What is the most interesting question you can ask to get to know someone?
08.06.2025 02:25
52~ Are you willing to make “those types” of bets with your partner?
*** Questions About Me ***
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What is the definite integral of x^x from 0 to 2?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
89~ Do you like taking showers together?
What was the longest? What was the shortest?
Has anyone liked being made a cocksucker?
Do you have a favorite? Is it ok if your partner does?
13~ Is there a difference between, making love, having sex, and fucking?
Please share Did you stop?
What should I do to stop being angered easily?
48~ Have you ever paid or been paid for sex?
Prisoner/Prison Guard Landlord/Tenant
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Switch 2 quietly makes shiny hunting in Pokémon Scarlet and Violet way better - Polygon
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
3- Should Pluto still be considered a planet? 4- How about smoking?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
62~ Have you used adult toys?
If you win, what will you make them do?
Would you mind if your partner watched it? How about together vs alone?
🌿🌻Why are Meghan and Harry not treated like royalty in the United States anymore?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Any that are a turn off?
Rashod Bateman Signs Contract Extension - Baltimore Ravens
65~ Describe the best orgasm you’ve ever had? Care to share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Telescope Captures First-Ever Ultra-Fine Magnetic Stripes on the Sun’s Surface! - The Daily Galaxy
5- Have you ever been hypnotized? Would you allow yourself to be?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
7- What if a person smells a certain way? 8- How about smoking?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Dozens of Hooters locations abruptly closed: List of latest closures - 9News
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
49~ How many times have you been married? Why did they end?
Would you read them together?
11~ Have you ever been caught by your parents or children or others while having sex?
*** Random Questions ***
The Ice Breaker Questions
17- What’s your favorite holiday? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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....)
45~ How do you feel about me blindfolding you? How about blindfolding me?
18- How often do you drink alcohol? What is your favorite drink?
27- What was/ is nickname? Does it have a meaning behind it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
11- What's your favorite restaurant? What’s your least favorite?
How old are you? Male or Female?
What have you learned about yourself that you did not before this?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
Have you ever? Care to Share?
36~ What is your favorite time of day to have sex/make love?
Does the thought excite you? Care to share?
How many times do you think you have “made love”?
29- How superstitious are you?
36- Do you play video games? What is your favorite? Do you a least favorite?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If NO, would you ever have one? Would it be with 2 men or 2 women?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
80~ Share your top three fantasies/desires. (Be detailed) 😊
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
I would allow you to do it… What would you do to me?
What would you say to prove to yourself that it was really you?
76~ Have you had a threesome? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
38~ Share your most embarrassing sexual 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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
51~ What tends to bring a smile to your face?
34- Ever been to a concert? What was your favorite? Who would you like to see?
8- What are your thoughts on politics?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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,
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Over time has your thoughts on sex changed?
12- What’s your favorite food? What’s your least favorite?
14- What's your favorite dessert? Do you a least favorite?
4- For a pet, Cat, dog or other?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What have you learned about me that was new and/or surprising?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Get this wrong and this could mean the end… :-) some funny, some not…
(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…)
19~ Who/when was your first “heartbreak”?
71~ Would you give your partner a hand or foot job? Would you receive one?
9- If you could have three wishes, what would they be? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What do you dislike about me? I asked you to be 100% honest.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
13- How about having a certain hair cut/style?
9~ How many times over your lifetime do you think you have had sex so far?
If yes, what?
22- What is your favorite childhood memory? What is your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
20- What’s your favorite candy? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
51~ Are you willing to play adult games with your partner?
What is your favorite position? Why?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
39~ What are your love languages?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
*** What’s Your Favorite…? ***
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
1~ How old were you when you had your first kiss? Who? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Teacher/Student Stranger/One Night Stand
26~ What side of the bed do you sleep on?
42~ What’s your biggest regret in life?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Do you watch it? What is your favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7- What are your thoughts on religion? Is there an afterlife?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Family Relation Age Play
How well do you know me? And some of your thoughts about me
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
28~ What are some things that turn on? What is your biggest turn on?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
That one or two things that made you go hmmmm, OMG or wow!
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…
92~ Everyone needs a “safe” word. What is yours?
30~ What's something unexpected that turns you on?
47~ What would be your dream job and why?
7-What do I do in bed that drives you wild? How about, what turns you off?
82~ Do you have any fantasies involving Role-Playing?
70~ Would/do you have/like anal sex?
28- What are some things that people do that irritate you?
13- What is the craziest/scariest thing you've ever done?
3- What Superhero or Superpower would you want to be/have?
Escort/Client Job Applicant/Hiring Manager
61~ How willing would you be to try new sexual positions?
15- What's your favorite saying? What word or phrase is your least favorite?
21- What's your favorite way to spend a weekend or time off?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
5~ When you first started having sex, was it what you thought it would be?
9- What’s your favorite season and why? What’s your least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
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- What was your first impression of me? Has it changed?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would /have you ever given your partner a lap dance and Striptease?
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?
44~ Care to share something about yourself that no one else knows about you?
25~ How do you feel about PDA? (Public Display of Affection)
If you say it, I will stop, and we can talk about it when you are ready.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
You know that I will be 100% truthful, so ask.
33- If you could visit any time period, when would you pick? Please explain why?
Do you like it when they show and tell you what they want?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
29~ What are some things that turn you off? What is your biggest turn off?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Nothing too Serious
19- Do/have you smoked? What do you prefer? How often?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is your favorite toy? Ever wanted to try a specific toy?
* Give a rating for each one (0-100)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
52~ What are your hobbies?
10~ How many dates are necessary before you to have sex with someone?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
10- List 5 of your top pet peeves.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
*** Deal Breaker Questions ***
Do you think this brought you closer together?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- List at least 5 things on your bucket list. Have you done any of them already?
32- What's your greatest talent? Can I see it right now?
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…
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?
17- Have you ever done drugs? Which ones? How often?
Master/Slave Boss/Maid
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
23- What is your dream job? What was it as a child?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
21~ What was the best date you ever went on? What has been the worst?
10- What is your favorite family tradition? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
11- How about if they like a certain sports team? 12-How about drinking too much?
60~ How important is oral sex? Do you like receiving? Do you like giving?
84~ How do you feel about reading/listening to adult stories?
31- If given a chance to be immortal, would you take it? Why?
81~ Do you have any kinks and/or fetishes?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
18~ Who/when was your first “crush”?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
How many partners have you had oral sex with? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
83~ How do you feel about Porn?
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)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
37- Do you like your name? If you could change it, what would you change it too?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
48~ Do you have any siblings? Are you close to your family?
Do you like the “69” position? Do you prefer to be on top or bottom?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Doctor/Nurse Stripper/Client
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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
*** Questions about Relationships/Past ***
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
40~ What’s the weirdest place you’ve ever had sex?
19- What’s your favorite fairytale? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
3- What’s your favorite smell? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
15- What bad habit do you wish you could quit? Do you have any addictions?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How about if they talk dirty and/or call you names?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Nurse/Patient Celebrity/Fan
Any that are a turn off?
22- Do you have any birth marks? How about scars? Care to share how you got them?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Model/Photographer Police/Criminal
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
2- What’s your favorite color? Do you a least favorite?
What is your view on sex? Meaning, When/Where/ How often/
13- What’s your favorite drink? What’s your least favorite?
34~ Do you like the lights on or off during sex?