What is the most interesting question you can ask to get to know someone?
13.06.2025 12:22
4- For a pet, Cat, dog or other?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
*** Questions about Relationships/Past ***
CFPB enforcement lead resigns, slams ‘attack’ on core mission in departure email - CNN
36- Do you play video games? What is your favorite? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
23- What is your dream job? What was it as a child?
Watch These Intel Price Levels After Stock Surged 8% Tuesday to Lead S&P 500 Gainers - Investopedia
21- What's your favorite way to spend a weekend or time off?
What is your favorite position? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Why do I feel so lazy every time I get into my room?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
81~ Do you have any kinks and/or fetishes?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
13~ Is there a difference between, making love, having sex, and fucking?
Any that are a turn off?
Why are white women not interested in dating Asian men? Are they not attractive to you at all?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
33- Beach or Mountains? Or is there another place to like better?
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37- Do you like your name? If you could change it, what would you change it too?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Why singing is good for your brain, even if you are no Beyoncé - The Washington Post
I would allow you to do it… What would you do to me?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
What are some life hacks for living on your own?
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?
26~ What side of the bed do you sleep on?
Have you ever? Care to Share?
Why am I not getting any atheists to debate with? Are they scared?
52~ Are you willing to make “those types” of bets with your partner?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Master/Slave Boss/Maid
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What are the best Jewish jokes?
22- What is your favorite childhood memory? What is your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
62~ Have you used adult toys?
—— indirects on kuorans, irl and idols
17- What’s your favorite holiday? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
Doctor/Nurse Stripper/Client
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
19~ Who/when was your first “heartbreak”?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
29~ What are some things that turn you off? What is your biggest turn off?
If you win, what will you make them do?
6- Do you have dreams? Can you remember them? What do you usually dream about?
17- Have you ever done drugs? Which ones? How often?
Do you have a favorite? Is it ok if your partner does?
Would you ever want to be woken up with oral and/or intercourse?
50~ How many children do you have? What are their ages?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
51~ What tends to bring a smile to your face?
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?
How old are you? Male or Female?
70~ Would/do you have/like anal sex?
Can you Deep Throat? Do you like the taste of yourself?
51~ Are you willing to play adult games with your partner?
14- What's your favorite dessert? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
*** Questions About Me ***
29- How superstitious are you?
15- What bad habit do you wish you could quit? Do you have any addictions?
47~ What would be your dream job and why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you mind if your partner watched it? How about together vs alone?
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)
Escort/Client Job Applicant/Hiring Manager
11- What's your favorite restaurant? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
If you say it, I will stop, and we can talk about it when you are ready.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
12- What’s your favorite food? What’s your least favorite?
28- What are some things that people do that irritate you?
* Give a rating for each one (0-100)
Nothing too Serious
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
28~ What are some things that turn on? What is your biggest turn on?
*** Random Questions ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
83~ How do you feel about Porn?
10~ How many dates are necessary before you to have sex with someone?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
61~ How willing would you be to try new sexual positions?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What have you learned about me that was new and/or surprising?
Does the thought excite you? Care to share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If NO, would you ever have one? Would it be with 2 men or 2 women?
60~ How important is oral sex? Do you like receiving? Do you like giving?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
2- What’s your favorite color? 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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
13- How about having a certain hair cut/style?
13- What’s your favorite drink? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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…
How many partners have you had oral sex with? Who? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
48~ Do you have any siblings? Are you close to your family?
What was the longest? What was the shortest?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Prisoner/Prison Guard Landlord/Tenant
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
10- List 5 of your top pet peeves.
What would you say to prove to yourself that it was really you?
53~ How much can you tell me about the one thing you are most passionate about?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
18~ Who/when was your first “crush”?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Family Relation Age Play
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What have you learned about yourself that you did not before this?
82~ Do you have any fantasies involving Role-Playing?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
5~ When you first started having sex, was it what you thought it would be?
52~ What are your hobbies?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
9- What’s your favorite season and why? What’s your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Would you read them together?
Get this wrong and this could mean the end… :-) some funny, some not…
76~ Have you had a threesome? Care to Share?
Model/Photographer Police/Criminal
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you like it when they show and tell you what they want?
1- What’s your favorite animal? Do you a least favorite?
Over time has your thoughts on sex changed?
11~ Have you ever been caught by your parents or children or others while having sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
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,
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Please share Did you stop?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
42~ What’s your biggest regret in life?
Do you like the “69” position? Do you prefer to be on top or bottom?
What do you dislike about me? I asked you to be 100% honest.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
20- What’s your favorite candy? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
9~ How many times over your lifetime do you think you have had sex so far?
89~ Do you like taking showers together?
40~ What’s the weirdest place you’ve ever had sex?
32- What's your greatest talent? Can I see it right now?
Would /have you ever given your partner a lap dance and Striptease?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
3- What Superhero or Superpower would you want to be/have?
21~ What was the best date you ever went on? What has been the worst?
54~ Would you ever go skinny dipping with your partner? Have you ever been? 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?
3- What’s your favorite smell? Do you a least favorite?
How many times do you think you have “made love”?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Repairman/Lonely Wife Virgin/Experienced
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would you do it again, and would you rather 2 females or 2 males?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
5- Have you ever been hypnotized? Would you allow yourself to be?
38~ Share your most embarrassing sexual memory?
8- What's your favorite flavor of ice cream? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
12- What is the weirdest thing you've ever eaten?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
That one or two things that made you go hmmmm, OMG or wow!
7- What are your thoughts on religion? Is there an afterlife?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
30~ What's something unexpected that turns you on?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
*** What’s Your Favorite…? ***
Any that are a turn off?
34~ Do you like the lights on or off during sex?
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…
92~ Have you ever had or have an STD? How many? What was it?
1- What was your first impression of me? Has it changed?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13- What is the craziest/scariest thing you've ever done?
33- If you could visit any time period, when would you pick? Please explain why?
49~ How many times have you been married? Why did they end?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
15~ Have you ever been “in love”? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What is your favorite toy? Ever wanted to try a specific toy?
19- Do/have you smoked? What do you prefer? How often?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
You know that I will be 100% truthful, so ask.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
67~ Do you like it when your partner moans and/or is vocal during sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
10- What is your favorite family tradition? What’s your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
Do you think this brought you closer together?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
The Ice Breaker Questions
Nurse/Patient Celebrity/Fan
27- What was/ is nickname? Does it have a meaning behind it?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
39~ What are your love languages?
19- What’s your favorite fairytale? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
If yes, what?
15- What's your favorite saying? What word or phrase is your least favorite?
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…
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
9- If you could have three wishes, what would they be? Why?
31- If given a chance to be immortal, would you take it? Why?
48~ Have you ever paid or been paid for sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What is your view on sex? Meaning, When/Where/ How often/
Would you allow me to clean every part of your body with my soapy hands and fingers?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you watch it? What is your favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
84~ How do you feel about reading/listening to adult stories?
3- Should Pluto still be considered a planet? 4- How about smoking?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
36~ What is your favorite time of day to have sex/make love?
How about if they talk dirty and/or call you names?
(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…)
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?
*** Deal Breaker Questions ***
How well do you know me? And some of your thoughts about me
92~ Everyone needs a “safe” word. What is yours?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
34- Ever been to a concert? What was your favorite? Who would you like to see?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
7-What do I do in bed that drives you wild? How about, what turns you off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?