What is the most interesting question you can ask to get to know someone?
12.06.2025 02:02
61~ How willing would you be to try new sexual positions?
What is your favorite toy? Ever wanted to try a specific toy?
* Give a rating for each one (0-100)
Cole? Kyle? Whatever the name, M's thrilled to see Young arrive in majors - The Seattle Times
64~ When was your very first orgasm? When was your first from having sex? Care to share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
3- What Superhero or Superpower would you want to be/have?
How Creatine Became So Popular With Women - WSJ
5~ When you first started having sex, was it what you thought it would be?
Master/Slave Boss/Maid
Have you ever? Care to Share?
Why cant I motivate myself to go to school (grade 10)?
21- What's your favorite way to spend a weekend or time off?
67~ Do you like it when your partner moans and/or is vocal during sex?
Do you like it when they show and tell you what they want?
This Genetic ‘Trick’ Helped the Black Death Linger for Centuries - Gizmodo
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
I would allow you to do it… What would you do to me?
14- What is an embarrassing moment in your life? How about your most embarrassing?
The Law Firms That Appeased Trump—and Angered Their Clients - WSJ
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…
10- What is your favorite family tradition? What’s your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Do you watch it? What is your favorite?
21~ What was the best date you ever went on? What has been the worst?
Have you ever had sex with sisters?
29~ What are some things that turn you off? What is your biggest turn off?
What do you dislike about me? I asked you to be 100% honest.
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Are evolutionists giving evolution a bad name by claiming humans started off as shrews?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
51~ Are you willing to play adult games with your partner?
UFC 316 results: Kayla Harrison finishes Julianna Peña, squares off with Amanda Nunes - MMA Junkie
Would you mind if your partner watched it? How about together vs alone?
52~ Are you willing to make “those types” of bets with your partner?
Nurse/Patient Celebrity/Fan
NBA Finals’ 17 best players ranked for Thunder vs. Pacers series - SBNation.com
14- What's your favorite dessert? Do you a least favorite?
18~ Who/when was your first “crush”?
19- What’s your favorite fairytale? What’s your least favorite?
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’s your favorite food? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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…
47~ What would be your dream job and why?
(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…)
49~ How many times have you been married? Why did they end?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
11~ Have you ever been caught by your parents or children or others while having sex?
Get this wrong and this could mean the end… :-) some funny, some not…
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
9- What’s your favorite season and why? What’s your least favorite?
How about if they talk dirty and/or call you names?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
80~ Share your top three fantasies/desires. (Be detailed) 😊
33- If you could visit any time period, when would you pick? Please explain why?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
17- Have you ever done drugs? Which ones? How often?
44~ Care to share something about yourself that no one else knows about you?
What is your view on sex? Meaning, When/Where/ How often/
How many times do you think you have “made love”?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
42~ What’s your biggest regret in life?
8- What are your thoughts on politics?
5- Have you ever been hypnotized? Would you allow yourself to be?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Over time has your thoughts on sex changed?
You know that I will be 100% truthful, so ask.
27- What was/ is nickname? Does it have a meaning behind it?
Model/Photographer Police/Criminal
18- What’s your favorite way to relax after a long day? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
22- What is your favorite childhood memory? What is your least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
If you say it, I will stop, and we can talk about it when you are ready.
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)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
34~ Do you like the lights on or off during sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Nothing too Serious
What was the longest? What was the shortest?
39~ What are your love languages?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
48~ Have you ever paid or been paid for sex?
Would you ever want to be woken up with oral and/or intercourse?
10~ How many dates are necessary before you to have sex with someone?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** What’s Your Favorite…? ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
28~ What are some things that turn on? What is your biggest turn on?
33- Beach or Mountains? Or is there another place to like better?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
What is your favorite position? Why?
18- How often do you drink alcohol? What is your favorite drink?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
20- What’s your favorite candy? What’s your 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,
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
92~ Everyone needs a “safe” word. What is yours?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
13- How about having a certain hair cut/style?
Prisoner/Prison Guard Landlord/Tenant
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
That one or two things that made you go hmmmm, OMG or wow!
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
36~ What is your favorite time of day to have sex/make love?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
82~ Do you have any fantasies involving Role-Playing?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
*** Questions about Relationships/Past ***
65~ Describe the best orgasm you’ve ever had? Care to share?
15- What's your favorite saying? What word or phrase is your least favorite?
What have you learned about me that was new and/or surprising?
53~ How much can you tell me about the one thing you are most passionate about?
Any that are a turn off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
17- What’s your favorite holiday? What’s your least favorite?
2- What’s your favorite color? Do you a least favorite?
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 yourself that you did not before this?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Please share Did you stop?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
10- List 5 of your top pet peeves.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Deal Breaker Questions ***
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
81~ Do you have any kinks and/or fetishes?
Would you read them together?
70~ Would/do you have/like anal sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If yes, what?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
60~ How important is oral sex? Do you like receiving? Do you like giving?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
34- Ever been to a concert? What was your favorite? Who would you like to see?
9~ How many times over your lifetime do you think you have had sex so far?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Would /have you ever given your partner a lap dance and Striptease?
30~ What's something unexpected that turns you on?
15~ Have you ever been “in love”? Who? Care to Share?
83~ How do you feel about Porn?
3- What’s your favorite smell? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7- What are your thoughts on religion? Is there an afterlife?
Any that are a turn 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?
The Ice Breaker Questions
22- Do you have any birth marks? How about scars? Care to share how you got them?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
How many partners have you had oral sex with? Who? Care to Share?
Do you think this brought you closer together?
If you win, what will you make them do?
13- What’s your favorite drink? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
9- If you could have three wishes, what would they be? Why?
Family Relation Age Play
Do you have a favorite? Is it ok if your partner does?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you like the “69” position? Do you prefer to be on top or bottom?
52~ What are your hobbies?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How well do you know me? And some of your thoughts about me
76~ Have you had a threesome? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What would you say to prove to yourself that it was really you?
23- What is your dream job? What was it as a child?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13~ Is there a difference between, making love, having sex, and fucking?
7-What do I do in bed that drives you wild? How about, what turns you off?
38~ Share your most embarrassing sexual memory?
3- Should Pluto still be considered a planet? 4- How about smoking?
92~ Have you ever had or have an STD? How many? What was it?
Teacher/Student Stranger/One Night Stand
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
51~ What tends to bring a smile to your face?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
50~ How many children do you have? What are their ages?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
7- What if a person smells a certain way? 8- How about smoking?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Will you cheat again? How can, you be sure? Define what cheating is to you.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
12- What is the weirdest thing you've ever eaten?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
19~ Who/when was your first “heartbreak”?
26~ What side of the bed do you sleep on?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Escort/Client Job Applicant/Hiring Manager
19- Do/have you smoked? What do you prefer? How often?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
Would you do it again, and would you rather 2 females or 2 males?
15- What bad habit do you wish you could quit? Do you have any addictions?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
89~ Do you like taking showers together?
28- What are some things that people do that irritate you?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Does the thought excite you? Care to share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
1- What was your first impression of me? Has it changed?
31- If given a chance to be immortal, would you take it? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
40~ What’s the weirdest place you’ve ever had sex?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
29- How superstitious are you?
*** Random Questions ***
13- What is the craziest/scariest thing you've ever done?
1- What’s your favorite animal? Do you a least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How old are you? Male or Female?
Doctor/Nurse Stripper/Client
If NO, would you ever have one? Would it be with 2 men or 2 women?
32- What's your greatest talent? Can I see it right now?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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 ***
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Repairman/Lonely Wife Virgin/Experienced
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
25~ How do you feel about PDA? (Public Display of Affection)
4- For a pet, Cat, dog or other?
48~ Do you have any siblings? Are you close to your family?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
11- What's your favorite restaurant? What’s your least favorite?
62~ Have you used adult toys?