What is the most interesting question you can ask to get to know someone?
08.06.2025 00:34
*** Deal Breaker Questions ***
17- What’s your favorite holiday? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Why do Argentinians use "vos" instead of "tú" in informal speech?
15- What bad habit do you wish you could quit? Do you have any addictions?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
17- Have you ever done drugs? Which ones? How often?
What might be the social consequences of an ethnic as opposed to a civic conception of the nation?
1- What was your first impression of me? Has it changed?
34~ Do you like the lights on or off during sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you wear tights for warmth or to make your legs look better?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
15- What's your favorite saying? What word or phrase is your least favorite?
Can an astrologer predict that someone is in a physical relationship before marriage?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
1- What’s your favorite animal? Do you a least favorite?
3- What’s your favorite smell? Do you a least favorite?
28- What are some things that people do that irritate you?
19- What’s your favorite fairytale? What’s your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What is the worst emotional pain you ever felt as an adult?
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?
21- What's your favorite way to spend a weekend or time off?
10- List 5 of your top pet peeves.
Subway owner buys popular chicken chain in $1 billion deal - PennLive.com
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
7- What are your thoughts on religion? Is there an afterlife?
Model/Photographer Police/Criminal
How conservative the Japanese people really is? And the government?
11- List at least 5 things on your bucket list. Have you done any of them already?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
71~ Would you give your partner a hand or foot job? Would you receive one?
What do you think of Andrew Tate?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Why do some people dislike Gilmore girls?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
8- What's your favorite flavor of ice cream? Do you a least favorite?
Two space vets added to Astronaut Hall of Fame as one awaits launch - collectSPACE.com
13- How about having a certain hair cut/style?
Does the thought excite you? Care to share?
83~ How do you feel about Porn?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
2- What’s your favorite color? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
70~ Would/do you have/like anal sex?
3- What Superhero or Superpower would you want to be/have?
19~ Who/when was your first “heartbreak”?
Person With Deadly Virus Visited Popular Hudson Valley Restaurant - Hudson Valley Post
7-What do I do in bed that drives you wild? How about, what turns you off?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
32- What's your greatest talent? Can I see it right now?
Scientists discover universal rule that governs all life on Earth - The Brighter Side of News
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What have you learned about me that was new and/or surprising?
19- Do/have you smoked? What do you prefer? How often?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
What was the longest? What was the shortest?
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?
62~ Have you used adult toys?
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?
What is your favorite position? Why?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
67~ Do you like it when your partner moans and/or is vocal during sex?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
1~ How old were you when you had your first kiss? Who? Care to Share?
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 you say it, I will stop, and we can talk about it when you are ready.
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Prisoner/Prison Guard Landlord/Tenant
27- What was/ is nickname? Does it have a meaning behind it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
3- Should Pluto still be considered a planet? 4- How about smoking?
Get this wrong and this could mean the end… :-) some funny, some not…
84~ How do you feel about reading/listening to adult stories?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would you ever want to be woken up with oral and/or intercourse?
42~ What’s your biggest regret in life?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
12- What is the weirdest thing you've ever eaten?
92~ Everyone needs a “safe” word. What is yours?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
22- What is your favorite childhood memory? What is your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
30~ What's something unexpected that turns you on?
13- What’s your favorite drink? What’s your least favorite?
12- What’s your favorite food? What’s your least favorite?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
29~ What are some things that turn you off? What is your biggest turn off?
Over time has your thoughts on sex changed?
*** Questions about Relationships/Past ***
Family Relation Age Play
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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5- Have you ever been hypnotized? Would you allow yourself to be?
Teacher/Student Stranger/One Night Stand
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
The Ice Breaker Questions
Any that are a turn off?
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- What’s your favorite season and why? What’s your least favorite?
Would you do it again, and would you rather 2 females or 2 males?
How old are you? Male or Female?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
52~ Are you willing to make “those types” of bets with your partner?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Doctor/Nurse Stripper/Client
*** What’s Your Favorite…? ***
If you lose, are you willing to be their sex slave for a day, (anything goes)?
48~ Have you ever paid or been paid for sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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)
You know that I will be 100% truthful, so ask.
If YES, was it with 2 men or 2 women? Did you enjoy it?
36- Do you play video games? What is your favorite? Do you a least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you watch it? What is your favorite?
36~ What is your favorite time of day to have sex/make love?
13- What is the craziest/scariest thing you've ever done?
Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
38~ Share your most embarrassing sexual memory?
What do you dislike about me? I asked you to be 100% honest.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
Can you Deep Throat? Do you like the taste of yourself?
What have you learned about yourself that you did not before this?
7- What if a person smells a certain way? 8- How about smoking?
If you win, what will you make them do?
*** Random Questions ***
50~ How many children do you have? What are their ages?
11- What's your favorite restaurant? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
60~ How important is oral sex? Do you like receiving? Do you like giving?
82~ Do you have any fantasies involving Role-Playing?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
5~ When you first started having sex, was it what you thought it would be?
89~ Do you like taking showers together?
33- If you could visit any time period, when would you pick? Please explain why?
47~ What would be your dream job and why?
39~ What are your love languages?
How about if they talk dirty and/or call you names?
61~ How willing would you be to try new sexual positions?
4- For a pet, Cat, dog or other?
23- What is your dream job? What was it as a child?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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,
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Please share Did you stop?
28~ What are some things that turn on? What is your biggest turn on?
18- How often do you drink alcohol? What is your favorite drink?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
53~ How much can you tell me about the one thing you are most passionate about?
34- Ever been to a concert? What was your favorite? Who would you like to see?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
29- How superstitious are you?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
11~ Have you ever been caught by your parents or children or others while having sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Nothing too Serious
11- How about if they like a certain sports team? 12-How about drinking too much?
49~ How many times have you been married? Why did they end?
10- What is your favorite family tradition? What’s your least favorite?
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?
15~ Have you ever been “in love”? Who? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Nurse/Patient Celebrity/Fan
48~ Do you have any siblings? Are you close to your family?
81~ Do you have any kinks and/or fetishes?
20- What’s your favorite candy? What’s your least favorite?
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?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
92~ Have you ever had or have an STD? How many? What was it?
How well do you know me? And some of your thoughts about me
Master/Slave Boss/Maid
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you like it when they show and tell you what they want?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
52~ What are your hobbies?
33- Beach or Mountains? Or is there another place to like better?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
9~ How many times over your lifetime do you think you have had sex so far?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
*** Questions About Me ***
40~ What’s the weirdest place you’ve ever had sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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…
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
18~ Who/when was your first “crush”?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
(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…)
Escort/Client Job Applicant/Hiring Manager
45~ How do you feel about me blindfolding you? How about blindfolding me?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
65~ Describe the best orgasm you’ve ever had? Care to share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14- What's your favorite dessert? Do you a least favorite?
51~ Are you willing to play adult games with your partner?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Will you cheat again? How can, you be sure? Define what cheating is to you.
21~ What was the best date you ever went on? What has been the worst?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
37- Do you like your name? If you could change it, what would you change it too?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Repairman/Lonely Wife Virgin/Experienced
That one or two things that made you go hmmmm, OMG or wow!
26~ What side of the bed do you sleep on?
Any that are a turn off?
What is your favorite toy? Ever wanted to try a specific toy?
51~ What tends to bring a smile to your face?
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?
I would allow you to do it… What would you do to me?
8- What are your thoughts on politics?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
31- If given a chance to be immortal, would you take it? Why?
Would /have you ever given your partner a lap dance and Striptease?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If NO, would you ever have one? Would it be with 2 men or 2 women?
10~ How many dates are necessary before you to have sex with someone?
Would you read them together?
How many times do you think you have “made love”?
76~ Have you had a threesome? Care to Share?
* Give a rating for each one (0-100)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What would you say to prove to yourself that it was really you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9- If you could have three wishes, what would they be? Why?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Do you have a favorite? Is it ok if your partner does?
If yes, what?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?