What is the most interesting question you can ask to get to know someone?
12.06.2025 06:53
Will you cheat again? How can, you be sure? Define what cheating is to you.
Any that are a turn off?
36- Do you play video games? What is your favorite? Do you a least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do 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)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What did your sister do to you that you can never forget?
45~ How do you feel about me blindfolding you? How about blindfolding me?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
1~ How old were you when you had your first kiss? Who? Care to Share?
Nobody Wanted These Tiny Babies Because They Were Born Different - The Dodo - For Animal People
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Does the thought excite you? Care to share?
Apple details the end of Intel Mac support and a phaseout for Rosetta 2 - Ars Technica
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?
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?
If you win, what will you make them do?
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22- Do you have any birth marks? How about scars? Care to share how you got them?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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?
China’s asteroid-and-comet hunter probe unfurls a ‘solar wing’ - theregister.com
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
34~ Do you like the lights on or off during sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
How did it feel when experiencing gay sex for the first?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
*** Questions about Relationships/Past ***
What should I do if I love a girl and she apparently doesn't love me?
19- Do/have you smoked? What do you prefer? How often?
39~ What are your love languages?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
'Just one mutation away', COVID-19-like virus in China could spark outbreak: Study - WION
The Ice Breaker Questions
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
12- What’s your favorite food? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
61~ How willing would you be to try new sexual positions?
20- What’s your favorite candy? What’s your least favorite?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
4- For a pet, Cat, dog or other?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you think this brought you closer together?
Would you allow me to clean every part of your body with my soapy hands and fingers?
49~ How many times have you been married? Why did they end?
14- What's your favorite dessert? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
11- What's your favorite restaurant? What’s your least favorite?
*** What’s Your Favorite…? ***
36~ What is your favorite time of day to have sex/make love?
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.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
(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…)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How many partners have you had oral sex with? Who? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
60~ How important is oral sex? Do you like receiving? Do you like giving?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
28- What are some things that people do that irritate you?
How well do you know me? And some of your thoughts about me
30~ What's something unexpected that turns you on?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
*** Questions About Me ***
*** Deal Breaker Questions ***
Family Relation Age Play
15~ Have you ever been “in love”? Who? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
65~ Describe the best orgasm you’ve ever had? Care to share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
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?
10- What is your favorite family tradition? What’s your least favorite?
*** Random Questions ***
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would you do it again, and would you rather 2 females or 2 males?
* Give a rating for each one (0-100)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What is your favorite toy? Ever wanted to try a specific toy?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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…
10- List 5 of your top pet peeves.
18- How often do you drink alcohol? What is your favorite drink?
Do you like it when they show and tell you what they want?
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,
33- If you could visit any time period, when would you pick? Please explain why?
92~ Everyone needs a “safe” word. What is yours?
Would you ever want to be woken up with oral and/or intercourse?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
How about if they talk dirty and/or call you names?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
13- How about having a certain hair cut/style?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
23- What is your dream job? What was it as a child?
9- What’s your favorite season and why? What’s your 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.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Please share Did you stop?
8- What's your favorite flavor of ice cream? Do you a least favorite?
13- What is the craziest/scariest thing you've ever done?
51~ What tends to bring a smile to your face?
2- What’s your favorite color? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What was the longest? What was the shortest?
What do you dislike about me? I asked you to be 100% honest.
13~ Is there a difference between, making love, having sex, and fucking?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
67~ Do you like it when your partner moans and/or is vocal during sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Model/Photographer Police/Criminal
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?
1- What was your first impression of me? Has it changed?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
33- Beach or Mountains? Or is there another place to like better?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Teacher/Student Stranger/One Night Stand
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
44~ Care to share something about yourself that no one else knows about you?
1- What’s your favorite animal? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
92~ Have you ever had or have an STD? How many? What was it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
7- What are your thoughts on religion? Is there an afterlife?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
48~ Have you ever paid or been paid for sex?
70~ Would/do you have/like anal sex?
47~ What would be your dream job and why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
42~ What’s your biggest regret in life?
5~ When you first started having sex, was it what you thought it would be?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
29- How superstitious are you?
That one or two things that made you go hmmmm, OMG or wow!
22~ What is the best pickup line anyone has ever used on you? What was the worst?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
11- List at least 5 things on your bucket list. Have you done any of them already?
9- Is there something you’ve always wanted to ask me but you’re afraid?
7- What if a person smells a certain way? 8- How about smoking?
Any that are a turn off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
19- What’s your favorite fairytale? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
52~ What are your hobbies?
Can you Deep Throat? Do you like the taste of yourself?
83~ How do you feel about Porn?
Do you watch it? What is your favorite?
Prisoner/Prison Guard Landlord/Tenant
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
28~ What are some things that turn on? What is your biggest turn on?
Master/Slave Boss/Maid
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Would you read them together?
7-What do I do in bed that drives you wild? How about, what turns you off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Nothing too Serious
48~ Do you have any siblings? Are you close to your family?
Nurse/Patient Celebrity/Fan
38~ Share your most embarrassing sexual memory?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
37- Do you like your name? If you could change it, what would you change it too?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is your favorite position? Why?
40~ What’s the weirdest place you’ve ever had sex?
How many times do you think you have “made love”?
17- What’s your favorite holiday? What’s your least favorite?
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?
Doctor/Nurse Stripper/Client
Do you like the “69” position? Do you prefer to be on top or bottom?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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…
51~ Are you willing to play adult games with your partner?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
11- How about if they like a certain sports team? 12-How about drinking too much?
11~ Have you ever been caught by your parents or children or others while having sex?
26~ What side of the bed do you sleep on?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
3- Should Pluto still be considered a planet? 4- How about smoking?
76~ Have you had a threesome? Care to Share?
32- What's your greatest talent? Can I see it right now?
What have you learned about me that was new and/or surprising?
You know that I will be 100% truthful, so ask.
19~ Who/when was your first “heartbreak”?
Have you ever? Care to Share?
62~ Have you used adult toys?
Escort/Client Job Applicant/Hiring Manager
8- What are your thoughts on politics?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Repairman/Lonely Wife Virgin/Experienced
Would you mind if your partner watched it? How about together vs alone?
What would you say to prove to yourself that it was really you?
Over time has your thoughts on sex changed?
17- Have you ever done drugs? Which ones? How often?
25~ How do you feel about PDA? (Public Display of Affection)
29~ What are some things that turn you off? What is your biggest turn off?
6- Do you have dreams? Can you remember them? What do you usually dream about?
22- What is your favorite childhood memory? What is your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
18~ Who/when was your first “crush”?
What is your view on sex? Meaning, When/Where/ How often/
21- What's your favorite way to spend a weekend or time off?
Do you have a favorite? Is it ok if your partner does?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If yes, what?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
89~ Do you like taking showers together?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
21~ What was the best date you ever went on? What has been the worst?
9~ How many times over your lifetime do you think you have had sex so far?
50~ How many children do you have? What are their ages?
81~ Do you have any kinks and/or fetishes?
9- If you could have three wishes, what would they be? Why?
I would allow you to do it… What would you do to me?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
10~ How many dates are necessary before you to have sex with someone?
5- Have you ever been hypnotized? Would you allow yourself to be?
12- What is the weirdest thing you've ever eaten?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How old are you? Male or Female?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Get this wrong and this could mean the end… :-) some funny, some not…
If you lose, are you willing to be their sex slave for a day, (anything goes)?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
52~ Are you willing to make “those types” of bets with your partner?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
3- What Superhero or Superpower would you want to be/have?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If NO, would you ever have one? Would it be with 2 men or 2 women?
15- What bad habit do you wish you could quit? Do you have any addictions?
53~ How much can you tell me about the one thing you are most passionate about?
82~ Do you have any fantasies involving Role-Playing?
3- What’s your favorite smell? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
31- If given a chance to be immortal, would you take it? Why?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would /have you ever given your partner a lap dance and Striptease?
What have you learned about yourself that you did not before this?