What is the most interesting question you can ask to get to know someone?
15.06.2025 15:39
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9~ How many times over your lifetime do you think you have had sex so far?
What are some tips for a girl with low self-esteem to start dating?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
2- What’s your favorite color? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What have you learned about me that was new and/or surprising?
Would you read them together?
1- What was your first impression of me? Has it changed?
Why is my ex trying to provoke an argument with me?
*** Deal Breaker Questions ***
11- How about if they like a certain sports team? 12-How about drinking too much?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
36- Do you play video games? What is your favorite? Do you a least favorite?
What is your favorite position? Why?
15~ Have you ever been “in love”? Who? Care to Share?
How do I get over a long-term relationship breakup?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
45~ How do you feel about me blindfolding you? How about blindfolding me?
51~ Are you willing to play adult games with your partner?
Have you ever had a secret crush on anyone?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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 win, what will you make them do?
What does 'Whose flesh is like the flesh of donkeys’ mean (Ezekiel 23:20)?
13- How about having a certain hair cut/style?
38~ Share your most embarrassing sexual memory?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Why do creationists ask for proof of evolution and then ignore the answers?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
26~ What side of the bed do you sleep on?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do flat Earthers really exist? Why do they believe the Earth is flat?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
19- What’s your favorite fairytale? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What do you dislike about me? I asked you to be 100% honest.
How well do you know me? And some of your thoughts about me
60~ How important is oral sex? Do you like receiving? Do you like giving?
What are some examples of a threat to democracy in India?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
81~ Do you have any kinks and/or fetishes?
10~ How many dates are necessary before you to have sex with someone?
The “Extremely Unlikely” Finding That Changes How We See Mass Extinction - SciTechDaily
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
27- What was/ is nickname? Does it have a meaning behind it?
Why do men love boobs (irrespective of big or small)?
Any that are a turn off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
44~ Care to share something about yourself that no one else knows about you?
When does a man tell a woman he has feelings for her?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
Escort/Client Job Applicant/Hiring Manager
10- List 5 of your top pet peeves.
10- What is your favorite family tradition? What’s your least favorite?
1- What’s your favorite animal? Do you a least favorite?
Any that are a turn off?
40~ What’s the weirdest place you’ve ever had sex?
13- What’s your favorite drink? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
34- Ever been to a concert? What was your favorite? Who would you like to see?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
29~ What are some things that turn you off? What is your biggest turn off?
*** What’s Your Favorite…? ***
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
15- What bad habit do you wish you could quit? Do you have any addictions?
36~ What is your favorite time of day to have sex/make love?
Can you Deep Throat? Do you like the taste of yourself?
92~ Have you ever had or have an STD? How many? What was it?
Teacher/Student Stranger/One Night Stand
7- What if a person smells a certain way? 8- How about smoking?
*** Random Questions ***
11~ Have you ever been caught by your parents or children or others while having sex?
Prisoner/Prison Guard Landlord/Tenant
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
61~ How willing would you be to try new sexual positions?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- Have you ever been hypnotized? Would you allow yourself to be?
12- What’s your favorite food? 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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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…
82~ Do you have any fantasies involving Role-Playing?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How many times do you think you have “made love”?
Do you have a favorite? Is it ok if your partner does?
19~ Who/when was your first “heartbreak”?
Would you mind if your partner watched it? How about together vs alone?
What was the longest? What was the shortest?
8- What's your favorite flavor of ice cream? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
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)
Over time has your thoughts on sex changed?
If yes, what?
25~ How do you feel about PDA? (Public Display of Affection)
Will you cheat again? How can, you be sure? Define what cheating is to you.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
20- What’s your favorite candy? What’s your least favorite?
11- What's your favorite restaurant? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
47~ What would be your dream job and why?
Master/Slave Boss/Maid
Repairman/Lonely Wife Virgin/Experienced
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Nothing too Serious
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- What's your favorite dessert? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Model/Photographer Police/Criminal
13- What is the craziest/scariest thing you've ever done?
51~ What tends to bring a smile to your face?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
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?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
48~ Have you ever paid or been paid for sex?
52~ Are you willing to make “those types” of bets with your partner?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
62~ Have you used adult toys?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Does the thought excite you? Care to share?
13~ Is there a difference between, making love, having sex, and fucking?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Get this wrong and this could mean the end… :-) some funny, some not…
48~ Do you have any siblings? Are you close to your family?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
31- If given a chance to be immortal, would you take it? Why?
39~ What are your love languages?
Do you watch it? What is your favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
* Give a rating for each one (0-100)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
That one or two things that made you go hmmmm, OMG or wow!
Do you think this brought you closer together?
23- What is your dream job? What was it as a child?
*** Questions about Relationships/Past ***
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How old are you? Male or Female?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
7- What are your thoughts on religion? Is there an afterlife?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
8- What are your thoughts on politics?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
49~ How many times have you been married? Why did they end?
21~ What was the best date you ever went on? What has been the worst?
What is your view on sex? Meaning, When/Where/ How often/
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?
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…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
I would allow you to do it… What would you do to me?
Family Relation Age Play
Would you do it again, and would you rather 2 females or 2 males?
92~ Everyone needs a “safe” word. What is yours?
17- Have you ever done drugs? Which ones? How often?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you ever want to be woken up with oral and/or intercourse?
37- Do you like your name? If you could change it, what would you change it too?
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,
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
84~ How do you feel about reading/listening to adult stories?
Have you ever? Care to Share?
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?
70~ Would/do you have/like anal sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
34~ Do you like the lights on or off during sex?
76~ Have you had a threesome? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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…
3- Should Pluto still be considered a planet? 4- How about smoking?
Do you like the “69” position? Do you prefer to be on top or bottom?
*** Questions About Me ***
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?
28~ What are some things that turn on? What is your biggest turn on?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
50~ How many children do you have? What are their ages?
How about if they talk dirty and/or call you names?
22- Do you have any birth marks? How about scars? Care to share how you got them?
How many partners have you had oral sex with? Who? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What is your favorite toy? Ever wanted to try a specific toy?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
89~ Do you like taking showers together?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Do you like it when they show and tell you what they want?
3- What’s your favorite smell? Do you a least favorite?
17- What’s your favorite holiday? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Nurse/Patient Celebrity/Fan
32- What's your greatest talent? Can I see it right now?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
19- Do/have you smoked? What do you prefer? How often?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
Would /have you ever given your partner a lap dance and Striptease?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
18~ Who/when was your first “crush”?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
83~ How do you feel about Porn?
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?
65~ Describe the best orgasm you’ve ever had? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
29- How superstitious are you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What would you say to prove to yourself that it was really you?
22- What is your favorite childhood memory? What is your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
21- What's your favorite way to spend a weekend or time off?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
28- What are some things that people do that irritate you?
15- What's your favorite saying? What word or phrase is your least favorite?
42~ What’s your biggest regret in life?
Doctor/Nurse Stripper/Client
52~ What are your hobbies?
30~ What's something unexpected that turns you on?
7-What do I do in bed that drives you wild? How about, what turns you off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
(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?
18- How often do you drink alcohol? What is your favorite drink?
9- What’s your favorite season and why? What’s your least favorite?
What have you learned about yourself that you did not before this?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you allow me to clean every part of your body with my soapy hands and fingers?
You know that I will be 100% truthful, so ask.
Please share Did you stop?
3- What Superhero or Superpower would you want to be/have?
67~ Do you like it when your partner moans and/or is vocal during sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
The Ice Breaker Questions