What is the most interesting question you can ask to get to know someone?
12.06.2025 03:27
Get this wrong and this could mean the end… :-) some funny, some not…
21- What's your favorite way to spend a weekend or time off?
Any that are a turn off?
10~ How many dates are necessary before you to have sex with someone?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
82~ Do you have any fantasies involving Role-Playing?
Packers waive receiver, open up roster spot - Acme Packing Company
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
*** Questions about Relationships/Past ***
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Simulations find ghostly whirls of dark matter trailing galaxy arms - Ars Technica
12- What is the weirdest thing you've ever eaten?
Prisoner/Prison Guard Landlord/Tenant
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What is the word for truth and its meaning in Koine Greek?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Teacher/Student Stranger/One Night Stand
Utah’s quiet measles case: what happened and why officials stayed silent - KSLTV.com
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
28~ What are some things that turn on? What is your biggest turn on?
What type of fish is best for fish tacos?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
19- What’s your favorite fairytale? What’s your least favorite?
Satellite Footage Captures Mysterious Structure That Looks Like Human Lips - Indian Defence Review
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Nintendo Switch 2 passes JerryRigEverything durability test with one major flaw - Dexerto
How many partners have you had oral sex with? Who? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
8- What are your thoughts on politics?
Are narcissists happy people generally?
*** Deal Breaker Questions ***
19- Do/have you smoked? What do you prefer? How often?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Do very hot men ever feel attracted to an ugly woman? Why?
Do you have a favorite? Is it ok if your partner does?
Nurse/Patient Celebrity/Fan
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
1~ How old were you when you had your first kiss? Who? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
7- What if a person smells a certain way? 8- How about smoking?
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?
If you win, what will you make them do?
Why do flat-Earthers think the Earth is flat?
27- What was/ is nickname? Does it have a meaning behind it?
Do you like the “69” position? Do you prefer to be on top or bottom?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If you say it, I will stop, and we can talk about it when you are ready.
Would you mind if your partner watched it? How about together vs alone?
1- What’s your favorite animal? Do you a least favorite?
Doctor/Nurse Stripper/Client
51~ Are you willing to play adult games with your partner?
13~ Is there a difference between, making love, having sex, and fucking?
7-What do I do in bed that drives you wild? How about, what turns you off?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
13- What’s your favorite drink? What’s your least favorite?
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?
Have you ever? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22- What is your favorite childhood memory? What is your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
12- What’s your favorite food? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
37- Do you like your name? If you could change it, what would you change it too?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
13- How about having a certain hair cut/style?
92~ Everyone needs a “safe” word. What is yours?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
3- What’s your favorite smell? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
33- If you could visit any time period, when would you pick? Please explain why?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Any that are a turn off?
Would you ever want to be woken up with oral and/or intercourse?
You know that I will be 100% truthful, so ask.
29- How superstitious are you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
I would allow you to do it… What would you do to me?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
10- List 5 of your top pet peeves.
9- What’s your favorite season and why? What’s your least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
84~ How do you feel about reading/listening to adult stories?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
62~ Have you used adult toys?
Will you cheat again? How can, you be sure? Define what cheating is to you.
15- What bad habit do you wish you could quit? Do you have any addictions?
80~ Share your top three fantasies/desires. (Be detailed) 😊
29~ What are some things that turn you off? What is your biggest turn off?
2- What’s your favorite color? Do you a least favorite?
39~ What are your love languages?
Over time has your thoughts on sex changed?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
34~ Do you like the lights on or off during sex?
52~ What are your hobbies?
What is your favorite position? Why?
If YES, was it with 2 men or 2 women? Did you enjoy it?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
15~ Have you ever been “in love”? Who? Care to Share?
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?
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…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Escort/Client Job Applicant/Hiring Manager
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
7- What are your thoughts on religion? Is there an afterlife?
11- What's your favorite restaurant? What’s your least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
10- What is your favorite family tradition? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
32- What's your greatest talent? Can I see it right now?
Does the thought excite you? Care to share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Nothing too Serious
What have you learned about me that was new and/or surprising?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
If yes, what?
64~ When was your very first orgasm? When was your first from having sex? 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?
The Ice Breaker Questions
36~ What is your favorite time of day to have sex/make love?
38~ Share your most embarrassing sexual memory?
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…
20- What’s your favorite candy? What’s your least 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?
*** Random Questions ***
31- If given a chance to be immortal, would you take it? Why?
83~ How do you feel about Porn?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
42~ What’s your biggest regret in life?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
61~ How willing would you be to try new sexual positions?
18- How often do you drink alcohol? What is your favorite drink?
11- How about if they like a certain sports team? 12-How about drinking too much?
28- What are some things that people do that irritate you?
48~ Have you ever paid or been paid for sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
47~ What would be your dream job and why?
50~ How many children do you have? What are their ages?
Would /have you ever given your partner a lap dance and Striptease?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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- What was the most surprising thing you’ve learned about me throughout our relationship?
13- What is the craziest/scariest thing you've ever done?
How about if they talk dirty and/or call you names?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
89~ Do you like taking showers together?
Repairman/Lonely Wife Virgin/Experienced
14- What's your favorite dessert? Do you a least favorite?
23- What is your dream job? What was it as a child?
Would you read them together?
4- For a pet, Cat, dog or other?
What was the longest? What was the shortest?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
18~ Who/when was your first “crush”?
How well do you know me? And some of your thoughts about me
Model/Photographer Police/Criminal
40~ What’s the weirdest place you’ve ever had sex?
34- Ever been to a concert? What was your favorite? Who would you like to see?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
52~ Are you willing to make “those types” of bets with your partner?
51~ What tends to bring a smile to your face?
65~ Describe the best orgasm you’ve ever had? Care to share?
71~ Would you give your partner a hand or foot job? Would you receive one?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
What have you learned about yourself that you did not before this?
76~ Have you had a threesome? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
49~ How many times have you been married? Why did they end?
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,
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Please share Did you stop?
Do you like it when they show and tell you what they want?
Do you think this brought you closer together?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
33- Beach or Mountains? Or is there another place to like better?
What do you dislike about me? I asked you to be 100% honest.
(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…)
9- Is there something you’ve always wanted to ask me but you’re afraid?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How many times do you think you have “made love”?
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)
48~ Do you have any siblings? Are you close to your family?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Family Relation Age Play
Master/Slave Boss/Maid
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If NO, would you ever have one? Would it be with 2 men or 2 women?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
Would you do it again, and would you rather 2 females or 2 males?
60~ How important is oral sex? Do you like receiving? Do you like giving?
17- What’s your favorite holiday? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
5~ When you first started having sex, was it what you thought it would be?
What is your view on sex? Meaning, When/Where/ How often/
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
26~ What side of the bed do you sleep on?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Can you Deep Throat? Do you like the taste of yourself?
70~ Would/do you have/like anal sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
9~ How many times over your lifetime do you think you have had sex so far?
* Give a rating for each one (0-100)
36- Do you play video games? What is your favorite? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What would you say to prove to yourself that it was really you?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
1- What was your first impression of me? Has it changed?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
21~ What was the best date you ever went on? What has been the worst?
What is your favorite toy? Ever wanted to try a specific toy?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
3- What Superhero or Superpower would you want to be/have?
67~ Do you like it when your partner moans and/or is vocal during sex?
Do you watch it? What is your favorite?
*** What’s Your Favorite…? ***
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
11- List at least 5 things on your bucket list. Have you done any of them already?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5- Have you ever been hypnotized? Would you allow yourself to be?
How old are you? Male or Female?
19~ Who/when was your first “heartbreak”?
81~ Do you have any kinks and/or fetishes?
30~ What's something unexpected that turns you on?
*** Questions About Me ***
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?