What is the most interesting question you can ask to get to know someone?
12.06.2025 09:55
36~ What is your favorite time of day to have sex/make love?
9~ How many times over your lifetime do you think you have had sex so far?
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 am I always so tired and I don't eat enough?
Any that are a turn off?
9- What’s your favorite season and why? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How do you go about getting invited to an orgy?
4- For a pet, Cat, dog or other?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Can being annoyed be a sign of getting angry?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
14- What's your favorite dessert? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
Hubble reveals 20-year time-lapse of Uranus' changing atmosphere - TechSpot
Do you have a favorite? Is it ok if your partner does?
1- What was your first impression of me? Has it changed?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Common herbal supplement linked to deadly liver disease - Times of India
1~ How old were you when you had your first kiss? Who? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is your favorite position? Why?
Do Flat Earthers exist today? If so, where do they live?
10- What is your favorite family tradition? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Would you ever want to be woken up with oral and/or intercourse?
Everything You Need to Know About MicroSD Express - WIRED
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?
19- Do/have you smoked? What do you prefer? How often?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What is your opinion on the band Nickelback? Why do they receive criticism from some people?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How do I build rapport with anybody?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you think this brought you closer together?
Doctor/Nurse Stripper/Client
Why are white women dating more black guys than ever?
44~ Care to share something about yourself that no one else knows about you?
*** Questions About Me ***
18~ Who/when was your first “crush”?
Could Trump’s ‘big beautiful bill’ kill the OFR and accidentally sabotage SOFR? - Financial Times
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?
Can you Deep Throat? Do you like the taste of yourself?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
13- What is the craziest/scariest thing you've ever done?
What would you say to prove to yourself that it was really you?
Inflation Expectations Decline; Labor Market Expectations Improve - Federal Reserve Bank of New York
8- What are your thoughts on politics?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
9- If you could have three wishes, what would they be? Why?
What is the Abu Shusha massacre in Palestine?
*** What’s Your Favorite…? ***
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
29- How superstitious are you?
The Ice Breaker Questions
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?
38~ Share your most embarrassing sexual memory?
What is your view on sex? Meaning, When/Where/ How often/
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
92~ Everyone needs a “safe” word. What is yours?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
What do you dislike about me? I asked you to be 100% honest.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you do it again, and would you rather 2 females or 2 males?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
19- What’s your favorite fairytale? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
* Give a rating for each one (0-100)
Do you watch it? What is your favorite?
31- If given a chance to be immortal, would you take it? Why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
5~ When you first started having sex, was it what you thought it would be?
If you win, what will you make them do?
48~ Have you ever paid or been paid for sex?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
14- What is an embarrassing moment in your life? How about your most embarrassing?
7-What do I do in bed that drives you wild? How about, what turns you off?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
76~ Have you had a threesome? Care to Share?
Have you ever? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
3- What’s your favorite smell? Do you a 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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
3- What Superhero or Superpower would you want to be/have?
53~ How much can you tell me about the one thing you are most passionate about?
60~ How important is oral sex? Do you like receiving? Do you like giving?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
52~ What are your hobbies?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
25~ How do you feel about PDA? (Public Display of Affection)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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 (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Over time has your thoughts on sex changed?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you like the “69” position? Do you prefer to be on top or bottom?
33- If you could visit any time period, when would you pick? Please explain why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
What is your favorite toy? Ever wanted to try a specific toy?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
17- Have you ever done drugs? Which ones? How often?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How old are you? Male or Female?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
50~ How many children do you have? What are their ages?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
If yes, what?
28~ What are some things that turn on? What is your biggest turn on?
37- Do you like your name? If you could change it, what would you change it too?
7- What are your thoughts on religion? Is there an afterlife?
92~ Have you ever had or have an STD? How many? What was it?
34~ Do you like the lights on or off during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
42~ What’s your biggest regret in life?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
11- How about if they like a certain sports team? 12-How about drinking too much?
19~ Who/when was your first “heartbreak”?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
18- How often do you drink alcohol? What is your favorite drink?
Model/Photographer Police/Criminal
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Any that are a turn off?
27- What was/ is nickname? Does it have a meaning behind it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Nothing too Serious
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…
11- What's your favorite restaurant? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
*** Questions about Relationships/Past ***
6- Do you have dreams? Can you remember them? What do you usually dream about?
(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…)
34- Ever been to a concert? What was your favorite? Who would you like to see?
11- List at least 5 things on your bucket list. Have you done any of them already?
40~ What’s the weirdest place you’ve ever had sex?
*** Deal Breaker Questions ***
51~ What tends to bring a smile to your face?
Nurse/Patient Celebrity/Fan
13~ Is there a difference between, making love, having sex, and fucking?
15~ Have you ever been “in love”? Who? Care to Share?
*** Random Questions ***
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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)
Would you mind if your partner watched it? How about together vs alone?
71~ Would you give your partner a hand or foot job? Would you receive one?
48~ Do you have any siblings? Are you close to your family?
5- Have you ever been hypnotized? Would you allow yourself to be?
84~ How do you feel about reading/listening to adult stories?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
21- What's your favorite way to spend a weekend or time off?
You know that I will be 100% truthful, so ask.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Would /have you ever given your partner a lap dance and Striptease?
Please share Did you stop?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
10- List 5 of your top pet peeves.
32- What's your greatest talent? Can I see it right now?
7- What if a person smells a certain way? 8- How about smoking?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
13- How about having a certain hair cut/style?
10~ How many dates are necessary before you to have sex with someone?
28- What are some things that people do that irritate you?
What have you learned about yourself that you did not before this?
89~ Do you like taking showers together?
51~ Are you willing to play adult games with your partner?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
49~ How many times have you been married? Why did they end?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How about if they talk dirty and/or call you names?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
If you say it, I will stop, and we can talk about it when you are ready.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
81~ Do you have any kinks and/or fetishes?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
How well do you know me? And some of your thoughts about me
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
I would allow you to do it… What would you do to me?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Family Relation Age Play
2- What’s your favorite color? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
65~ Describe the best orgasm you’ve ever had? Care to share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you like it when they show and tell you what they want?
Would you read them together?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
26~ What side of the bed do you sleep on?
23- What is your dream job? What was it as a child?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What have you learned about me that was new and/or surprising?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
17- What’s your favorite holiday? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
How many times do you think you have “made love”?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Teacher/Student Stranger/One Night Stand
Repairman/Lonely Wife Virgin/Experienced
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…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Master/Slave Boss/Maid
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
That one or two things that made you go hmmmm, OMG or wow!
22- What is your favorite childhood memory? What is your least favorite?
30~ What's something unexpected that turns you on?
Does the thought excite you? Care to share?
62~ Have you used adult toys?
70~ Would/do you have/like anal sex?
21~ What was the best date you ever went on? What has been the worst?
52~ Are you willing to make “those types” of bets with your partner?
11~ Have you ever been caught by your parents or children or others while having sex?
Get this wrong and this could mean the end… :-) some funny, some not…
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
47~ What would be your dream job and why?
61~ How willing would you be to try new sexual positions?
39~ What are your love languages?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
83~ How do you feel about Porn?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What was the longest? What was the shortest?
29~ What are some things that turn you off? What is your biggest turn off?