What is the most interesting question you can ask to get to know someone?
13.06.2025 02:36
48~ Do you have any siblings? Are you close to your family?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What is the boldest and craziest thing your mother has ever done for you?
7-What do I do in bed that drives you wild? How about, what turns you off?
2- What’s your favorite color? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Democrats be honest, how many of you were wishing that Musk rescue space flight blew up?
11- How about if they like a certain sports team? 12-How about drinking too much?
*** Questions About Me ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Do you watch it? What is your favorite?
How about if they talk dirty and/or call you names?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Astronomers see the 1st stars dispel darkness 13 billion years ago at 'Cosmic Dawn' - Space
If you say it, I will stop, and we can talk about it when you are ready.
13~ Is there a difference between, making love, having sex, and fucking?
7- What are your thoughts on religion? Is there an afterlife?
Why does my vagina and around my butthole itch? I don't have weird discharge and I'm still a virgin.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Master/Slave Boss/Maid
Why has no country adopted the SA80/L85 rifle?
5~ When you first started having sex, was it what you thought it would be?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
11~ Have you ever been caught by your parents or children or others while having sex?
How do you cope when your mother doesn't love you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
10- What is your favorite family tradition? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What are some reasons why some men choose to live alone instead of getting married?
26~ What side of the bed do you sleep on?
49~ How many times have you been married? Why did they end?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
I would allow you to do it… What would you do to me?
Do you have a favorite? Is it ok if your partner does?
I gave him everything. He said he loved me. Why?
4- For a pet, Cat, dog or other?
If yes, what?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What are some reasons why men may not want to date a woman who can pay her own bills?
67~ Do you like it when your partner moans and/or is vocal during sex?
29- How superstitious are you?
Nurse/Patient Celebrity/Fan
What type of sex do women prefer, oral, anal, or vaginal?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
51~ What tends to bring a smile to your face?
Do you think this brought you closer together?
Which is the first MV you watched in Stray Kids?
If you win, what will you make them do?
Repairman/Lonely Wife Virgin/Experienced
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
9 Things Women’s Health Doctors Would Never Do - HuffPost
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
That one or two things that made you go hmmmm, OMG or wow!
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What do you dislike about me? I asked you to be 100% honest.
Will you cheat again? How can, you be sure? Define what cheating is to you.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Have you ever had or have an STD? How many? What was it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9~ How many times over your lifetime do you think you have had sex so far?
82~ Do you have any fantasies involving Role-Playing?
25~ How do you feel about PDA? (Public Display of Affection)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
* Which of the following turns you on the most? Do you have any not on this list? 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…
* Give a rating for each one (0-100)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
47~ What would be your dream job and why?
10~ How many dates are necessary before you to have sex with someone?
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?
What is your view on sex? Meaning, When/Where/ 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?
3- Should Pluto still be considered a planet? 4- How about smoking?
13- How about having a certain hair cut/style?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
1~ How old were you when you had your first kiss? Who? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
61~ How willing would you be to try new sexual positions?
Would /have you ever given your partner a lap dance and Striptease?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
17- What’s your favorite holiday? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What have you learned about yourself that you did not before this?
42~ What’s your biggest regret in life?
What would you say to prove to yourself that it was really you?
30~ What's something unexpected that turns you on?
22- What is your favorite childhood memory? What is your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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?
*** What’s Your Favorite…? ***
15- What's your favorite saying? What word or phrase is your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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…
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Does the thought excite you? Care to share?
8- What are your thoughts on politics?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
33- If you could visit any time period, when would you pick? Please explain why?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
You know that I will be 100% truthful, so ask.
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?
15~ Have you ever been “in love”? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
7~ How many times in one day have you had sex? Who/When/Where? 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?
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?
How many times do you think you have “made love”?
Would you mind if your partner watched it? How about together vs alone?
50~ How many children do you have? What are their ages?
How well do you know me? And some of your thoughts about me
32- What's your greatest talent? Can I see it right now?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How old are you? Male or Female?
76~ Have you had a threesome? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
48~ Have you ever paid or been paid for sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
10- List 5 of your top pet peeves.
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
28- What are some things that people do that irritate you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would you read them together?
52~ Are you willing to make “those types” of bets with your partner?
19~ Who/when was your first “heartbreak”?
81~ Do you have any kinks and/or fetishes?
7- What if a person smells a certain way? 8- How about smoking?
89~ Do you like taking showers together?
*** Questions about Relationships/Past ***
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
5- Have you ever been hypnotized? Would you allow yourself to be?
*** Deal Breaker Questions ***
29~ What are some things that turn you off? What is your biggest turn off?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Doctor/Nurse Stripper/Client
62~ Have you used adult toys?
12- What’s your favorite food? What’s your least favorite?
Have you ever? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you like the “69” position? Do you prefer to be on top or bottom?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
How many partners have you had oral sex with? Who? Care to Share?
Nothing too Serious
3- What’s your favorite smell? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
45~ How do you feel about me blindfolding you? How about blindfolding me?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
(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…)
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)
1- What was your first impression of me? Has it changed?
Can you Deep Throat? Do you like the taste of yourself?
11- List at least 5 things on your bucket list. Have you done any of them already?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
27- What was/ is nickname? Does it have a meaning behind it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
51~ Are you willing to play adult games with your partner?
What is your favorite position? Why?
13- What’s your favorite drink? 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.?
36~ What is your favorite time of day to have sex/make love?
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?
What have you learned about me that was new and/or surprising?
*** Random Questions ***
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?
Escort/Client Job Applicant/Hiring Manager
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
17- Have you ever done drugs? Which ones? How often?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
20- What’s your favorite candy? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
The Ice Breaker Questions
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
13- What is the craziest/scariest thing you've ever done?
52~ What are your hobbies?
Would you ever want to be woken up with oral and/or intercourse?
38~ Share your most embarrassing sexual memory?
14- What's your favorite dessert? Do you a 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?
Please share Did you stop?
23- What is your dream job? What was it as a child?
18~ Who/when was your first “crush”?
37- Do you like your name? If you could change it, what would you change it too?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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,
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
92~ Everyone needs a “safe” word. What is yours?
Get this wrong and this could mean the end… :-) some funny, some not…
Would you do it again, and would you rather 2 females or 2 males?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
39~ What are your love languages?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Do you like it when they show and tell you what they want?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
84~ How do you feel about reading/listening to adult stories?
19- Do/have you smoked? What do you prefer? How often?
9- What’s your favorite season and why? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
8- What's your favorite flavor of ice cream? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
70~ Would/do you have/like anal sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
53~ How much can you tell me about the one thing you are most passionate about?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If NO, would you ever have one? Would it be with 2 men or 2 women?
What was the longest? What was the shortest?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Over time has your thoughts on sex changed?
33- Beach or Mountains? Or is there another place to like better?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
28~ What are some things that turn on? What is your biggest turn on?
19- What’s your favorite fairytale? What’s your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Prisoner/Prison Guard Landlord/Tenant
6- Do you have dreams? Can you remember them? What do you usually dream about?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
9- If you could have three wishes, what would they be? Why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Family Relation Age Play
Any that are a turn off?
34~ Do you like the lights on or off during sex?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
83~ How do you feel about Porn?
15- What bad habit do you wish you could quit? Do you have any addictions?
21- What's your favorite way to spend a weekend or time off?
44~ Care to share something about yourself that no one else knows about you?
31- If given a chance to be immortal, would you take it? Why?
12- What is the weirdest thing you've ever eaten?
Teacher/Student Stranger/One Night Stand
65~ Describe the best orgasm you’ve ever had? Care to share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Model/Photographer Police/Criminal
Any that are a turn off?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?