What is the most interesting question you can ask to get to know someone?
11.06.2025 23:57

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