What is the most interesting question you can ask to get to know someone?
15.06.2025 00:45
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you have a favorite? Is it ok if your partner does?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
39~ What are your love languages?
3- Should Pluto still be considered a planet? 4- How about smoking?
9~ How many times over your lifetime do you think you have had sex so far?
Why am I always so tired, no matter how much I sleep?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Is there a possibility that we are living in a simulation and that there is a concept of rebirth?
Would you ever want to be woken up with oral and/or intercourse?
If yes, what?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
Would you do it again, and would you rather 2 females or 2 males?
10~ How many dates are necessary before you to have sex with someone?
92~ Everyone needs a “safe” word. What is yours?
44~ Care to share something about yourself that no one else knows about 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?
*** Questions About Me ***
Repairman/Lonely Wife Virgin/Experienced
Do you enjoy cheating on your spouse? If so, why?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
36- Do you play video games? What is your favorite? Do you a least favorite?
17- What’s your favorite holiday? What’s your least favorite?
NASA’s CODEX Captures Unique Views of Sun’s Outer Atmosphere - NASA Science (.gov)
Have you ever? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What is your craziest college sex story?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
10- What is your favorite family tradition? What’s your least favorite?
Why do older men like to get anal sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
92~ Have you ever had or have an STD? How many? What was it?
I would allow you to do it… What would you do to me?
23- What is your dream job? What was it as a child?
Please share Did you stop?
You know that I will be 100% truthful, so ask.
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?
52~ Are you willing to make “those types” of bets with your partner?
3- What’s your favorite smell? Do you a least favorite?
7- What are your thoughts on religion? Is there an afterlife?
28~ What are some things that turn on? What is your biggest turn on?
38~ Share your most embarrassing sexual memory?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
11~ Have you ever been caught by your parents or children or others while having sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
48~ Do you have any siblings? Are you close to your family?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
45~ How do you feel about me blindfolding you? How about blindfolding me?
81~ Do you have any kinks and/or fetishes?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Does the thought excite you? Care to share?
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)
19~ Who/when was your first “heartbreak”?
7-What do I do in bed that drives you wild? How about, what turns you off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
The Ice Breaker Questions
21- What's your favorite way to spend a weekend or time off?
60~ How important is oral sex? Do you like receiving? Do you like giving?
12- What is the weirdest thing you've ever eaten?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
11- What's your favorite restaurant? What’s your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Any that are a turn off?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
83~ How do you feel about Porn?
How many partners have you had oral sex with? Who? Care to Share?
Master/Slave Boss/Maid
46~ Have you ever used furniture, or other types of things to aid you while having sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Can you Deep Throat? Do you like the taste of yourself?
Would you mind if your partner watched it? How about together vs alone?
Would you read them together?
18- How often do you drink alcohol? What is your favorite drink?
9- What’s your favorite season and why? What’s your least favorite?
34~ Do you like the lights on or off during sex?
Model/Photographer Police/Criminal
29- How superstitious are you?
13~ Is there a difference between, making love, having sex, and fucking?
9- Is there something you’ve always wanted to ask me but you’re afraid?
*** Deal Breaker Questions ***
If you say it, I will stop, and we can talk about it when you are ready.
Over time has your thoughts on sex changed?
11- How about if they like a certain sports team? 12-How about drinking too much?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
89~ Do you like taking showers together?
11- List at least 5 things on your bucket list. Have you done any of them already?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you think this brought you closer together?
How about if they talk dirty and/or call you names?
What is your view on sex? Meaning, When/Where/ How often/
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
2- What’s your favorite color? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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,
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
If YES, was it with 2 men or 2 women? Did you enjoy it?
22- Do you have any birth marks? How about scars? Care to share how you got them?
50~ How many children do you have? What are their ages?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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 do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
27- What was/ is nickname? Does it have a meaning behind it?
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?
49~ How many times have you been married? Why did they end?
21~ What was the best date you ever went on? What has been the worst?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would /have you ever given your partner a lap dance and Striptease?
What is your favorite position? Why?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
48~ Have you ever paid or been paid for sex?
19- What’s your favorite fairytale? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Escort/Client Job Applicant/Hiring Manager
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
Teacher/Student Stranger/One Night Stand
*** Random Questions ***
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
36~ What is your favorite time of day to have sex/make love?
67~ Do you like it when your partner moans and/or is vocal during sex?
Nurse/Patient Celebrity/Fan
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
1- What’s your favorite animal? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
33- If you could visit any time period, when would you pick? Please explain why?
12- What’s your favorite food? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
84~ How do you feel about reading/listening to adult stories?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
7- What if a person smells a certain way? 8- How about smoking?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
33- Beach or Mountains? Or is there another place to like better?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
47~ What would be your dream job and why?
If you win, what will you make them do?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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…
5- Have you ever been hypnotized? Would you allow yourself to be?
13- What’s your favorite drink? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4- For a pet, Cat, dog or other?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
25~ How do you feel about PDA? (Public Display of Affection)
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?
What was the longest? What was the shortest?
29~ What are some things that turn you off? What is your biggest turn off?
Nothing too Serious
What have you learned about yourself that you did not before this?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
51~ Are you willing to play adult games with your partner?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Do you watch it? What is your favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What is your favorite toy? Ever wanted to try a specific toy?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
8- What are your thoughts on politics?
What have you learned about me that was new and/or surprising?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
*** What’s Your Favorite…? ***
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
53~ How much can you tell me about the one thing you are most passionate about?
42~ What’s your biggest regret in life?
How many times do you think you have “made love”?
34- Ever been to a concert? What was your favorite? Who would you like to see?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
70~ Would/do you have/like anal sex?
82~ Do you have any fantasies involving Role-Playing?
10- List 5 of your top pet peeves.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
15- What bad habit do you wish you could quit? Do you have any addictions?
13- How about having a certain hair cut/style?
20- What’s your favorite candy? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
42~ Ever been spanked 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.?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How old are you? Male or Female?
Any that are a turn off?
13- What is the craziest/scariest thing you've ever done?
30~ What's something unexpected that turns you on?
1~ How old were you when you had your first kiss? Who? Care to Share?
*** Questions about Relationships/Past ***
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you like it when they show and tell you what they want?
76~ Have you had a threesome? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5~ When you first started having sex, was it what you thought it would be?
18~ Who/when was your first “crush”?
* Give a rating for each one (0-100)
What do you dislike about me? I asked you to be 100% honest.
17- Have you ever done drugs? Which ones? How often?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
3- What Superhero or Superpower would you want to be/have?
What would you say to prove to yourself that it was really you?
Will you cheat again? How can, you be sure? Define what cheating is to you.
8- What's your favorite flavor of ice cream? Do you a least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? 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…)
14- What's your favorite dessert? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
32- What's your greatest talent? Can I see it right now?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
62~ Have you used adult toys?
That one or two things that made you go hmmmm, OMG or wow!
80~ Share your top three fantasies/desires. (Be detailed) 😊
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
9- If you could have three wishes, what would they be? Why?
52~ What are your hobbies?
Do you like the “69” position? Do you prefer to be on top or bottom?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Get this wrong and this could mean the end… :-) some funny, some not…
19- Do/have you smoked? What do you prefer? How often?
51~ What tends to bring a smile to your face?
Doctor/Nurse Stripper/Client
How well do you know me? And some of your thoughts about me
61~ How willing would you be to try new sexual positions?
26~ What side of the bed do you sleep on?
65~ Describe the best orgasm you’ve ever had? Care to share?
15~ Have you ever been “in love”? Who? Care to Share?
28- What are some things that people do that irritate you?
Family Relation Age Play
1- What was your first impression of me? Has it changed?
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?