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