What is the most interesting question you can ask to get to know someone?
12.06.2025 08:45
I would allow you to do it… What would you do to me?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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 do flat Earthers explain the existence of other spherical planets?
30~ What's something unexpected that turns you on?
36~ What is your favorite time of day to have sex/make love?
12- What is the weirdest thing you've ever eaten?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
84~ How do you feel about reading/listening to adult stories?
Is the 4B movement's aggressiveness against men for seeing women as mantelpieces valid?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
45~ How do you feel about me blindfolding you? How about blindfolding me?
17- What’s your favorite holiday? What’s your least favorite?
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~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What should every American know before traveling to the UK?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
40~ What’s the weirdest place you’ve ever had sex?
Pharmacy group withholds endorsing CDC's latest vaccine recommendations - AOL.com
That one or two things that made you go hmmmm, OMG or wow!
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
20- What’s your favorite candy? What’s your least favorite?
Can a cop pull you over walking home asking why you are out so late?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you win, what will you make them do?
If you used Pocket to save links, these alternatives will serve you well - Android Police
14- What is an embarrassing moment in your life? How about your most embarrassing?
11- List at least 5 things on your bucket list. Have you done any of them already?
9- What’s your favorite season and why? What’s your least favorite?
49~ How many times have you been married? Why did they end?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
52~ Are you willing to make “those types” of bets with your partner?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
70~ Would/do you have/like anal sex?
10- What is your favorite family tradition? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
19~ Who/when was your first “heartbreak”?
18~ Who/when was your first “crush”?
15~ Have you ever been “in love”? Who? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
Get this wrong and this could mean the end… :-) some funny, some not…
62~ Have you used adult toys?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
9~ How many times over your lifetime do you think you have had sex so far?
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?
*** Questions About Me ***
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What would you say to prove to yourself that it was really you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
8- What are your thoughts on politics?
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?
51~ Are you willing to play adult games with your partner?
Would /have you ever given your partner a lap dance and Striptease?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
Would you do it again, and would you rather 2 females or 2 males?
Nurse/Patient Celebrity/Fan
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
44~ Care to share something about yourself that no one else knows about you?
92~ Everyone needs a “safe” word. What is yours?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How well do you know me? And some of your thoughts about me
How many times do you think you have “made love”?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you watch it? What is your favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
9- Is there something you’ve always wanted to ask me but you’re afraid?
How about if they talk dirty and/or call you names?
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)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
34~ Do you like the lights on or off during sex?
76~ Have you had a threesome? Care to Share?
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?
2- What’s your favorite color? Do you a least favorite?
51~ What tends to bring a smile to your face?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
*** Random Questions ***
11- What's your favorite restaurant? What’s your least favorite?
39~ What are your love languages?
What have you learned about yourself that you did not before this?
Model/Photographer Police/Criminal
32- What's your greatest talent? Can I see it right now?
60~ How important is oral sex? Do you like receiving? Do you like giving?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
47~ What would be your dream job and why?
10~ How many dates are necessary before you to have sex with someone?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
14- What's your favorite dessert? Do you a least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Master/Slave Boss/Maid
Do you like the “69” position? Do you prefer to be on top or bottom?
*** Deal Breaker Questions ***
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
52~ What are your hobbies?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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?
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?
Escort/Client Job Applicant/Hiring Manager
25~ How do you feel about PDA? (Public Display of Affection)
83~ How do you feel about Porn?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
18- How often do you drink alcohol? What is your favorite drink?
7- What are your thoughts on religion? Is there an afterlife?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
1- What’s your favorite animal? Do you a least favorite?
Nothing too Serious
Over time has your thoughts on sex changed?
If YES, was it with 2 men or 2 women? Did you enjoy it?
71~ Would you give your partner a hand or foot job? Would you receive one?
13- What’s your favorite drink? What’s your least favorite?
Family Relation Age Play
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Any that are a turn off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you like it when they show and tell you what they want?
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?
*** Questions about Relationships/Past ***
26~ What side of the bed do you sleep on?
21~ What was the best date you ever went on? What has been the worst?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
3- Should Pluto still be considered a planet? 4- How about smoking?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
53~ How much can you tell me about the one thing you are most passionate about?
What do you dislike about me? I asked you to be 100% honest.
What is your favorite position? Why?
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?
42~ What’s your biggest regret in life?
82~ Do you have any fantasies involving Role-Playing?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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?
3- What Superhero or Superpower would you want to be/have?
19- What’s your favorite fairytale? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
11~ Have you ever been caught by your parents or children or others while having sex?
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?
23- What is your dream job? What was it as a child?
29~ What are some things that turn you off? What is your biggest turn off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
38~ Share your most embarrassing sexual memory?
48~ Do you have any siblings? Are you close to your family?
Do you think this brought you closer together?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
13- How about having a certain hair cut/style?
Would you ever want to be woken up with oral and/or intercourse?
81~ Do you have any kinks and/or fetishes?
1- What was your first impression of me? Has it changed?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
67~ Do you like it when your partner moans and/or is vocal during sex?
5- Have you ever been hypnotized? Would you allow yourself to be?
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 have a favorite? Is it ok if your partner does?
1~ How old were you when you had your first kiss? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you read them together?
Have you ever? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If NO, would you ever have one? Would it be with 2 men or 2 women?
58~ Have you ever taken Nude or Hard-core photos and/or videos? 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…
What is your view on sex? Meaning, When/Where/ How often/
What is your favorite toy? Ever wanted to try a specific toy?
You know that I will be 100% truthful, so ask.
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
28~ What are some things that turn on? What is your biggest turn on?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Teacher/Student Stranger/One Night Stand
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
* Give a rating for each one (0-100)
6- Do you have dreams? Can you remember them? What do you usually dream about?
37- Do you like your name? If you could change it, what would you change it too?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What was the longest? What was the shortest?
If yes, what?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
21- What's your favorite way to spend a weekend or time off?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
3- What’s your favorite smell? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
29- How superstitious are you?
How old are you? Male or Female?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
*** What’s Your Favorite…? ***
12- What’s your favorite food? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
13- What is the craziest/scariest thing you've ever done?
48~ Have you ever paid or been paid for sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
65~ Describe the best orgasm you’ve ever had? Care to share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Repairman/Lonely Wife Virgin/Experienced
19- Do/have you smoked? What do you prefer? How often?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
61~ How willing would you be to try new sexual positions?
(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…)
The Ice Breaker Questions
10- List 5 of your top pet peeves.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Prisoner/Prison Guard Landlord/Tenant
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If you say it, I will stop, and we can talk about it when you are ready.
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
50~ How many children do you have? What are their ages?
Please share Did you stop?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Does the thought excite you? Care to share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
4- For a pet, Cat, dog or other?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
89~ Do you like taking showers together?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
31- If given a chance to be immortal, would you take it? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Doctor/Nurse Stripper/Client
22- Do you have any birth marks? How about scars? Care to share how you got them?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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…
Will you cheat again? How can, you be sure? Define what cheating is to you.
What have you learned about me that was new and/or surprising?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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,
46~ Have you ever used furniture, or other types of things to aid you while having sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
33- If you could visit any time period, when would you pick? Please explain why?