What is the most interesting question you can ask to get to know someone?
10.06.2025 12:00
*** Questions about Relationships/Past ***
Do you watch it? What is your 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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Have you ever? Care to Share?
Disney makes hundreds more layoffs as it cuts costs - BBC
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
How old are you? Male or Female?
10- List 5 of your top pet peeves.
Why cant a narcissist admit when they are wrong?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
30~ What's something unexpected that turns you on?
What are some interview experiences with JP Morgan India?
12- What is the weirdest thing you've ever eaten?
How well do you know me? And some of your thoughts about me
14- What's your favorite dessert? Do you a least favorite?
Why are Indians so influenced by the Western culture, when the Indian tradition has so much to give?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
47~ What would be your dream job and why?
*** Deal Breaker Questions ***
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
13- How about having a certain hair cut/style?
Is That Clint Eastwood Interview Real? Journalist Says It's Old Quotes - Variety
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would you ever want to be woken up with oral and/or intercourse?
What’s a sleep paralysis demon? And other facts of the bizarre phenomenon - CNN
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
22- What is your favorite childhood memory? What is your least favorite?
*** Random Questions ***
The Best Of Roots Picnic Made Up For The Absolute Worst - HuffPost
What would you say to prove to yourself that it was really you?
13~ Is there a difference between, making love, having sex, and fucking?
13- What is the craziest/scariest thing you've ever done?
Want to lower your cholesterol? Try a daily cup of this common bean - The Independent
15- What's your favorite saying? What word or phrase is your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
36~ What is your favorite time of day to have sex/make love?
Why has my ex moved on so fast after years of being together with me?
9- What’s your favorite season and why? What’s your least favorite?
Family Relation Age Play
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Homesellers now outnumber buyers by half a million: Redfin - NewsNation
*** Questions About Me ***
10~ How many dates are necessary before you to have sex with someone?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Is it possible to permanently quit pornography?
8- What's your favorite flavor of ice cream? Do you a least favorite?
1- What was your first impression of me? Has it changed?
15- What bad habit do you wish you could quit? Do you have any addictions?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
60~ How important is oral sex? Do you like receiving? Do you like giving?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
14- What is an embarrassing moment in your life? How about your most embarrassing?
34- Ever been to a concert? What was your favorite? Who would you like to see?
3- What’s your favorite smell? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
34~ Do you like the lights on or off during sex?
15~ Have you ever been “in love”? Who? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
70~ Would/do you have/like anal sex?
51~ What tends to bring a smile to your face?
You know that I will be 100% truthful, so ask.
21~ What was the best date you ever went on? What has been the worst?
Nothing too Serious
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
49~ How many times have you been married? Why did they end?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
28- What are some things that people do that irritate you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
48~ Do you have any siblings? Are you close to your family?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
* Give a rating for each one (0-100)
22- Do you have any birth marks? How about scars? Care to share how you got them?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you think this brought you closer together?
92~ Everyone needs a “safe” word. What is yours?
Do you like it when they show and tell you what they want?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
6- Do you have dreams? Can you remember them? What do you usually dream about?
3- What Superhero or Superpower would you want to be/have?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
2- What’s your favorite color? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
37- Do you like your name? If you could change it, what would you change it too?
Any that are a turn off?
Doctor/Nurse Stripper/Client
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?
Model/Photographer Police/Criminal
53~ How much can you tell me about the one thing you are most passionate about?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Teacher/Student Stranger/One Night Stand
39~ What are your love languages?
18- How often do you drink alcohol? What is your favorite drink?
61~ How willing would you be to try new sexual positions?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
62~ Have you used adult toys?
89~ Do you like taking showers together?
1- What’s your favorite animal? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
25~ How do you feel about PDA? (Public Display of Affection)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
33- Beach or Mountains? Or is there another place to like better?
*** What’s Your Favorite…? ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
84~ How do you feel about reading/listening to adult stories?
52~ What are your hobbies?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
8- What are your thoughts on politics?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
3- Should Pluto still be considered a planet? 4- How about smoking?
Does the thought excite you? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
11- How about if they like a certain sports team? 12-How about drinking too much?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
12- What’s your favorite food? What’s your least favorite?
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…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
28~ What are some things that turn on? What is your biggest turn on?
50~ How many children do you have? What are their ages?
17- What’s your favorite holiday? 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)
What is your favorite position? Why?
42~ What’s your biggest regret in life?
81~ Do you have any kinks and/or fetishes?
What is your favorite toy? Ever wanted to try a specific toy?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
10- What is your favorite family tradition? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
The Ice Breaker Questions
(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…)
Any that are a turn off?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
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?
9- If you could have three wishes, what would they be? Why?
Would you read them together?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Do you like the “69” position? Do you prefer to be on top or bottom?
What have you learned about me that was new and/or surprising?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How about if they talk dirty and/or call you names?
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?
82~ Do you have any fantasies involving Role-Playing?
Do you have a favorite? Is it ok if your partner does?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
83~ How do you feel about Porn?
4- For a pet, Cat, dog or other?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Please share Did you stop?
If you say it, I will stop, and we can talk about it when you are ready.
18~ Who/when was your first “crush”?
5- Have you ever been hypnotized? Would you allow yourself to be?
52~ Are you willing to make “those types” of bets with your partner?
19- What’s your favorite fairytale? What’s your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
71~ Would you give your partner a hand or foot job? Would you receive one?
26~ What side of the bed do you sleep on?
What was the longest? What was the shortest?
I would allow you to do it… What would you do to me?
Over time has your thoughts on sex changed?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
21- What's your favorite way to spend a weekend or time off?
29~ What are some things that turn you off? What is your biggest turn off?
Escort/Client Job Applicant/Hiring Manager
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
11- What's your favorite restaurant? What’s your least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
Get this wrong and this could mean the end… :-) some funny, some not…
33- If you could visit any time period, when would you pick? Please explain why?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
38~ Share your most embarrassing sexual memory?
How many times do you think you have “made love”?
If you win, what will you make them do?
Would you mind if your partner watched it? How about together vs alone?
19~ Who/when was your first “heartbreak”?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
31- If given a chance to be immortal, would you take it? Why?
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~ How do you feel about me blindfolding you? How about blindfolding me?
Would /have you ever given your partner a lap dance and Striptease?
7- What if a person smells a certain way? 8- How about smoking?
Master/Slave Boss/Maid
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
1~ How old were you when you had your first kiss? Who? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
22~ What is the best pickup line anyone has ever used on you? What was the worst?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
48~ Have you ever paid or been paid for sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
51~ Are you willing to play adult games with your partner?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7- What are your thoughts on religion? Is there an afterlife?
Nurse/Patient Celebrity/Fan
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If yes, what?
What do you dislike about me? I asked you to be 100% honest.
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’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
5~ When you first started having sex, was it what you thought it would be?
Would you do it again, and would you rather 2 females or 2 males?
What is your view on sex? Meaning, When/Where/ How often/
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
What have you learned about yourself that you did not before this?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
29- How superstitious are you?
19- Do/have you smoked? What do you prefer? How often?
9~ How many times over your lifetime do you think you have had sex so far?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
17- Have you ever done drugs? Which ones? How often?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Repairman/Lonely Wife Virgin/Experienced
41~ Are there moments in your past that you would want to change? Please share 3 of them.
That one or two things that made you go hmmmm, OMG or wow!
46~ Have you ever used furniture, or other types of things to aid you while having sex?
92~ Have you ever had or have an STD? How many? What was it?
65~ Describe the best orgasm you’ve ever had? Care to share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
If NO, would you ever have one? Would it be with 2 men or 2 women?
20- What’s your favorite candy? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
32- What's your greatest talent? Can I see it right now?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
36- Do you play video games? What is your favorite? Do you a least favorite?
23- What is your dream job? What was it as a child?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
27- What was/ is nickname? Does it have a meaning behind it?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?