What is the most interesting question you can ask to get to know someone?
Last Updated: 23.06.2025 01:01
Any that are a turn off?
Model/Photographer Police/Criminal
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Men who stole $6 million golden toilet from English mansion sentenced to prison terms - AP News
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Would you read them together?
Doctor/Nurse Stripper/Client
Bruce Willis’ Family Share Heartbreaking Health Update on ‘Die Hard’ Star - TV Insider
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,
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- How about if they like a certain sports team? 12-How about drinking too much?
Why do some men love sucking cocks?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What is your favorite position? Why?
48~ Do you have any siblings? Are you close to your family?
Nothing too Serious
How many times do you think you have “made love”?
How well do you know me? And some of your thoughts about me
Trump Military Parade: Darcy cartoon - Cleveland.com
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Weber, Morgan health officials warn residents after bat tests positive for rabies - KSL.com
11~ Have you ever been caught by your parents or children or others while having sex?
10~ How many dates are necessary before you to have sex with someone?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
9~ How many times over your lifetime do you think you have had sex so far?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
*** Deal Breaker Questions ***
How Much Sun Do You Really Need to Get Enough Vitamin D? - Verywell Health
84~ How do you feel about reading/listening to adult stories?
6- Do you have dreams? Can you remember them? What do you usually dream about?
How many partners have you had oral sex with? Who? Care to Share?
4 'Healthy' Trends That Need to Stop Now, According to a Dietitian - EatingWell
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Please share Did you stop?
The Best Dinner to Help You Poop in the A.M., According to a Dietitian - EatingWell
If yes, what?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3- What Superhero or Superpower would you want to be/have?
How Amazon’s Nuclear Deal Could Solve a Touchy Political Problem - Barron's
10- What is your favorite family tradition? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
53~ How much can you tell me about the one thing you are most passionate about?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
The Ice Breaker Questions
Do you have a favorite? Is it ok if your partner does?
49~ How many times have you been married? Why did they end?
28- What are some things that people do that irritate you?
If you win, what will you make them do?
2- What’s your favorite color? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
19- Do/have you smoked? What do you prefer? How often?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
If you say it, I will stop, and we can talk about it when you are ready.
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
19~ Who/when was your first “heartbreak”?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
60~ How important is oral sex? Do you like receiving? Do you like giving?
21- What's your favorite way to spend a weekend or time off?
13- What’s your favorite drink? What’s your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
92~ Everyone needs a “safe” word. What is yours?
32- What's your greatest talent? Can I see it right now?
34~ Do you like the lights on or off during sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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…
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
70~ Would/do you have/like anal sex?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Over time has your thoughts on sex changed?
Would you mind if your partner watched it? How about together vs alone?
26~ What side of the bed do you sleep on?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
92~ Have you ever had or have an STD? How many? What was it?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Have you ever? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
Does the thought excite you? Care to share?
67~ Do you like it when your partner moans and/or is vocal during sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
37- Do you like your name? If you could change it, what would you change it too?
22- What is your favorite childhood memory? What is your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
Any that are a turn off?
44~ Care to share something about yourself that no one else knows about you?
29~ What are some things that turn you off? What is your biggest turn off?
52~ What are your hobbies?
18~ Who/when was your first “crush”?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you ever want to be woken up with oral and/or intercourse?
17- Have you ever done drugs? Which ones? How often?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
If YES, was it with 2 men or 2 women? Did you enjoy it?
28~ What are some things that turn on? What is your biggest turn on?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
14- What's your favorite dessert? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
What is your view on sex? Meaning, When/Where/ How often/
Family Relation Age Play
What is your favorite toy? Ever wanted to try a specific toy?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
36~ What is your favorite time of day to have sex/make love?
You know that I will be 100% truthful, so ask.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
Master/Slave Boss/Maid
82~ Do you have any fantasies involving Role-Playing?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you like it when they show and tell you what they want?
13- What is the craziest/scariest thing you've ever done?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** Random Questions ***
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
3- What’s your favorite smell? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
5- Have you ever been hypnotized? Would you allow yourself to be?
21~ What was the best date you ever went on? What has been the worst?
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)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
9- If you could have three wishes, what would they be? Why?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Nurse/Patient Celebrity/Fan
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
9- What’s your favorite season and why? What’s your least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
62~ Have you used adult toys?
4- For a pet, Cat, dog or other?
83~ How do you feel about Porn?
8- What's your favorite flavor of ice cream? Do you a 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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
3- Should Pluto still be considered a planet? 4- How about smoking?
51~ What tends to bring a smile to your face?
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
What’s the longest time you gone without having sex, after, having it? How much time between the others?
34- Ever been to a concert? What was your favorite? Who would you like to see?
61~ How willing would you be to try new sexual positions?
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?
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…
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
80~ Share your top three fantasies/desires. (Be detailed) 😊
22~ What is the best pickup line anyone has ever used on you? What was the worst?
I would allow you to do it… What would you do to me?
14- What is an embarrassing moment in your life? How about your most embarrassing?
20- What’s your favorite candy? What’s your least favorite?
13- How about having a certain hair cut/style?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
29- How superstitious are you?
31- If given a chance to be immortal, would you take it? Why?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
50~ How many children do you have? What are their ages?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
30~ What's something unexpected that turns you on?
42~ What’s your biggest regret in life?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What would you say to prove to yourself that it was really you?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Do you think this brought you closer together?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
15- What bad habit do you wish you could quit? Do you have any addictions?
What was the longest? What was the shortest?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
33- If you could visit any time period, when would you pick? Please explain why?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
76~ Have you had a threesome? Care to Share?
*** Questions About Me ***
15~ Have you ever been “in love”? Who? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
89~ Do you like taking showers together?
12- What is the weirdest thing you've ever eaten?
18- How often do you drink alcohol? What is your favorite drink?
51~ Are you willing to play adult games with your partner?
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....)
38~ Share your most embarrassing sexual memory?
What have you learned about me that was new and/or surprising?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
10- List 5 of your top pet peeves.
1~ How old were you when you had your first kiss? Who? Care to Share?
39~ What are your love languages?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Do you watch it? What is your favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
36- Do you play video games? What is your favorite? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
23- What is your dream job? What was it as a child?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Escort/Client Job Applicant/Hiring Manager
40~ What’s the weirdest place you’ve ever had sex?
27- What was/ is nickname? Does it have a meaning behind it?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
How about if they talk dirty and/or call you names?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
65~ Describe the best orgasm you’ve ever had? Care to share?
81~ Do you have any kinks and/or fetishes?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- What's your favorite restaurant? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
48~ Have you ever paid or been paid for sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How old are you? Male or Female?
13~ Is there a difference between, making love, having sex, and fucking?
15- What's your favorite saying? What word or phrase is your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
7- What are your thoughts on religion? Is there an afterlife?
25~ How do you feel about PDA? (Public Display of Affection)
That one or two things that made you go hmmmm, OMG or wow!
* Give a rating for each one (0-100)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1- What was your first impression of me? Has it changed?
*** Questions about Relationships/Past ***
*** What’s Your Favorite…? ***
Repairman/Lonely Wife Virgin/Experienced
1- What’s your favorite animal? Do you a least favorite?
What have you learned about yourself that you did not before this?
47~ What would be your dream job and why?
Would you do it again, and would you rather 2 females or 2 males?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
(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…)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
12- What’s your favorite food? What’s your least favorite?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
22- Do you have any birth marks? How about scars? Care to share how you got them?