What is the most interesting question you can ask to get to know someone?
11.06.2025 06:48
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
I would allow you to do it… What would you do to me?
Doctor/Nurse Stripper/Client
Why do I get spun and then want big fat cocks to suck?
17- What’s your favorite holiday? What’s your least favorite?
Do you think this brought you closer together?
That one or two things that made you go hmmmm, OMG or wow!
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
21- What's your favorite way to spend a weekend or time off?
How old are you? Male or Female?
What was your wildest experience as a lesbian?
Any that are a turn off?
How well do you know me? And some of your thoughts about me
13- What is the craziest/scariest thing you've ever done?
What is the best way to end a relationship with someone who has future plans with you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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…
Escort/Client Job Applicant/Hiring Manager
FAMU AD accused of stealing $24K from old job - ESPN
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
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?
How about if they talk dirty and/or call you names?
12- What’s your favorite food? What’s your least favorite?
14- What's your favorite dessert? Do you a least favorite?
Binge Eating Disorder: Plea for specialist services in Northern Ireland - BBC
36- Do you play video games? What is your favorite? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
19~ Who/when was your first “heartbreak”?
Meta pauses mobile port tracking tech on Android after researchers cry foul - theregister.com
23- What is your dream job? What was it as a child?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
17- Have you ever done drugs? Which ones? How often?
If atheists are so positive that there is no God, where is their proof that He does not exist?
34~ Do you like the lights on or off during sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
How can fashion design be used to make a political statement in popular culture, and society?
What have you learned about yourself that you did not before this?
11- What's your favorite restaurant? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How often do you watch the news on TV?
20- What’s your favorite candy? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
Have you ever? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
Do you watch it? What is your favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
89~ Do you like taking showers together?
28- What are some things that people do that irritate you?
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?
26~ What side of the bed do you sleep on?
48~ Do you have any siblings? Are you close to your family?
If yes, what?
10- What is your favorite family tradition? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Any that are a turn off?
Master/Slave Boss/Maid
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
62~ Have you used adult toys?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
18~ Who/when was your first “crush”?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
65~ Describe the best orgasm you’ve ever had? Care to share?
Over time has your thoughts on sex changed?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
37- Do you like your name? If you could change it, what would you change it too?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) 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?
61~ How willing would you be to try new sexual positions?
84~ How do you feel about reading/listening to adult stories?
48~ Have you ever paid or been paid for sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
21~ What was the best date you ever went on? What has been the worst?
33- If you could visit any time period, when would you pick? Please explain why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What do you dislike about me? I asked you to be 100% honest.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What is your favorite toy? Ever wanted to try a specific toy?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
19- What’s your favorite fairytale? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
7- What’s your favorite book? Do you have a favorite genre? 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?
2- What’s your favorite color? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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)
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…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
67~ Do you like it when your partner moans and/or is vocal during sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
36~ What is your favorite time of day to have sex/make love?
9- What’s your favorite season and why? What’s your 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.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
9- Is there something you’ve always wanted to ask me but you’re afraid?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
The Ice Breaker Questions
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
49~ How many times have you been married? Why did they end?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Please share Did you stop?
1- What was your first impression of me? Has it changed?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
4- For a pet, Cat, dog or other?
How many times do you think you have “made love”?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
*** Questions About Me ***
33- Beach or Mountains? Or is there another place to like better?
9~ How many times over your lifetime do you think you have had sex so far?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you win, what will you make them do?
92~ Everyone needs a “safe” word. What is yours?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What was the longest? What was the shortest?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
3- Should Pluto still be considered a planet? 4- How about smoking?
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?
* Give a rating for each one (0-100)
Can you Deep Throat? Do you like the taste of yourself?
22- Do you have any birth marks? How about scars? Care to share how you got them?
50~ How many children do you have? What are their ages?
40~ What’s the weirdest place you’ve ever had sex?
51~ Are you willing to play adult games with your partner?
27- What was/ is nickname? Does it have a meaning behind it?
18- How often do you drink alcohol? What is your favorite drink?
Prisoner/Prison Guard Landlord/Tenant
Would you read them together?
5~ When you first started having sex, was it what you thought it would be?
29- How superstitious are you?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
If you say it, I will stop, and we can talk about it when you are ready.
70~ Would/do you have/like anal sex?
22- What is your favorite childhood memory? What is your least favorite?
12- What is the weirdest thing you've ever eaten?
30~ What's something unexpected that turns you on?
7- What if a person smells a certain way? 8- How about smoking?
8- What are your thoughts on politics?
34- Ever been to a concert? What was your favorite? Who would you like to see?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
9- If you could have three wishes, what would they be? Why?
Does the thought excite you? Care to share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How many partners have you had oral sex with? Who? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
60~ How important is oral sex? Do you like receiving? Do you like giving?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Will you cheat again? How can, you be sure? Define what cheating is to you.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Teacher/Student Stranger/One Night Stand
Do you have a favorite? Is it ok if your partner does?
Family Relation Age Play
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Model/Photographer Police/Criminal
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What is your favorite position? Why?
38~ Share your most embarrassing sexual memory?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If NO, would you ever have one? Would it be with 2 men or 2 women?
15~ Have you ever been “in love”? Who? Care to Share?
*** Random Questions ***
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What would you say to prove to yourself that it was really you?
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?
16~ Do you believe in “soulmates”? Have you found yours? 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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
13- How about having a certain hair cut/style?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Would you mind if your partner watched it? How about together vs alone?
52~ What are your hobbies?
5- Have you ever been hypnotized? Would you allow yourself to be?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
(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…)
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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,
52~ Are you willing to make “those types” of bets with your partner?
81~ Do you have any kinks and/or fetishes?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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?
1- What’s your favorite animal? Do you a least favorite?
Do you like it when they show and tell you what they want?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
10~ How many dates are necessary before you to have sex with someone?
You know that I will be 100% truthful, so ask.
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
53~ How much can you tell me about the one thing you are most passionate about?
51~ What tends to bring a smile to your face?
Would you ever want to be woken up with oral and/or intercourse?
11~ Have you ever been caught by your parents or children or others while having sex?
Repairman/Lonely Wife Virgin/Experienced
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Deal Breaker Questions ***
Get this wrong and this could mean the end… :-) some funny, some not…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
*** What’s Your Favorite…? ***
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
47~ What would be your dream job and why?
82~ Do you have any fantasies involving Role-Playing?
83~ How do you feel about Porn?
*** Questions about Relationships/Past ***
What is your view on sex? Meaning, When/Where/ How often/
If YES, was it with 2 men or 2 women? Did you enjoy it?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
19- Do/have you smoked? What do you prefer? How often?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
7- What are your thoughts on religion? Is there an afterlife?
39~ What are your love languages?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
29~ What are some things that turn you off? What is your biggest turn off?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
42~ What’s your biggest regret in life?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What have you learned about me that was new and/or surprising?
31- If given a chance to be immortal, would you take it? Why?
76~ Have you had a threesome? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Nothing too Serious
Would you do it again, and would you rather 2 females or 2 males?
Would /have you ever given your partner a lap dance and Striptease?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
3- What Superhero or Superpower would you want to be/have?
Nurse/Patient Celebrity/Fan
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
71~ Would you give your partner a hand or foot job? Would you receive one?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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.
32- What's your greatest talent? Can I see it right now?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?