What is the most interesting question you can ask to get to know someone?
09.06.2025 07:32
Would you do it again, and would you rather 2 females or 2 males?
3- What Superhero or Superpower would you want to be/have?
36- Do you play video games? What is your favorite? Do you a least favorite?
Why do I want to give up on men?
40~ What’s the weirdest place you’ve ever had sex?
9~ How many times over your lifetime do you think you have had sex so far?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Could This Diet Be the Key to Preventing Alzheimer's and Dementia? - bestlifeonline.com
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
*** Questions about Relationships/Past ***
The Switch 2’s promising start hides an uncertain future - The Verge
23- What is your dream job? What was it as a child?
Would /have you ever given your partner a lap dance and Striptease?
11- How about if they like a certain sports team? 12-How about drinking too much?
Final AIDS/LifeCycle Travels Through Santa Barbara County - Noozhawk
5~ When you first started having sex, was it what you thought it would be?
Master/Slave Boss/Maid
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
At 53, Jennie Garth Poses in Her First-Ever Underwear Campaign - instyle.com
33- Beach or Mountains? Or is there another place to like better?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
How well do you know me? And some of your thoughts about me
Nothing too Serious
*** What’s Your Favorite…? ***
How do flat earthers explain the Earth being stationary? Is this concept considered impossible?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
*** Deal Breaker Questions ***
3- What’s your favorite smell? Do you a least favorite?
If an abortion doesn’t affect you, why do people make it a big deal?
34~ Do you like the lights on or off during sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
21- What's your favorite way to spend a weekend or time off?
What happens to adults with Down syndrome when their parents can't look after them any more?
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)
60~ How important is oral sex? Do you like receiving? Do you like giving?
22- Do you have any birth marks? How about scars? Care to share how you got them?
19- What’s your favorite fairytale? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
10~ How many dates are necessary before you to have sex with someone?
Are there girls here who like group sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What is your favorite toy? Ever wanted to try a specific toy?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
4 Ups & 5 Downs From WWE SmackDown (6 June - Results & Review) - WhatCulture.com
53~ How much can you tell me about the one thing you are most passionate about?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
They Were 8,000-Pound Sloths With Claws and Armor – Then Humans Showed Up - SciTechDaily
7-What do I do in bed that drives you wild? How about, what turns you off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
My ex got into a relationship within 2 weeks after a breakup. What should I do?
31- If given a chance to be immortal, would you take it? Why?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Family Relation Age Play
4 ways women are physically stronger than men - The Washington Post
81~ Do you have any kinks and/or fetishes?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What do you dislike about me? I asked you to be 100% honest.
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
48~ Do you have any siblings? Are you close to your family?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you think this brought you closer together?
*** Questions About Me ***
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
You know that I will be 100% truthful, so ask.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
9- What’s your favorite season and why? What’s your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
That one or two things that made you go hmmmm, OMG or wow!
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Would you read them together?
11- List at least 5 things on your bucket list. Have you done any of them already?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How old are you? Male or Female?
13- How about having a certain hair cut/style?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Prisoner/Prison Guard Landlord/Tenant
17- What’s your favorite holiday? What’s your least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
44~ Care to share something about yourself that no one else knows about you?
80~ Share your top three fantasies/desires. (Be detailed) 😊
84~ How do you feel about reading/listening to adult stories?
47~ What would be your dream job and why?
Would you ever want to be woken up with oral and/or intercourse?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
27- What was/ is nickname? Does it have a meaning behind it?
92~ Everyone needs a “safe” word. What is yours?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
If you say it, I will stop, and we can talk about it when you are ready.
Will you kiss after your partner has gone down on you? Swallow or spit semen?
12- What’s your favorite food? What’s your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
The Ice Breaker Questions
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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,
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…
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?
22- What is your favorite childhood memory? What is your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
29~ What are some things that turn you off? What is your biggest turn off?
25~ How do you feel about PDA? (Public Display of Affection)
8- What's your favorite flavor of ice cream? Do you a least favorite?
What is your favorite position? Why?
28- What are some things that people do that irritate you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
20- What’s your favorite candy? What’s your least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
19~ Who/when was your first “heartbreak”?
(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…)
If yes, what?
Please share Did you stop?
21~ What was the best date you ever went on? What has been the worst?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
65~ Describe the best orgasm you’ve ever had? Care to share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If NO, would you ever have one? Would it be with 2 men or 2 women?
36~ What is your favorite time of day to have sex/make love?
Nurse/Patient Celebrity/Fan
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Can you Deep Throat? Do you like the taste of yourself?
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?
49~ How many times have you been married? Why did they end?
How many times do you think you have “made love”?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What would you say to prove to yourself that it was really you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
12- What is the weirdest thing you've ever eaten?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you mind if your partner watched it? How about together vs alone?
50~ How many children do you have? What are their ages?
Do you like it when they show and tell you what they want?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Over time has your thoughts on sex changed?
61~ How willing would you be to try new sexual positions?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
34- Ever been to a concert? What was your favorite? Who would you like to see?
70~ Would/do you have/like anal sex?
What was the longest? What was the shortest?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Escort/Client Job Applicant/Hiring Manager
52~ Are you willing to make “those types” of bets with your partner?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
26~ What side of the bed do you sleep on?
18- How often do you drink alcohol? What is your favorite drink?
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
* Give a rating for each one (0-100)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
1- What’s your favorite animal? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
11~ Have you ever been caught by your parents or children or others while having sex?
How about if they talk dirty and/or call you names?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
76~ Have you had a threesome? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
42~ What’s your biggest regret in life?
1- What was your first impression of me? Has it changed?
14- What's your favorite dessert? Do you a least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
9- If you could have three wishes, what would they be? Why?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
13- What is the craziest/scariest thing you've ever done?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Repairman/Lonely Wife Virgin/Experienced
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
83~ How do you feel about Porn?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
2- What’s your favorite color? Do you a least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
*** Random Questions ***
Get this wrong and this could mean the end… :-) some funny, some not…
89~ Do you like taking showers together?
15- What bad habit do you wish you could quit? Do you have any addictions?
6- Do you have dreams? Can you remember them? What do you usually dream about?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
30~ What's something unexpected that turns you on?
Any that are a turn off?
29- How superstitious are you?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
5- Have you ever been hypnotized? Would you allow yourself to be?
Doctor/Nurse Stripper/Client
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Have you ever? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
51~ What tends to bring a smile to your face?
7- What are your thoughts on religion? Is there an afterlife?
7- What if a person smells a certain way? 8- How about smoking?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Teacher/Student Stranger/One Night Stand
67~ Do you like it when your partner moans and/or is vocal during sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
If YES, was it with 2 men or 2 women? Did you enjoy it?
28~ What are some things that turn on? What is your biggest turn on?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
17- Have you ever done drugs? Which ones? How often?
Do you have a favorite? Is it ok if your partner does?
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…
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Do you like the “69” position? Do you prefer to be on top or bottom?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
I would allow you to do it… What would you do to me?
33- If you could visit any time period, when would you pick? Please explain why?
10- List 5 of your top pet peeves.
Does the thought excite you? Care to share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you watch it? What is your favorite?
48~ Have you ever paid or been paid for sex?
What is your view on sex? Meaning, When/Where/ How often/
18~ Who/when was your first “crush”?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Any that are a turn off?
What have you learned about yourself that you did not before this?
If you win, what will you make them do?
52~ What are your hobbies?
11- What's your favorite restaurant? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
4- For a pet, Cat, dog or other?
19- Do/have you smoked? What do you prefer? How often?
How many partners have you had oral sex with? Who? Care to Share?
39~ What are your love languages?
8- What are your thoughts on politics?
What have you learned about me that was new and/or surprising?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
15~ Have you ever been “in love”? Who? Care to Share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
37- Do you like your name? If you could change it, what would you change it too?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
51~ Are you willing to play adult games with your partner?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
10- What is your favorite family tradition? What’s your least favorite?
Model/Photographer Police/Criminal
62~ Have you used adult toys?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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?