100)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
42~ What’s your biggest regret in life?
Which is the worst Bollywood movie you have ever seen and why?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Teacher/Student Stranger/One Night Stand
10- List 5 of your top pet peeves.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Why would a girl not want you to know she has a crush on you?
Do you like it when they show and tell you what they want?
9- If you could have three wishes, what would they be? Why?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
BYU could make noise at NCAA championship 'if big guns show up' - Deseret News
15- What's your favorite saying? What word or phrase is your least favorite?
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.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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?
Why do I want to give up on men?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
Where can I get sure fixed matches on Instagram?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
18- How often do you drink alcohol? What is your favorite drink?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What is the funniest joke you've been told that you still think about to this day?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Why am I not getting any atheists to debate with? Are they scared?
Nurse/Patient Celebrity/Fan
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
13~ Is there a difference between, making love, having sex, and fucking?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Can you Deep Throat? Do you like the taste of yourself?
12- What’s your favorite food? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
Would you ever want to be woken up with oral and/or intercourse?
32- What's your greatest talent? Can I see it right now?
10- What is your favorite family tradition? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
*** Questions About Me ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What would you say to prove to yourself that it was really you?
37- Do you like your name? If you could change it, what would you change it too?
Doctor/Nurse Stripper/Client
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
*** Random Questions ***
49~ If you could, would you want to be the opposite sex for a day, week, or year?
20- What’s your favorite candy? What’s your least favorite?
If yes, what?
38~ Share your most embarrassing sexual memory?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What is your favorite position? Why?
Do you think this brought you closer together?
If you say it, I will stop, and we can talk about it when you are ready.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
52~ Are you willing to make “those types” of bets with your partner?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
2- What’s your favorite color? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
I would allow you to do it… What would you do to me?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Nothing too Serious
40~ What’s the weirdest place you’ve ever had sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How many partners have you had oral sex with? Who? Care to Share?
51~ What tends to bring a smile to your face?
Master/Slave Boss/Maid
*** Deal Breaker Questions ***
What have you learned about me that was new and/or surprising?
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…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
34~ Do you like the lights on or off during sex?
4- For a pet, Cat, dog or other?
28- What are some things that people do that irritate you?
9~ How many times over your lifetime do you think you have had sex so far?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
89~ Do you like taking showers together?
31- If given a chance to be immortal, would you take it? Why?
Any that are a turn off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5~ When you first started having sex, was it what you thought it would be?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
3- What’s your favorite smell? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
That one or two things that made you go hmmmm, OMG or wow!
Does the thought excite you? Care to share?
30~ What's something unexpected that turns you on?
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?
21~ What was the best date you ever went on? What has been the worst?
8- What are your thoughts on politics?
33- Beach or Mountains? Or is there another place to like better?
If you win, what will you make them do?
1- What’s your favorite animal? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
*** What’s Your Favorite…? ***
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Escort/Client Job Applicant/Hiring Manager
48~ Have you ever paid or been paid for sex?
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?
How about if they talk dirty and/or call you names?
27- What was/ is nickname? Does it have a meaning behind it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
7-What do I do in bed that drives you wild? How about, what turns you off?
Family Relation Age Play
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
15- What bad habit do you wish you could quit? Do you have any addictions?
Do you have a favorite? Is it ok if your partner does?
25~ How do you feel about PDA? (Public Display of Affection)
44~ Care to share something about yourself that no one else knows about you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you read them together?
17- Have you ever done drugs? Which ones? How often?
1- What was your first impression of me? Has it changed?
70~ Would/do you have/like anal sex?
7- What are your thoughts on religion? Is there an afterlife?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
81~ Do you have any kinks and/or fetishes?
Would you do it again, and would you rather 2 females or 2 males?
Model/Photographer Police/Criminal
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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)
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
65~ Describe the best orgasm you’ve ever had? Care to share?
48~ Do you have any siblings? Are you close to your family?
29- How superstitious are you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
3- Should Pluto still be considered a planet? 4- How about smoking?
22- Do you have any birth marks? How about scars? Care to share how you got them?
52~ What are your hobbies?
8- What's your favorite flavor of ice cream? Do you a least favorite?
49~ How many times have you been married? Why did they end?
Over time has your thoughts on sex changed?
1~ How old were you when you had your first kiss? Who? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
34- Ever been to a concert? What was your favorite? Who would you like to see?
22- What is your favorite childhood memory? What is your least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
47~ What would be your dream job and why?
How well do you know me? And some of your thoughts about 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?
How old are you? Male or Female?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
14- What is an embarrassing moment in your life? How about your most embarrassing?
67~ Do you like it when your partner moans and/or is vocal during sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
60~ How important is oral sex? Do you like receiving? Do you like giving?
17- What’s your favorite holiday? What’s your least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
83~ How do you feel about Porn?
*** Questions about Relationships/Past ***
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
23- What is your dream job? What was it as a child?
80~ Share your top three fantasies/desires. (Be detailed) 😊
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
71~ Would you give your partner a hand or foot job? Would you receive one?
(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…)
19- Do/have you smoked? What do you prefer? How often?
What was the longest? What was the shortest?
Any that are a turn off?
13- What is the craziest/scariest thing you've ever done?
11- What's your favorite restaurant? What’s your least favorite?
Please share Did you stop?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What do you dislike about me? I asked you to be 100% honest.
How many times do you think you have “made love”?
What have you learned about yourself that you did not before this?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
82~ Do you have any fantasies involving Role-Playing?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
33- If you could visit any time period, when would you pick? Please explain why?
Do you like the “69” position? Do you prefer to be on top or bottom?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Have you ever? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If YES, was it with 2 men or 2 women? Did you enjoy it?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
92~ Everyone needs a “safe” word. What is yours?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
18~ Who/when was your first “crush”?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- What’s your favorite drink? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
62~ Have you used adult toys?
Would /have you ever given your partner a lap dance and Striptease?
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…
61~ How willing would you be to try new sexual positions?
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
12- What is the weirdest thing you've ever eaten?
11- List at least 5 things on your bucket list. Have you done any of them already?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
84~ How do you feel about reading/listening to adult stories?
7- What if a person smells a certain way? 8- How about smoking?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
39~ What are your love languages?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
9- What’s your favorite season and why? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
45~ How do you feel about me blindfolding you? How about blindfolding me?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
36~ What is your favorite time of day to have sex/make love?
76~ Have you had a threesome? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
14- What's your favorite dessert? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
26~ What side of the bed do you sleep on?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
29~ What are some things that turn you off? What is your biggest turn off?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
53~ How much can you tell me about the one thing you are most passionate about?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
19~ Who/when was your first “heartbreak”?
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?
28~ What are some things that turn on? What is your biggest turn on?
What is your view on sex? Meaning, When/Where/ How often/
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
3- What Superhero or Superpower would you want to be/have?
Do you watch it? What is your 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?
Repairman/Lonely Wife Virgin/Experienced
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
The Ice Breaker Questions