What is the most interesting question you can ask to get to know someone?
11.06.2025 05:49
5- Have you ever been hypnotized? Would you allow yourself to be?
Family Relation Age Play
10~ How many dates are necessary before you to have sex with someone?
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25~ How do you feel about PDA? (Public Display of Affection)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
10- What is your favorite family tradition? What’s your least favorite?
Do you like Melania Trump's new official 1st lady black & white power portrait?
Would you read them together?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
13~ Is there a difference between, making love, having sex, and fucking?
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20- What’s your favorite candy? What’s your least 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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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29~ What are some things that turn you off? What is your biggest turn off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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?
Do you think this brought you closer together?
Is TikTok becoming a platform for soft porn?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
If you win, what will you make them do?
37- Do you like your name? If you could change it, what would you change it too?
Mayor of Palmer Lake resigns amid controversy surrounding proposed Buc-ee’s location - KRDO
50~ How many children do you have? What are their ages?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
84~ How do you feel about reading/listening to adult stories?
Why do I (45, male) feel like I'm crushing on a girl (19, female)?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Can you Deep Throat? Do you like the taste of yourself?
Would you ever want to be woken up with oral and/or intercourse?
Why does Africa have all mineral resources but she is suffering economically?
Escort/Client Job Applicant/Hiring Manager
11~ Have you ever been caught by your parents or children or others while having sex?
*** What’s Your Favorite…? ***
How do you identify a woman player?
80~ Share your top three fantasies/desires. (Be detailed) 😊
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Do you like it when they show and tell you what they want?
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9- Is there something you’ve always wanted to ask me but you’re afraid?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
44~ Care to share something about yourself that no one else knows about you?
Which feels physically better for guys: vaginal sex or anal sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
The Ice Breaker Questions
How about if they talk dirty and/or call you names?
How do you leave a relationship when you are still in love?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
45~ How do you feel about me blindfolding you? How about blindfolding me?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
81~ Do you have any kinks and/or fetishes?
89~ Do you like taking showers together?
*** Deal Breaker Questions ***
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
Over time has your thoughts on sex changed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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…
40~ What’s the weirdest place you’ve ever had sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
(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…)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
8- What are your thoughts on politics?
19- What’s your favorite fairytale? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Master/Slave Boss/Maid
32- What's your greatest talent? Can I see it right now?
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?
48~ Do you have any siblings? Are you close to your family?
3- What Superhero or Superpower would you want to be/have?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
19~ Who/when was your first “heartbreak”?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
13- What’s your favorite drink? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
92~ Everyone needs a “safe” word. What is yours?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What do you dislike about me? I asked you to be 100% honest.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
17- Have you ever done drugs? Which ones? How often?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
How many partners have you had oral sex with? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your favorite toy? Ever wanted to try a specific toy?
39~ What are your love languages?
7- What are your thoughts on religion? Is there an afterlife?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
* Give a rating for each one (0-100)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
76~ Have you had a threesome? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
23- What is your dream job? What was it as a child?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
51~ Are you willing to play adult games with your partner?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
83~ How do you feel about Porn?
Any that are a turn off?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
36~ What is your favorite time of day to have sex/make love?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
How old are you? Male or Female?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
34~ Do you like the lights on or off during sex?
52~ Are you willing to make “those types” of bets with your partner?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- If you could have three wishes, what would they be? Why?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
92~ Have you ever had or have an STD? How many? What was it?
82~ Do you have any fantasies involving Role-Playing?
70~ Would/do you have/like anal sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Please share Did you stop?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Get this wrong and this could mean the end… :-) some funny, some not…
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
You know that I will be 100% truthful, so ask.
Would you mind if your partner watched it? How about together vs alone?
33- If you could visit any time period, when would you pick? Please explain why?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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?
What have you learned about me that was new and/or surprising?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
26~ What side of the bed do you sleep on?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
30~ What's something unexpected that turns you on?
33- Beach or Mountains? Or is there another place to like better?
14- What is an embarrassing moment in your life? How about your most embarrassing?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- What was your first impression of me? Has it changed?
1- What’s your favorite animal? Do you a least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
12- What’s your favorite food? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you have a favorite? Is it ok if your partner does?
13- What is the craziest/scariest thing you've ever done?
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,
Would you allow me to clean every part of your body with my soapy hands and fingers?
11- What's your favorite restaurant? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would /have you ever given your partner a lap dance and Striptease?
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?
5~ When you first started having sex, was it what you thought it would be?
Do you watch it? What is your favorite?
47~ What would be your dream job and why?
If you say it, I will stop, and we can talk about it when you are ready.
14- What's your favorite dessert? Do you a least favorite?
Doctor/Nurse Stripper/Client
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
61~ How willing would you be to try new sexual positions?
2- What’s your favorite color? Do you a least favorite?
18- How often do you drink alcohol? What is your favorite drink?
Do you like the “69” position? Do you prefer to be on top or bottom?
What was the longest? What was the shortest?
If yes, what?
9- What’s your favorite season and why? What’s your least favorite?
42~ What’s your biggest regret in life?
62~ Have you used adult toys?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** Random Questions ***
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How many times do you think you have “made love”?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
15~ Have you ever been “in love”? Who? Care to Share?
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…
15- What's your favorite saying? What word or phrase is your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
49~ How many times have you been married? Why did they end?
29- How superstitious are 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.
10- List 5 of your top pet peeves.
8- What's your favorite flavor of ice cream? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
What would you say to prove to yourself that it was really you?
What have you learned about yourself that you did not before this?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
That one or two things that made you go hmmmm, OMG or wow!
27- What was/ is nickname? Does it have a meaning behind it?
Nothing too Serious
Model/Photographer Police/Criminal
Does the thought excite you? Care to share?
11- How about if they like a certain sports team? 12-How about drinking too much?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
28- What are some things that people do that irritate you?
52~ What are your hobbies?
*** Questions about Relationships/Past ***
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
12- What is the weirdest thing you've ever eaten?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Teacher/Student Stranger/One Night Stand
Have you ever? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
I would allow you to do it… What would you do to me?
18~ Who/when was your first “crush”?
1~ How old were you when you had your first kiss? Who? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
7- What if a person smells a certain way? 8- How about smoking?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How well do you know me? And some of your thoughts about me
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Nurse/Patient Celebrity/Fan
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
51~ What tends to bring a smile to your face?
22- What is your favorite childhood memory? What is your least favorite?
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?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
What is your favorite position? Why?
If YES, was it with 2 men or 2 women? Did you enjoy it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3- What’s your favorite smell? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
6- Do you have dreams? Can you remember them? What do you usually dream about?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
48~ Have you ever paid or been paid for sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
*** Questions About Me ***
11- List at least 5 things on your bucket list. Have you done any of them already?
13- How about having a certain hair cut/style?
Any that are a turn off?
28~ What are some things that turn on? What is your biggest turn on?
4- For a pet, Cat, dog or other?
19- Do/have you smoked? What do you prefer? How often?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
9~ How many times over your lifetime do you think you have had sex so far?
15- What bad habit do you wish you could quit? Do you have any addictions?
What is your view on sex? Meaning, When/Where/ How often/
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Prisoner/Prison Guard Landlord/Tenant
38~ Share your most embarrassing sexual memory?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
71~ Would you give your partner a hand or foot job? Would you receive one?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?