What is the most interesting question you can ask to get to know someone?
12.06.2025 01:44
Do you think this brought you closer together?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
9- Is there something you’ve always wanted to ask me but you’re afraid?
40~ What’s the weirdest place you’ve ever had sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
17- What’s your favorite holiday? What’s your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
*** Questions About Me ***
Do you like the “69” position? Do you prefer to be on top or bottom?
Does the thought excite you? Care to share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13~ Is there a difference between, making love, having sex, and fucking?
18- How often do you drink alcohol? What is your favorite drink?
23- What is your dream job? What was it as a child?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would you mind if your partner watched it? How about together vs alone?
What is it that gives a man who is a submissive cock sucker his most pleasure?
Repairman/Lonely Wife Virgin/Experienced
51~ Are you willing to play adult games with your partner?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do empaths fall easier for abusive people?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
80~ Share your top three fantasies/desires. (Be detailed) 😊
19- Do/have you smoked? What do you prefer? How often?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
10~ How many dates are necessary before you to have sex with someone?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Kristin Davis Set The Record Straight On Whether She Dated Chris Noth - BuzzFeed
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
15~ Have you ever been “in love”? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What's your take on Eternal Sunshine of the Spotless Mind? How has it affected you?
29~ What are some things that turn you off? What is your biggest turn off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Why does the UK Labour MP Jess Philips seem to be such a divisive figure?
38~ Share your most embarrassing sexual memory?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
89~ Do you like taking showers together?
How was your JEE Advanced 2024 result?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
How many times do you think you have “made love”?
7- What if a person smells a certain way? 8- How about smoking?
Has anyone shared his wife with a friend? How was it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What was the longest? What was the shortest?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Escort/Client Job Applicant/Hiring Manager
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
44~ Care to share something about yourself that no one else knows about you?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
*** What’s Your 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?
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?
50~ How many children do you have? What are their ages?
11- List at least 5 things on your bucket list. Have you done any of them already?
Will you cheat again? How can, you be sure? Define what cheating is to you.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
49~ How many times have you been married? Why did they end?
42~ What’s your biggest regret in life?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
67~ Do you like it when your partner moans and/or is vocal during sex?
What is your view on sex? Meaning, When/Where/ How often/
92~ Everyone needs a “safe” word. What is yours?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Master/Slave Boss/Maid
Teacher/Student Stranger/One Night Stand
*** Deal Breaker Questions ***
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you like it when they show and tell you what they want?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
81~ Do you have any kinks and/or fetishes?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you ever want to be woken up with oral and/or intercourse?
9~ How many times over your lifetime do you think you have had sex so far?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Doctor/Nurse Stripper/Client
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What is your favorite toy? Ever wanted to try a specific toy?
How about if they talk dirty and/or call you names?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- What is the craziest/scariest thing you've ever done?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
How well do you know me? And some of your thoughts about me
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9- If you could have three wishes, what would they be? Why?
48~ Do you have any siblings? Are you close to your family?
6- Do you have dreams? Can you remember them? What do you usually dream about?
51~ What tends to bring a smile to your face?
10- What is your favorite family tradition? What’s your least favorite?
Do you watch it? What is your favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Any that are a turn off?
12- What is the weirdest thing you've ever eaten?
83~ How do you feel about Porn?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
52~ What are your hobbies?
12- What’s your favorite food? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Nothing too Serious
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
20- What’s your favorite candy? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If you say it, I will stop, and we can talk about it when you are ready.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Please share Did you stop?
11~ Have you ever been caught by your parents or children or others while having sex?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
If yes, what?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
3- What Superhero or Superpower would you want to be/have?
34~ Do you like the lights on or off during sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
25~ How do you feel about PDA? (Public Display of Affection)
29- How superstitious are you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Any that are a turn off?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What have you learned about yourself that you did not before this?
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- Do you have any birth marks? How about scars? Care to share how you got them?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Can you Deep Throat? Do you like the taste of yourself?
53~ How much can you tell me about the one thing you are most passionate about?
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…
Family Relation Age Play
3- What’s your favorite smell? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
5~ When you first started having sex, was it what you thought it would be?
8- What are your thoughts on politics?
19- What’s your favorite fairytale? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
30~ What's something unexpected that turns you on?
4- For a pet, Cat, dog or other?
28~ What are some things that turn on? What is your biggest turn on?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
26~ What side of the bed do you sleep on?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
21~ What was the best date you ever went on? What has been the worst?
Over time has your thoughts on sex changed?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
I would allow you to do it… What would you do to me?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
1- What’s your favorite animal? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
17- Have you ever done drugs? Which ones? How often?
71~ Would you give your partner a hand or foot job? Would you receive one?
61~ How willing would you be to try new sexual positions?
Would /have you ever given your partner a lap dance and Striptease?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
7- What are your thoughts on religion? Is there an afterlife?
65~ Describe the best orgasm you’ve ever had? Care to share?
Model/Photographer Police/Criminal
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
15- What bad habit do you wish you could quit? Do you have any addictions?
39~ What are your love languages?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
11- How about if they like a certain sports team? 12-How about drinking too much?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
(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…)
14- What's your favorite dessert? Do you a least favorite?
82~ Do you have any fantasies involving Role-Playing?
9- What’s your favorite season and why? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
47~ What would be your dream job and why?
1~ How old were you when you had your first kiss? Who? Care to Share?
The Ice Breaker Questions
Do you have a favorite? Is it ok if your partner does?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
45~ How do you feel about me blindfolding you? How about blindfolding me?
What do you dislike about me? I asked you to be 100% honest.
21- What's your favorite way to spend a weekend or time off?
31- If given a chance to be immortal, would you take it? Why?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What would you say to prove to yourself that it was really you?
Would you read them together?
You know that I will be 100% truthful, so ask.
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…
36~ What is your favorite time of day to have sex/make love?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
37- Do you like your name? If you could change it, what would you change it too?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
13- How about having a certain hair cut/style?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
22- What is your favorite childhood memory? What is your least favorite?
2- What’s your favorite color? Do you a least favorite?
18~ Who/when was your first “crush”?
52~ Are you willing to make “those types” of bets with your partner?
62~ Have you used adult toys?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
27- What was/ is nickname? Does it have a meaning behind it?
13- What’s your favorite drink? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
33- If you could visit any time period, when would you pick? Please explain why?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
28- What are some things that people do that irritate you?
10- List 5 of your top pet peeves.
What is your favorite position? Why?
1- What was your first impression of me? Has it changed?
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?
Have you ever? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
60~ How important is oral sex? Do you like receiving? Do you like giving?
That one or two things that made you go hmmmm, OMG or wow!
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
70~ Would/do you have/like anal sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
*** Random Questions ***
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,
19~ Who/when was your first “heartbreak”?
92~ Have you ever had or have an STD? How many? What was it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
How old are you? Male or Female?
How many partners have you had oral sex with? Who? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
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?
Prisoner/Prison Guard Landlord/Tenant
Would you do it again, and would you rather 2 females or 2 males?
7-What do I do in bed that drives you wild? How about, what turns you off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
If you win, what will you make them do?
*** Questions about Relationships/Past ***
48~ Have you ever paid or been paid for sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
84~ How do you feel about reading/listening to adult stories?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
* Give a rating for each one (0-100)
Nurse/Patient Celebrity/Fan
11- What's your favorite restaurant? What’s your least favorite?
What have you learned about me that was new and/or surprising?