What is the most interesting question you can ask to get to know someone?
Last Updated: 26.06.2025 04:30
5- Have you ever been hypnotized? Would you allow yourself to be?
31- If given a chance to be immortal, would you take it? Why?
3- What’s your favorite smell? Do you a least favorite?
How do you get the most out of red light therapy?
92~ Everyone needs a “safe” word. What is yours?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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 can you maintain self-control?
6- Do you have dreams? Can you remember them? What do you usually dream about?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
17- Have you ever done drugs? Which ones? How often?
33- If you could visit any time period, when would you pick? Please explain why?
21- What's your favorite way to spend a weekend or time off?
28~ What are some things that turn on? What is your biggest turn on?
Red Dead Redemption 2's PS5 Version Could Be Announced Next Week - Push Square
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?
39~ What are your love languages?
76~ Have you had a threesome? Care to Share?
Sean Combs Trial: Possible Juror Dismissal and Mogul’s ‘Threatening’ Voice Notes - Rolling Stone
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
48~ Have you ever paid or been paid for sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What sorts of music do cats respond to?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
9- If you could have three wishes, what would they be? Why?
Get this wrong and this could mean the end… :-) some funny, some not…
Sharpest View of the Sun Reveals Magnetic Stripes the Size of Manhattan - Gizmodo
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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…
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Are you afraid of being alone?
Teacher/Student Stranger/One Night Stand
92~ Have you ever had or have an STD? How many? What was it?
Would /have you ever given your partner a lap dance and Striptease?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
8- What are your thoughts on politics?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Is Billie Piper Playing the Doctor or Rose? 5 Theories About ‘Doctor Who’ Twist - TV Insider
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Where can I get sure fixed matches on Instagram?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
2- What’s your favorite color? Do you a least favorite?
(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…)
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?
34~ Do you like the lights on or off during sex?
Photos: the ‘No Kings’ rally in Oakland draws over 10,000 attendees - The Oaklandside
13- What’s your favorite drink? What’s your least favorite?
Would you ever want to be woken up with oral and/or intercourse?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
3- What Superhero or Superpower would you want to be/have?
37- Do you like your name? If you could change it, what would you change it too?
13~ Is there a difference between, making love, having sex, and fucking?
15- What bad habit do you wish you could quit? Do you have any addictions?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How well do you know me? And some of your thoughts about me
5~ When you first started having sex, was it what you thought it would be?
Would you mind if your partner watched it? How about together vs alone?
What have you learned about yourself that you did not before this?
22- What is your favorite childhood memory? What is your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
29~ What are some things that turn you off? What is your biggest turn off?
49~ How many times have you been married? Why did they end?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Nothing too Serious
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?
That one or two things that made you go hmmmm, OMG or wow!
How about if they talk dirty and/or call you names?
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?
22- Do you have any birth marks? How about scars? Care to share how you got them?
36~ What is your favorite time of day to have sex/make love?
What is your favorite position? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
10- List 5 of your top pet peeves.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
*** What’s Your Favorite…? ***
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
28- What are some things that people do that irritate you?
18~ Who/when was your first “crush”?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
84~ How do you feel about reading/listening to adult stories?
15~ Have you ever been “in love”? Who? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
23- What is your dream job? What was it as a child?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- What’s your favorite season and why? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Will you cheat again? How can, you be sure? Define what cheating is to you.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
32- What's your greatest talent? Can I see it right now?
Any that are a turn off?
33- Beach or Mountains? Or is there another place to like better?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
47~ What would be your dream job and why?
11- What's your favorite restaurant? What’s your least favorite?
48~ Do you have any siblings? Are you close to your family?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What is your favorite toy? Ever wanted to try a specific toy?
What would you say to prove to yourself that it was really you?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** Questions about Relationships/Past ***
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Model/Photographer Police/Criminal
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
29- How superstitious are you?
*** Random Questions ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Nurse/Patient Celebrity/Fan
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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?
70~ Would/do you have/like anal sex?
Do you have a favorite? Is it ok if your partner does?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
61~ How willing would you be to try new sexual positions?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
You know that I will be 100% truthful, so ask.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
52~ Are you willing to make “those types” of bets with your partner?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
82~ Do you have any fantasies involving Role-Playing?
Escort/Client Job Applicant/Hiring Manager
62~ Have you used adult toys?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
19- Do/have you smoked? What do you prefer? How often?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
13- What is the craziest/scariest thing you've ever done?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
7- What if a person smells a certain way? 8- How about smoking?
89~ Do you like taking showers together?
12- What is the weirdest thing you've ever eaten?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What do you dislike about me? I asked you to be 100% honest.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If yes, what?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
51~ What tends to bring a smile to your face?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Over time has your thoughts on sex changed?
83~ How do you feel about Porn?
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…
Any that are a turn off?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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?
What was the longest? What was the shortest?
8- What's your favorite flavor of ice cream? Do you a least favorite?
30~ What's something unexpected that turns you on?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
How many times do you think you have “made love”?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
67~ Do you like it when your partner moans and/or is vocal during sex?
Can you Deep Throat? Do you like the taste of yourself?
10- What is your favorite family tradition? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Does the thought excite you? Care to share?
42~ What’s your biggest regret in life?
20- What’s your favorite candy? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Family Relation Age Play
26~ What side of the bed do you sleep on?
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,
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7- What are your thoughts on religion? Is there an afterlife?
Master/Slave Boss/Maid
*** Questions About Me ***
Do you like the “69” position? Do you prefer to be on top or bottom?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you read them together?
Would you do it again, and would you rather 2 females or 2 males?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Please share Did you stop?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
19~ Who/when was your first “heartbreak”?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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.
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?
9~ How many times over your lifetime do you think you have had sex so far?
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)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
I would allow you to do it… What would you do to me?
How many partners have you had oral sex with? Who? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Doctor/Nurse Stripper/Client
80~ Share your top three fantasies/desires. (Be detailed) 😊
12- What’s your favorite food? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
19- What’s your favorite fairytale? 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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you allow me to clean every part of your body with my soapy hands and fingers?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
38~ Share your most embarrassing sexual memory?
Do you watch it? What is your favorite?
What is your view on sex? Meaning, When/Where/ How often/
17- What’s your favorite holiday? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Have you ever? Care to Share?
What have you learned about me that was new and/or surprising?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
3- Should Pluto still be considered a planet? 4- How about smoking?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Repairman/Lonely Wife Virgin/Experienced
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
The Ice Breaker Questions
50~ How many children do you have? What are their ages?
52~ What are your hobbies?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Do you like it when they show and tell you what they want?
Do you think this brought you closer together?
44~ Care to share something about yourself that no one else knows about you?
If you win, what will you make them do?
78~ Have you ever thought about making out or having sex with someone of the same 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?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
11~ Have you ever been caught by your parents or children or others while having sex?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
*** Deal Breaker Questions ***
If YES, was it with 2 men or 2 women? Did you enjoy it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
If you say it, I will stop, and we can talk about it when you are ready.
14- What's your favorite dessert? Do you a least favorite?
* Give a rating for each one (0-100)
1- What’s your favorite animal? Do you a least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
53~ How much can you tell me about the one thing you are most passionate about?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
13- How about having a certain hair cut/style?
51~ Are you willing to play adult games with your partner?
18- How often do you drink alcohol? What is your favorite drink?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How old are you? Male or Female?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Prisoner/Prison Guard Landlord/Tenant
34- Ever been to a concert? What was your favorite? Who would you like to see?
45~ How do you feel about me blindfolding you? How about blindfolding me?
4- For a pet, Cat, dog or other?
25~ How do you feel about PDA? (Public Display of Affection)
81~ Do you have any kinks and/or fetishes?
11- How about if they like a certain sports team? 12-How about drinking too much?
60~ How important is oral sex? Do you like receiving? Do you like giving?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
10~ How many dates are necessary before you to have sex with someone?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)