What is the most interesting question you can ask to get to know someone?
12.06.2025 08:53
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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40~ What’s the weirdest place you’ve ever had sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
92~ Have you ever had or have an STD? How many? What was it?
What are some questions obviously just asked for sexual gratification?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Do you watch it? What is your favorite?
33- If you could visit any time period, when would you pick? Please explain why?
The Nintendo Switch 2 is here: all of the launch news - theverge.com
53~ How much can you tell me about the one thing you are most passionate about?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
I would allow you to do it… What would you do to me?
Gaza-bound aid boat with Greta Thunberg on board arrives in Israel after its seizure - PBS
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
34- Ever been to a concert? What was your favorite? Who would you like to see?
That one or two things that made you go hmmmm, OMG or wow!
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?
37- Do you like your name? If you could change it, what would you change it too?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
3- Should Pluto still be considered a planet? 4- How about smoking?
Mets place Mark Vientos on 10-day IL, option Max Kranick in flurry of roster moves - SNY
How old are you? Male or Female?
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Why do guys have better skin than women even though women use more product?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7- What are your thoughts on religion? Is there an afterlife?
Is it possible for the AfD to ever win the chancellorship in Germany?
49~ How many times have you been married? Why did they end?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
Do you consider masturbating to porn cheating if you are married?
19- What’s your favorite fairytale? What’s your least favorite?
42~ What’s your biggest regret in life?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
The Ice Breaker Questions
*** What’s Your Favorite…? ***
Teacher/Student Stranger/One Night Stand
*** Random Questions ***
47~ What would be your dream job and why?
Do you like the “69” position? Do you prefer to be on top or bottom?
27- What was/ is nickname? Does it have a meaning behind it?
26~ What side of the bed do you sleep on?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
60~ How important is oral sex? Do you like receiving? Do you like giving?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
8- What are your thoughts on politics?
13~ Is there a difference between, making love, having sex, and fucking?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
45~ How do you feel about me blindfolding you? How about blindfolding me?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
If yes, what?
38~ Share your most embarrassing sexual memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
What is your favorite position? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Does the thought excite you? Care to share?
5~ When you first started having sex, was it what you thought it would be?
Nurse/Patient Celebrity/Fan
If NO, would you ever have one? Would it be with 2 men or 2 women?
22- What is your favorite childhood memory? What is your least favorite?
19- Do/have you smoked? What do you prefer? How often?
51~ What tends to bring a smile to your face?
10- What is your favorite family tradition? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
Doctor/Nurse Stripper/Client
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
62~ Have you used adult toys?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Have you ever? Care to Share?
Please share Did you stop?
Model/Photographer Police/Criminal
39~ What are your love languages?
67~ Do you like it when your partner moans and/or is vocal during sex?
12- What’s your favorite food? What’s your least favorite?
What have you learned about yourself that you did not before this?
What was the longest? What was the shortest?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
1- What was your first impression of me? Has it changed?
10- List 5 of your top pet peeves.
9~ How many times over your lifetime do you think you have had sex so far?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
11- How about if they like a certain sports team? 12-How about drinking too much?
*** Questions About Me ***
92~ Everyone needs a “safe” word. What is yours?
11- List at least 5 things on your bucket list. Have you done any of them already?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
15- What bad habit do you wish you could quit? Do you have any addictions?
Do you think this brought you closer together?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
31- If given a chance to be immortal, would you take it? Why?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
21- What's your favorite way to spend a weekend or time off?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
34~ Do you like the lights on or off during sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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…
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?
82~ Do you have any fantasies involving Role-Playing?
Nothing too Serious
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?
3- What Superhero or Superpower would you want to be/have?
6- Do you have dreams? Can you remember them? What do you usually dream about?
28- What are some things that people do that irritate you?
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you have a favorite? Is it ok if your partner does?
Repairman/Lonely Wife Virgin/Experienced
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would /have you ever given your partner a lap dance and Striptease?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How about if they talk dirty and/or call you names?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
14- What's your favorite dessert? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
18~ Who/when was your first “crush”?
28~ What are some things that turn on? What is your biggest turn on?
You know that I will be 100% truthful, so ask.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What is your view on sex? Meaning, When/Where/ How often/
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
76~ Have you had a threesome? Care to Share?
Over time has your thoughts on sex changed?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
* Give a rating for each one (0-100)
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
How many times do you think you have “made love”?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
12- What is the weirdest thing you've ever eaten?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
13- What’s your favorite drink? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Master/Slave Boss/Maid
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Family Relation Age Play
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Any that are a turn off?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
29- How superstitious are you?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
48~ Have you ever paid or been paid for sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
32- What's your greatest talent? Can I see it right now?
21~ What was the best date you ever went on? What has been the worst?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
4- For a pet, Cat, dog or other?
11- What's your favorite restaurant? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If YES, was it with 2 men or 2 women? Did you enjoy it?
18- How often do you drink alcohol? What is your favorite drink?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
81~ Do you have any kinks and/or fetishes?
89~ Do you like taking showers together?
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,
1- What’s your favorite animal? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
17- Have you ever done drugs? Which ones? How often?
70~ Would/do you have/like anal sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
25~ How do you feel about PDA? (Public Display of Affection)
What is your favorite toy? Ever wanted to try a specific toy?
61~ How willing would you be to try new sexual positions?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would you read them together?
20- What’s your favorite candy? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
29~ What are some things that turn you off? What is your biggest turn off?
How many partners have you had oral sex with? Who? Care to Share?
*** Questions about Relationships/Past ***
44~ Care to share something about yourself that no one else knows about you?
How well do you know me? And some of your thoughts about me
30~ What's something unexpected that turns you on?
11~ Have you ever been caught by your parents or children or others while having sex?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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)
13- How about having a certain hair cut/style?
3- What’s your favorite smell? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
52~ Are you willing to make “those types” of bets with your partner?
23- What is your dream job? What was it as a child?
1~ How old were you when you had your first kiss? Who? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What have you learned about me that was new and/or surprising?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
13- What is the craziest/scariest thing you've ever done?
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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
Escort/Client Job Applicant/Hiring Manager
22- Do you have any birth marks? How about scars? Care to share how you got them?
(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…)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
15~ Have you ever been “in love”? Who? Care to Share?
If you win, what will you make them do?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
2- What’s your favorite color? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
50~ How many children do you have? What are their ages?
What would you say to prove to yourself that it was really you?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
9- What’s your favorite season and why? What’s your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Would you do it again, and would you rather 2 females or 2 males?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
Do you like it when they show and tell you what they want?
83~ How do you feel about Porn?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
36- Do you play video games? What is your favorite? Do you a least favorite?
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…
Would you mind if your partner watched it? How about together vs alone?
51~ Are you willing to play adult games with your partner?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Get this wrong and this could mean the end… :-) some funny, some not…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
*** Deal Breaker Questions ***
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Prisoner/Prison Guard Landlord/Tenant
36~ What is your favorite time of day to have sex/make love?
84~ How do you feel about reading/listening to adult stories?
Would you ever want to be woken up with oral and/or intercourse?
52~ What are your hobbies?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Can you Deep Throat? Do you like the taste of yourself?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
24~ What are your expectations in a relationship? (I know a very big question, take your time)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?