What is the most interesting question you can ask to get to know someone?
09.06.2025 04:15
11~ Have you ever been caught by your parents or children or others while having sex?
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…
What would you say to prove to yourself that it was really you?
Why would a spouse cheat if the marriage is good?
(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…)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
19- Do/have you smoked? What do you prefer? How often?
Do you like it when they show and tell you what they want?
9~ How many times over your lifetime do you think you have had sex so far?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
9- Is there something you’ve always wanted to ask me but you’re afraid?
71~ Would you give your partner a hand or foot job? Would you receive one?
11- What's your favorite restaurant? What’s your least favorite?
While you sleep, these bugs throw a party on your face - East Idaho News
89~ Do you like taking showers together?
What do you dislike about me? I asked you to be 100% honest.
1~ How old were you when you had your first kiss? Who? Care to Share?
"D Gukesh Was Blindly...": Magnus Carlsen's First Reaction After Loss To Indian GM - NDTV Sports
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Prisoner/Prison Guard Landlord/Tenant
13- What is the craziest/scariest thing you've ever done?
Police take back statement dismissing hate crime in gay actor’s killing - The Washington Post
*** Questions About Me ***
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Utah’s quiet measles case: what happened and why officials stayed silent - KSLTV.com
21- What's your favorite way to spend a weekend or time off?
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?
If you win, what will you make them do?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Have you ever? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Do guys prefer big boobs or small boobs? Why?
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
40~ What’s the weirdest place you’ve ever had sex?
How many times do you think you have “made love”?
Any that are a turn off?
How old are you? Male or Female?
Does the thought excite you? Care to share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
I would allow you to do it… What would you do to me?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Which current F1 drivers should switch teams based on historical patterns?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
20- Do you have any tattoos? 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?
* Give a rating for each one (0-100)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
1- What’s your favorite animal? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
33- If you could visit any time period, when would you pick? Please explain why?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What have you learned about yourself that you did not before this?
52~ What are your hobbies?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Model/Photographer Police/Criminal
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
47~ What would be your dream job and why?
42~ What’s your biggest regret in life?
61~ How willing would you be to try new sexual positions?
82~ Do you have any fantasies involving Role-Playing?
Do you like the “69” position? Do you prefer to be on top or bottom?
4- For a pet, Cat, dog or other?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
2- What’s your favorite color? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
48~ Do you have any siblings? Are you close to your family?
That one or two things that made you go hmmmm, OMG or wow!
18- What’s your favorite way to relax after a long day? 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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
5~ When you first started having sex, was it what you thought it would be?
28~ What are some things that turn on? What is your biggest turn on?
10- List 5 of your top pet peeves.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
36- Do you play video games? What is your favorite? Do you a least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
92~ Have you ever had or have an STD? How many? What was it?
Master/Slave Boss/Maid
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
17- Have you ever done drugs? Which ones? How often?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
33- Beach or Mountains? Or is there another place to like better?
How well do you know me? And some of your thoughts about me
36~ What is your favorite time of day to have sex/make love?
39~ What are your love languages?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
10~ How many dates are necessary before you to have sex with someone?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
76~ Have you had a threesome? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
28- What are some things that people do that irritate you?
Nurse/Patient Celebrity/Fan
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Family Relation Age Play
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
13~ Is there a difference between, making love, having sex, and fucking?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What was your first impression of me? Has it changed?
54~ Would you ever go skinny dipping with your partner? Have you ever been? 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?
*** Random Questions ***
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
50~ How many children do you have? What are their ages?
Would you do it again, and would you rather 2 females or 2 males?
How about if they talk dirty and/or call you names?
Would you ever want to be woken up with oral and/or intercourse?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Teacher/Student Stranger/One Night Stand
*** Deal Breaker Questions ***
14- What's your favorite dessert? Do you a least favorite?
Any that are a turn off?
17- What’s your favorite holiday? What’s your least favorite?
34~ Do you like the lights on or off during sex?
Get this wrong and this could mean the end… :-) some funny, some not…
The Ice Breaker Questions
29~ What are some things that turn you off? What is your biggest turn off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
11- List at least 5 things on your bucket list. Have you done any of them already?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
80~ Share your top three fantasies/desires. (Be detailed) 😊
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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 me that was new and/or surprising?
48~ Have you ever paid or been paid for sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you have a favorite? Is it ok if your partner does?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
92~ Everyone needs a “safe” word. What is yours?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
15~ Have you ever been “in love”? Who? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
23- What is your dream job? What was it as a child?
Would you read them together?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
70~ Would/do you have/like anal sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Escort/Client Job Applicant/Hiring Manager
*** What’s Your Favorite…? ***
15- What's your favorite saying? What word or phrase is your least favorite?
19~ Who/when was your first “heartbreak”?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
44~ Care to share something about yourself that no one else knows about you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would /have you ever given your partner a lap dance and Striptease?
32- What's your greatest talent? Can I see it right now?
Would you mind if your partner watched it? How about together vs alone?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
30~ What's something unexpected that turns you on?
34- Ever been to a concert? What was your favorite? Who would you like to see?
3- Should Pluto still be considered a planet? 4- How about smoking?
If YES, was it with 2 men or 2 women? Did you enjoy it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Repairman/Lonely Wife Virgin/Experienced
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
9- If you could have three wishes, what would they be? Why?
52~ Are you willing to make “those types” of bets with your partner?
7- What are your thoughts on religion? Is there an afterlife?
11- How about if they like a certain sports team? 12-How about drinking too much?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
67~ Do you like it when your partner moans and/or is vocal during sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
51~ Are you willing to play adult games with your partner?
20- What’s your favorite candy? What’s your least favorite?
49~ How many times have you been married? Why did they end?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Doctor/Nurse Stripper/Client
22- What is your favorite childhood memory? What is your least favorite?
Over time has your thoughts on sex changed?
62~ Have you used adult toys?
Would you allow me to clean every part of your body with my soapy hands and fingers?
13- How about having a certain hair cut/style?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
53~ How much can you tell me about the one thing you are most passionate about?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
29- How superstitious are you?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
Do you think this brought you closer together?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Please share Did you stop?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What is your view on sex? Meaning, When/Where/ How often/
65~ Describe the best orgasm you’ve ever had? Care to share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
Nothing too Serious
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
You know that I will be 100% truthful, so ask.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What was the longest? What was the shortest?
83~ How do you feel about Porn?
27- What was/ is nickname? Does it have a meaning behind it?
8- What are your thoughts on politics?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
18~ Who/when was your first “crush”?
*** Questions about Relationships/Past ***
26~ What side of the bed do you sleep on?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What is your favorite toy? Ever wanted to try a specific toy?
84~ How do you feel about reading/listening to adult stories?
Do you watch it? What is your favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
3- What’s your favorite smell? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What is your favorite position? Why?
12- What is the weirdest thing you've ever eaten?
13- What’s your favorite drink? What’s your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
81~ Do you have any kinks and/or fetishes?
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,
51~ What tends to bring a smile to your face?
25~ How do you feel about PDA? (Public Display of Affection)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
31- If given a chance to be immortal, would you take it? Why?
12- What’s your favorite food? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
37- Do you like your name? If you could change it, what would you change it too?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
3- What Superhero or Superpower would you want to be/have?
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…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
10- What is your favorite family tradition? What’s your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
If you say it, I will stop, and we can talk about it when you are ready.
If yes, what?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
21~ What was the best date you ever went on? What has been the worst?
7-What do I do in bed that drives you wild? How about, what turns you off?
Can you Deep Throat? Do you like the taste of yourself?