What is the most interesting question you can ask to get to know someone?
11.06.2025 00:17
What is your favorite position? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
10~ How many dates are necessary before you to have sex with someone?
I have a "fat pussy" and I'm super self cautions about it. Do guys think it's gross?
Get this wrong and this could mean the end… :-) some funny, some not…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
I would allow you to do it… What would you do to me?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Why do I sweat so much after shower?
Would /have you ever given your partner a lap dance and Striptease?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Binge Eating Disorder: Plea for specialist services in Northern Ireland - BBC
34- Ever been to a concert? What was your favorite? Who would you like to see?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
That one or two things that made you go hmmmm, OMG or wow!
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Becky Lynch wins the Intercontinental title at Money in the Bank - Cageside Seats
44~ Care to share something about yourself that no one else knows about you?
14- What's your favorite dessert? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
26~ What side of the bed do you sleep on?
83~ How do you feel about Porn?
🌿🌻Why are Meghan and Harry not treated like royalty in the United States anymore?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
20- What’s your favorite candy? What’s your least favorite?
How do flat Earthers explain the existence of other spherical planets?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
15~ Have you ever been “in love”? Who? Care to Share?
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How many times do you think you have “made love”?
60~ How important is oral sex? Do you like receiving? Do you like giving?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Have you ever? Care to Share?
Teacher/Student Stranger/One Night Stand
21- What's your favorite way to spend a weekend or time off?
Do you find Anushka Sen attractive?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
9~ How many times over your lifetime do you think you have had sex so far?
Family Relation Age Play
If yes, what?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What have you learned about yourself that you did not before this?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
92~ Everyone needs a “safe” word. What is yours?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your favorite toy? Ever wanted to try a specific toy?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
51~ What tends to bring a smile to your face?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you watch it? What is your favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How many partners have you had oral sex with? Who? Care to Share?
42~ What’s your biggest regret in life?
If YES, was it with 2 men or 2 women? Did you enjoy it?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
How old are you? Male or Female?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
27- What was/ is nickname? Does it have a meaning behind 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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If you win, what will you make them do?
*** Deal Breaker Questions ***
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What would you say to prove to yourself that it was really you?
30~ What's something unexpected that turns you on?
12- What is the weirdest thing you've ever eaten?
82~ Do you have any fantasies involving Role-Playing?
9- What’s your favorite season and why? What’s your least favorite?
Model/Photographer Police/Criminal
17- Have you ever done drugs? Which ones? How often?
*** What’s Your Favorite…? ***
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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- Should Pluto still be considered a planet? 4- How about smoking?
What have you learned about me that was new and/or surprising?
23- What is your dream job? What was it as a child?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
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?
22- What is your favorite childhood memory? What is your least favorite?
38~ Share your most embarrassing sexual memory?
11- List at least 5 things on your bucket list. Have you done any of them already?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
28- What are some things that people do that irritate you?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
7-What do I do in bed that drives you wild? How about, what turns you off?
19~ Who/when was your first “heartbreak”?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
13~ Is there a difference between, making love, having sex, and fucking?
13- How about having a certain hair cut/style?
Nurse/Patient Celebrity/Fan
64~ When was your very first orgasm? When was your first from having sex? Care to share?
47~ What would be your dream job and why?
Over time has your thoughts on sex changed?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
*** Random Questions ***
18~ Who/when was your first “crush”?
37- Do you like your name? If you could change it, what would you change it too?
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…
9- If you could have three wishes, what would they be? Why?
Would you read them together?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you allow me to clean every part of your body with my soapy hands and fingers?
89~ Do you like taking showers together?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
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…
13- What is the craziest/scariest thing you've ever done?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
5~ When you first started having sex, was it what you thought it would be?
49~ How many times have you been married? Why did they end?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
80~ Share your top three fantasies/desires. (Be detailed) 😊
34~ Do you like the lights on or off during sex?
You know that I will be 100% truthful, so ask.
67~ Do you like it when your partner moans and/or is vocal during sex?
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?
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
33- If you could visit any time period, when would you pick? Please explain why?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
1- What’s your favorite animal? Do you a least favorite?
Nothing too Serious
29- How superstitious are you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
31- If given a chance to be immortal, would you take it? Why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
36~ What is your favorite time of day to have sex/make love?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
8- What are your thoughts on politics?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Prisoner/Prison Guard Landlord/Tenant
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
84~ How do you feel about reading/listening to adult stories?
18- How often do you drink alcohol? What is your favorite drink?
Repairman/Lonely Wife Virgin/Experienced
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
2- What’s your favorite color? Do you a least favorite?
48~ Have you ever paid or been paid for sex?
The Ice Breaker Questions
33- Beach or Mountains? Or is there another place to like better?
Escort/Client Job Applicant/Hiring Manager
3- What’s your favorite smell? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
Doctor/Nurse Stripper/Client
15- What's your favorite saying? What word or phrase is your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
52~ What are your hobbies?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- What was your first impression of me? Has it changed?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
10- List 5 of your top pet peeves.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
25~ How do you feel about PDA? (Public Display of Affection)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
11- What's your favorite restaurant? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
45~ How do you feel about me blindfolding you? How about blindfolding me?
7- What if a person smells a certain way? 8- How about smoking?
11- How about if they like a certain sports team? 12-How about drinking too much?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
If NO, would you ever have one? Would it be with 2 men or 2 women?
12- What’s your favorite food? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
Master/Slave Boss/Maid
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
* 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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Would you do it again, and would you rather 2 females or 2 males?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Can you Deep Throat? Do you like the taste of yourself?
Do you have a favorite? Is it ok if your partner does?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
7- What are your thoughts on religion? Is there an afterlife?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Would you ever want to be woken up with oral and/or intercourse?
Do you like it when they show and tell you what they want?
50~ How many children do you have? What are their ages?
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Questions About Me ***
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Questions about Relationships/Past ***
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)
62~ Have you used adult toys?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
19- What’s your favorite fairytale? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
19- Do/have you smoked? What do you prefer? How often?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
51~ Are you willing to play adult games with your partner?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How about if they talk dirty and/or call you names?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What was the longest? What was the shortest?
4- For a pet, Cat, dog or other?
39~ What are your love languages?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
81~ Do you have any kinks and/or fetishes?
70~ Would/do you have/like anal sex?
How well do you know me? And some of your thoughts about me
76~ Have you had a threesome? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
Do you think this brought you closer together?
9- Is there something you’ve always wanted to ask me but you’re afraid?
40~ What’s the weirdest place you’ve ever had sex?
* Give a rating for each one (0-100)
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?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
48~ Do you have any siblings? Are you close to your family?
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?
If you say it, I will stop, and we can talk about it when you are ready.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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 about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
65~ Describe the best orgasm you’ve ever had? Care to share?
Any that are a turn off?
Do you like the “69” position? Do you prefer to be on top or bottom?
52~ Are you willing to make “those types” of bets with your partner?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
32- What's your greatest talent? Can I see it right now?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- What Superhero or Superpower would you want to be/have?
Any that are a turn off?
Does the thought excite you? Care to share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
1~ How old were you when you had your first kiss? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
53~ How much can you tell me about the one thing you are most passionate about?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
61~ How willing would you be to try new sexual positions?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
(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…)
5- Have you ever been hypnotized? Would you allow yourself to be?