What is the most interesting question you can ask to get to know someone?
08.06.2025 02:40
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
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?
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3- What Superhero or Superpower would you want to be/have?
Doctor/Nurse Stripper/Client
62~ Have you used adult toys?
Democrat announces run against Ernst after her 'We're all going to die' comments - ABC News
Any that are a turn off?
9~ How many times over your lifetime do you think you have had sex so far?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How do I find a luxury service apartment in Gurgaon?
Would you do it again, and would you rather 2 females or 2 males?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Apple issues urgent warning to all 1.8 billion iPhone users - ladbible.com
Master/Slave Boss/Maid
48~ Have you ever paid or been paid for sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
That one or two things that made you go hmmmm, OMG or wow!
3- Should Pluto still be considered a planet? 4- How about smoking?
How do you fight the push and pull (manipulation) tactic if you want to win him?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Any that are a turn off?
What is your view on sex? Meaning, When/Where/ How often/
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
76~ Have you had a threesome? Care to Share?
Is the Shia claim true that Imam Ali was born inside the Kaaba?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
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?
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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?
19- What’s your favorite fairytale? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
92~ Everyone needs a “safe” word. What is yours?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Have you ever had your crush reject you, and then later you all dated and married?
(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…)
Would you mind if your partner watched it? How about together vs alone?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Do you watch it? What is your favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** Questions About Me ***
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
22- What is your favorite childhood memory? What is your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you ever want to be woken up with oral and/or intercourse?
Prisoner/Prison Guard Landlord/Tenant
Would you read them together?
Do you like it when they show and tell you what they want?
45~ How do you feel about me blindfolding you? How about blindfolding me?
21- What's your favorite way to spend a weekend or time off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
7- What if a person smells a certain way? 8- How about smoking?
34~ Do you like the lights on or off during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
20- What’s your favorite candy? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
15~ Have you ever been “in love”? Who? Care to Share?
Model/Photographer Police/Criminal
26~ What side of the bed do you sleep on?
12- What’s your favorite food? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
40~ What’s the weirdest place you’ve ever had sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
23- What is your dream job? What was it as a child?
56~ Would you ever go to a strip club 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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What do you dislike about me? I asked you to be 100% honest.
*** What’s Your Favorite…? ***
25~ How do you feel about PDA? (Public Display of Affection)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Will you cheat again? How can, you be sure? Define what cheating is to you.
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Random Questions ***
22- Do you have any birth marks? How about scars? Care to share how you got them?
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…
19- Do/have you smoked? What do you prefer? How often?
36~ What is your favorite time of day to have sex/make love?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
8- What are your thoughts on politics?
52~ What are your hobbies?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
9- Is there something you’ve always wanted to ask me but you’re afraid?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
14- What is an embarrassing moment in your life? How about your most embarrassing?
14- What's your favorite dessert? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
You know that I will be 100% truthful, so ask.
8- What's your favorite flavor of ice cream? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
61~ How willing would you be to try new sexual positions?
6- Do you have dreams? Can you remember them? What do you usually dream about?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
60~ How important is oral sex? Do you like receiving? Do you like giving?
83~ How do you feel about Porn?
Would /have you ever given your partner a lap dance and Striptease?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
3- What’s your favorite smell? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If you win, what will you make them do?
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,
29- How superstitious are you?
I would allow you to do it… What would you do to me?
49~ How many times have you been married? Why did they end?
28~ What are some things that turn on? What is your biggest turn on?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
13- What’s your favorite drink? What’s your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
50~ How many children do you have? What are their ages?
Teacher/Student Stranger/One Night Stand
Do you think this brought you closer together?
65~ Describe the best orgasm you’ve ever had? Care to share?
13- How about having a certain hair cut/style?
The Ice Breaker Questions
37- Do you like your name? If you could change it, what would you change it too?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
If YES, was it with 2 men or 2 women? Did you enjoy it?
11- List at least 5 things on your bucket list. Have you done any of them already?
1~ How old were you when you had your first kiss? Who? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
84~ How do you feel about reading/listening to adult stories?
5- Have you ever been hypnotized? Would you allow yourself to be?
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)
5~ When you first started having sex, was it what you thought it would be?
33- If you could visit any time period, when would you pick? Please explain why?
Can you Deep Throat? Do you like the taste of yourself?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
13- What is the craziest/scariest thing you've ever done?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
28- What are some things that people do that irritate you?
Do you have a favorite? Is it ok if your partner does?
21~ What was the best date you ever went on? What has been the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
How many times do you think you have “made love”?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
What is your favorite position? Why?
15- What's your favorite saying? What word or phrase is your least favorite?
Over time has your thoughts on sex changed?
* Which of the following turns you on the most? Do you have any not on this list? 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?
48~ Do you have any siblings? Are you close to your family?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
15- What bad habit do you wish you could quit? Do you have any addictions?
17- Have you ever done drugs? Which ones? How often?
29~ What are some things that turn you off? What is your biggest turn off?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Escort/Client Job Applicant/Hiring Manager
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Have you ever? Care to Share?
10- List 5 of your top pet peeves.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
* Give a rating for each one (0-100)
11- What's your favorite restaurant? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
11- How about if they like a certain sports team? 12-How about drinking too much?
31- If given a chance to be immortal, would you take it? Why?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
36- Do you play video games? What is your favorite? Do you a least favorite?
How many partners have you had oral sex with? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
52~ Are you willing to make “those types” of bets with your partner?
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…
89~ Do you like taking showers together?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
34- Ever been to a concert? What was your favorite? Who would you like to see?
1- What was your first impression of me? Has it changed?
47~ What would be your dream job and why?
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?
32- What's your greatest talent? Can I see it right now?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Nothing too Serious
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
13~ Is there a difference between, making love, having sex, and fucking?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
*** Deal Breaker Questions ***
18~ Who/when was your first “crush”?
How old are you? Male or Female?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What was the longest? What was the shortest?
42~ What’s your biggest regret in life?
9- What’s your favorite season and why? What’s your least favorite?
What would you say to prove to yourself that it was really you?
11~ Have you ever been caught by your parents or children or others while having sex?
4- For a pet, Cat, dog or other?
How well do you know me? And some of your thoughts about me
What is your favorite toy? Ever wanted to try a specific toy?
If NO, would you ever have one? Would it be with 2 men or 2 women?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
10- What is your favorite family tradition? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
18- How often do you drink alcohol? What is your favorite drink?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
17- What’s your favorite holiday? What’s your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
What have you learned about yourself that you did not before this?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
12- What is the weirdest thing you've ever eaten?
Nurse/Patient Celebrity/Fan
Family Relation Age Play
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
10~ How many dates are necessary before you to have sex with someone?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
82~ Do you have any fantasies involving Role-Playing?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
67~ Do you like it when your partner moans and/or is vocal during sex?
If yes, what?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
51~ What tends to bring a smile to your face?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
80~ Share your top three fantasies/desires. (Be detailed) 😊
70~ Would/do you have/like anal sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
2- What’s your favorite color? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
39~ What are your love languages?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you like the “69” position? Do you prefer to be on top or bottom?
Get this wrong and this could mean the end… :-) some funny, some not…
7- What are your thoughts on religion? Is there an afterlife?
Please share Did you stop?
53~ How much can you tell me about the one thing you are most passionate about?
Does the thought excite you? Care to share?
*** Questions about Relationships/Past ***
How about if they talk dirty and/or call you names?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
19~ Who/when was your first “heartbreak”?
81~ Do you have any kinks and/or fetishes?
9- If you could have three wishes, what would they be? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
30~ What's something unexpected that turns you on?