What is the most interesting question you can ask to get to know someone?
13.06.2025 02:38
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Please share Did you stop?
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…
27- What was/ is nickname? Does it have a meaning behind it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Do you think this brought you closer together?
Doctor/Nurse Stripper/Client
What made you feel satisfied about your life today?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Is modular building a fix for NY's housing crisis? State officials hope so. - Gothamist
5~ When you first started having sex, was it what you thought it would be?
20- What’s your favorite candy? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Why aren't F1 cars popular on the street?
11- What's your favorite restaurant? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
CVS closing 271 stores, including 3 locations in Upstate NY - Syracuse.com
65~ Describe the best orgasm you’ve ever had? Care to share?
11~ Have you ever been caught by your parents or children or others while having sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How is digital marketing important for business?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
*** Questions About Me ***
Why do men suck dick? Me, I can't get enough
Would you ever want to be woken up with oral and/or intercourse?
13- What’s your favorite drink? What’s your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
What is truer than that which is true?
Model/Photographer Police/Criminal
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
51~ Are you willing to play adult games with your partner?
UK civil servants who used AI saved two weeks a year, government study finds - Financial Times
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
36- Do you play video games? What is your favorite? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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)
Why is every human messed up in some way?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
13~ Is there a difference between, making love, having sex, and fucking?
What Happens to Your Blood Pressure When You Drink Energy Drinks Every Day? - Verywell Health
Would you read them together?
31- If given a chance to be immortal, would you take it? Why?
38~ Share your most embarrassing sexual memory?
Do you like the “69” position? Do you prefer to be on top or bottom?
67~ Do you like it when your partner moans and/or is vocal during sex?
How many partners have you had oral sex with? Who? Care to Share?
(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…)
51~ What tends to bring a smile to your face?
Any that are a turn off?
11- List at least 5 things on your bucket list. Have you done any of them already?
8- What are your thoughts on politics?
Any that are a turn off?
32- What's your greatest talent? Can I see it right now?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
6- Do you have dreams? Can you remember them? What do you usually dream about?
33- Beach or Mountains? Or is there another place to like better?
1~ How old were you when you had your first kiss? Who? Care to Share?
47~ What would be your dream job and why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
You know that I will be 100% truthful, so ask.
If you say it, I will stop, and we can talk about it when you are ready.
52~ What are your hobbies?
10- What is your favorite family tradition? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
92~ Have you ever had or have an STD? How many? What was it?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
92~ Everyone needs a “safe” word. What is yours?
9- If you could have three wishes, what would they be? Why?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What do you dislike about me? I asked you to be 100% honest.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
19~ Who/when was your first “heartbreak”?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
15~ Have you ever been “in love”? Who? Care to Share?
The Ice Breaker Questions
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28~ What are some things that turn on? What is your biggest turn on?
3- Should Pluto still be considered a planet? 4- How about smoking?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
34- Ever been to a concert? What was your favorite? Who would you like to see?
30~ What's something unexpected that turns you on?
Do you watch it? What is your favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
76~ Have you had a threesome? Care to Share?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Does the thought excite you? Care to share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
12- What is the weirdest thing you've ever eaten?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What have you learned about yourself that you did not before this?
26~ What side of the bed do you sleep on?
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?
23- What is your dream job? What was it as a child?
9~ How many times over your lifetime do you think you have had sex so far?
13- How about having a certain hair cut/style?
18- How often do you drink alcohol? What is your favorite drink?
89~ Do you like taking showers together?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
12- What’s your favorite food? What’s your least favorite?
*** Deal Breaker Questions ***
13- What is the craziest/scariest thing you've ever done?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
84~ How do you feel about reading/listening to adult stories?
17- Have you ever done drugs? Which ones? How often?
9- Is there something you’ve always wanted to ask me but you’re afraid?
15- What's your favorite saying? What word or phrase is your least favorite?
34~ Do you like the lights on or off during sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
2- What’s your favorite color? Do you a 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?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Family Relation Age Play
19- What’s your favorite fairytale? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Would /have you ever given your partner a lap dance and Striptease?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
1- What was your first impression of me? Has it changed?
7- What if a person smells a certain way? 8- How about smoking?
Teacher/Student Stranger/One Night Stand
48~ Have you ever paid or been paid for sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
36~ What is your favorite time of day to have sex/make love?
Nothing too Serious
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
10~ How many dates are necessary before you to have sex with someone?
5- Have you ever been hypnotized? Would you allow yourself to be?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
14- What's your favorite dessert? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
48~ Do you have any siblings? Are you close to your family?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
25~ How do you feel about PDA? (Public Display of Affection)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
45~ How do you feel about me blindfolding you? How about blindfolding me?
How well do you know me? And some of your thoughts about me
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
17- What’s your favorite holiday? What’s your least favorite?
4- For a pet, Cat, dog or other?
What is your view on sex? Meaning, When/Where/ How often/
If yes, what?
7- What are your thoughts on religion? Is there an afterlife?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
3- What Superhero or Superpower would you want to be/have?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
82~ Do you have any fantasies involving Role-Playing?
42~ What’s your biggest regret in life?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Master/Slave Boss/Maid
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
83~ How do you feel about Porn?
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?
29- How superstitious are you?
*** What’s Your Favorite…? ***
Would you do it again, and would you rather 2 females or 2 males?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do you have a favorite? Is it ok if your partner does?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
70~ Would/do you have/like anal sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What have you learned about me that was new and/or surprising?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
1- What’s your favorite animal? Do you a least favorite?
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?
9- What’s your favorite season and why? What’s your least favorite?
I would allow you to do it… What would you do to me?
18~ Who/when was your first “crush”?
How many times do you think you have “made love”?
61~ How willing would you be to try new sexual positions?
What is your favorite position? Why?
*** Questions about Relationships/Past ***
What is your favorite toy? Ever wanted to try a specific toy?
28- What are some things that people do that irritate you?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If you win, what will you make them do?
33- If you could visit any time period, when would you pick? Please explain why?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
50~ How many children do you have? What are their ages?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
That one or two things that made you go hmmmm, OMG or wow!
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Repairman/Lonely Wife Virgin/Experienced
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What was the longest? What was the shortest?
Will you cheat again? How can, you be sure? Define what cheating is to you.
10- List 5 of your top pet peeves.
81~ Do you have any kinks and/or fetishes?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
62~ Have you used adult toys?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Over time has your thoughts on sex changed?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you like it when they show and tell you what they want?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
* Give a rating for each one (0-100)
21~ What was the best date you ever went on? What has been the worst?
What would you say to prove to yourself that it was really you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
39~ What are your love languages?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Escort/Client Job Applicant/Hiring Manager
40~ What’s the weirdest place you’ve ever had sex?
52~ Are you willing to make “those types” of bets with your partner?
How old are you? Male or Female?
21- What's your favorite way to spend a weekend or time off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
*** Random Questions ***
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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…
37- Do you like your name? If you could change it, what would you change it too?
14- What is an embarrassing moment in your life? How about your most embarrassing?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Nurse/Patient Celebrity/Fan
71~ Would you give your partner a hand or foot job? Would you receive one?
Get this wrong and this could mean the end… :-) some funny, some not…
Would you mind if your partner watched it? How about together vs alone?
29~ What are some things that turn you off? What is your biggest turn off?
Have you ever? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How about if they talk dirty and/or call you names?
Prisoner/Prison Guard Landlord/Tenant
If NO, would you ever have one? Would it be with 2 men or 2 women?