What is the most interesting question you can ask to get to know someone?
09.06.2025 06:04
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18~ Who/when was your first “crush”?
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Would you allow me to clean every part of your body with my soapy hands and fingers?
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,
33- Beach or Mountains? Or is there another place to like better?
Is it true that Jehovah's witnesses once thought the world would end in 1975?
8- What are your thoughts on politics?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
*** Questions about Relationships/Past ***
Why doesn’t the UK change their flag?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
81~ Do you have any kinks and/or fetishes?
Would you do it again, and would you rather 2 females or 2 males?
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Are you willing to help and encourage your partner to fulfill their fantasies and desires?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
If you were president, how would you make America "great again?"
10- List 5 of your top pet peeves.
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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38~ Share your most embarrassing sexual memory?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
13- What is the craziest/scariest thing you've ever done?
Superbugs thrive as access to antibiotics fails in India - BBC
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?
How many partners have you had oral sex with? Who? Care to Share?
50~ How many children do you have? What are their ages?
New study maps psychological pathway from childhood abuse to adolescent addiction - PsyPost
4- For a pet, Cat, dog or other?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
How do you get a teenage boy to care about hygiene?
12- What is the weirdest thing you've ever eaten?
5- Have you ever been hypnotized? Would you allow yourself to be?
That one or two things that made you go hmmmm, OMG or wow!
Can you write a letter to your first love without mentioning his/her name?
7- What are your thoughts on religion? Is there an afterlife?
21- What's your favorite way to spend a weekend or time off?
(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/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Doctor/Nurse Stripper/Client
What great song was "ruined" once you really listened to the lyrics?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
17- What’s your favorite holiday? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What is your favorite toy? Ever wanted to try a specific toy?
7-What do I do in bed that drives you wild? How about, what turns you off?
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?
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6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What was the longest? What was the shortest?
32- What's your greatest talent? Can I see it right now?
Please share Did you stop?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Can you Deep Throat? Do you like the taste of yourself?
Do you have a favorite? Is it ok if your partner does?
If YES, was it with 2 men or 2 women? Did you enjoy it?
52~ What are your hobbies?
70~ Would/do you have/like anal sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Repairman/Lonely Wife Virgin/Experienced
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
49~ How many times have you been married? Why did they end?
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)
Nothing too Serious
Would /have you ever given your partner a lap dance and Striptease?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** Questions About Me ***
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What would you say to prove to yourself that it was really you?
42~ What’s your biggest regret in life?
14- What is an embarrassing moment in your life? How about your most embarrassing?
25~ How do you feel about PDA? (Public Display of Affection)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** What’s Your Favorite…? ***
8- What's your favorite flavor of ice cream? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Prisoner/Prison Guard Landlord/Tenant
2- What’s your favorite color? Do you a least favorite?
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?
Any that are a turn off?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
10~ How many dates are necessary before you to have sex with someone?
9~ How many times over your lifetime do you think you have had sex so far?
What is your view on sex? Meaning, When/Where/ How often/
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…
80~ Share your top three fantasies/desires. (Be detailed) 😊
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
11~ Have you ever been caught by your parents or children or others while having sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How well do you know me? And some of your thoughts about me
92~ Have you ever had or have an STD? How many? What was it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What have you learned about me that was new and/or surprising?
Does the thought excite you? Care to share?
5~ When you first started having sex, was it what you thought it would be?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Model/Photographer Police/Criminal
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
20- What’s your favorite candy? What’s your least favorite?
Over time has your thoughts on sex changed?
* Give a rating for each one (0-100)
19- Do/have you smoked? What do you prefer? How often?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
65~ Describe the best orgasm you’ve ever had? Care to share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
13- How about having a certain hair cut/style?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
19~ Who/when was your first “heartbreak”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
29- How superstitious are you?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would you ever want to be woken up with oral and/or intercourse?
13~ Is there a difference between, making love, having sex, and fucking?
52~ Are you willing to make “those types” of bets with your partner?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
31- If given a chance to be immortal, would you take it? Why?
51~ What tends to bring a smile to your face?
34~ Do you like the lights on or off during sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you think this brought you closer together?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Nurse/Patient Celebrity/Fan
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would you read them together?
19- What’s your favorite fairytale? What’s your least favorite?
Any that are a turn off?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
83~ How do you feel about Porn?
9- If you could have three wishes, what would they be? Why?
60~ How important is oral sex? Do you like receiving? Do you like giving?
40~ What’s the weirdest place you’ve ever had sex?
Have you ever? Care to Share?
1- What was your first impression of me? Has it changed?
33- If you could visit any time period, when would you pick? Please explain why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you like it when they show and tell you what they want?
23- What is your dream job? What was it as a child?
1- What’s your favorite animal? Do you a least favorite?
51~ Are you willing to play adult games with your partner?
84~ How do you feel about reading/listening to adult stories?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Teacher/Student Stranger/One Night Stand
If yes, what?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
82~ Do you have any fantasies involving Role-Playing?
10- What is your favorite family tradition? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
30~ What's something unexpected that turns you on?
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?
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?
48~ Have you ever paid or been paid for sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If you say it, I will stop, and we can talk about it when you are ready.
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
11- How about if they like a certain sports team? 12-How about drinking too much?
36- Do you play video games? What is your favorite? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
14- What's your favorite dessert? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
39~ What are your love languages?
37- Do you like your name? If you could change it, what would you change it too?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
26~ What side of the bed do you sleep on?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
47~ What would be your dream job and why?
48~ Do you have any siblings? Are you close to your family?
27- What was/ is nickname? Does it have a meaning behind it?
15- What bad habit do you wish you could quit? Do you have any addictions?
29~ What are some things that turn you off? What is your biggest turn off?
22- What is your favorite childhood memory? What is your least favorite?
How many times do you think you have “made love”?
Escort/Client Job Applicant/Hiring Manager
21~ What was the best date you ever went on? What has been the worst?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
11- What's your favorite restaurant? What’s your least favorite?
*** Deal Breaker Questions ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
9- What’s your favorite season and why? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
3- Should Pluto still be considered a planet? 4- How about smoking?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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…
Get this wrong and this could mean the end… :-) some funny, some not…
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Family Relation Age Play
11- List at least 5 things on your bucket list. Have you done any of them already?
Do you watch it? What is your favorite?
7- What if a person smells a certain way? 8- How about smoking?
3- What Superhero or Superpower would you want to be/have?
92~ Everyone needs a “safe” word. What is yours?
You know that I will be 100% truthful, so ask.
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you like the “69” position? Do you prefer to be on top or bottom?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
*** Random Questions ***
71~ Would you give your partner a hand or foot job? Would you receive one?
12- What’s your favorite food? What’s your least favorite?
How about if they talk dirty and/or call you names?
36~ What is your favorite time of day to have sex/make love?
76~ Have you had a threesome? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you win, what will you make them do?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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?
53~ How much can you tell me about the one thing you are most passionate about?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
18- How often do you drink alcohol? What is your favorite drink?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How old are you? Male or Female?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
89~ Do you like taking showers together?
15~ Have you ever been “in love”? Who? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
67~ Do you like it when your partner moans and/or is vocal during sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Master/Slave Boss/Maid
61~ How willing would you be to try new sexual positions?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
13- What’s your favorite drink? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
28- What are some things that people do that irritate you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
62~ Have you used adult toys?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What is your favorite position? Why?
What have you learned about yourself that you did not before this?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
The Ice Breaker Questions
6- Do you have dreams? Can you remember them? What do you usually dream about?
Will you kiss after your partner has gone down on you? Swallow or spit semen?