What is the most interesting question you can ask to get to know someone?
10.06.2025 09:28
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you like it when they show and tell you what they want?
Yvette Cooper yet to agree deal three days before spending review - BBC
How well do you know me? And some of your thoughts about me
Get this wrong and this could mean the end… :-) some funny, some not…
61~ How willing would you be to try new sexual positions?
8- What are your thoughts on politics?
37- Do you like your name? If you could change it, what would you change it too?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Screen time and physical activity habits linked to adolescent stress and depression - PsyPost
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?
23- What is your dream job? What was it as a child?
18- How often do you drink alcohol? What is your favorite drink?
James Hagens’ Islanders homecoming is no longer just a pipe dream - New York Post
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Random Questions ***
What have you learned about yourself that you did not before this?
Housing market tide is turning as home prices fall in top cities - Fortune
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How old are you? Male or Female?
How can fashion design be used to make a political statement in popular culture, and society?
52~ What are your hobbies?
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?
27- What was/ is nickname? Does it have a meaning behind it?
What is the Replika app, and how does it work?
19- What’s your favorite fairytale? What’s your least favorite?
Over time has your thoughts on sex changed?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Vandenberg’s Next Mission: SpaceX Rocket Launch on Sunday - Noozhawk
3- What was the most surprising thing you’ve learned about me throughout our relationship?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
What are the extra benefits of a smart TV?
39~ What are your love languages?
If yes, what?
81~ Do you have any kinks and/or fetishes?
Why do people procrastinate and how can they stop?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Master/Slave Boss/Maid
If you caught a shoplifter at your yard sale, how would you handle it?
Have you ever? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
67~ Do you like it when your partner moans and/or is vocal during sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Samsung could drop Google Gemini in favor of Perplexity for Galaxy S26 - Ars Technica
If you say it, I will stop, and we can talk about it when you are ready.
2- What’s your favorite color? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Is it ethical for same-sex couples to raise children?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Please share Did you stop?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
29~ What are some things that turn you off? What is your biggest turn off?
18~ Who/when was your first “crush”?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your favorite position? Why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
84~ How do you feel about reading/listening to adult stories?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What would you say to prove to yourself that it was really you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would you ever want to be woken up with oral and/or intercourse?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
14- What is an embarrassing moment in your life? How about your most embarrassing?
36- Do you play video games? What is your favorite? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
9~ How many times over your lifetime do you think you have had sex so far?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
10- List 5 of your top pet peeves.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
How many times do you think you have “made love”?
89~ Do you like taking showers together?
1~ How old were you when you had your first kiss? Who? Care to Share?
Nurse/Patient Celebrity/Fan
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
48~ Do you have any siblings? Are you close to your family?
Model/Photographer Police/Criminal
34~ Do you like the lights on or off during sex?
1- What’s your favorite animal? Do you a least favorite?
That one or two things that made you go hmmmm, OMG or wow!
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
25~ How do you feel about PDA? (Public Display of Affection)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
12- What’s your favorite food? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
15- What's your favorite saying? What word or phrase is your least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
26~ What side of the bed do you sleep on?
Family Relation Age Play
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Can you Deep Throat? Do you like the taste of yourself?
Any that are a turn off?
47~ What would be your dream job and why?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
7- What are your thoughts on religion? Is there an afterlife?
13- What’s your favorite drink? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
1- What was your first impression of me? Has it changed?
The Ice Breaker Questions
52~ Are you willing to make “those types” of bets with your partner?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
33- If you could visit any time period, when would you pick? Please explain why?
28- What are some things that people do that irritate you?
60~ How important is oral sex? Do you like receiving? Do you like giving?
10- What is your favorite family tradition? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
21~ What was the best date you ever went on? What has been the worst?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
* Give a rating for each one (0-100)
*** Deal Breaker Questions ***
50~ How many children do you have? What are their ages?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
4- For a pet, Cat, dog or other?
Would /have you ever given your partner a lap dance and Striptease?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
22- What is your favorite childhood memory? What is your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
28~ What are some things that turn on? What is your biggest turn on?
44~ Care to share something about yourself that no one else knows about you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
32- What's your greatest talent? Can I see it right now?
17- What’s your favorite holiday? What’s your least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
36~ What is your favorite time of day to have sex/make love?
*** Questions about Relationships/Past ***
How about if they talk dirty and/or call you names?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Prisoner/Prison Guard Landlord/Tenant
70~ Would/do you have/like anal sex?
Nothing too Serious
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
13- What is the craziest/scariest thing you've ever done?
How many partners have you had oral sex with? Who? Care to Share?
3- What Superhero or Superpower would you want to be/have?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
15~ Have you ever been “in love”? Who? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
19- Do/have you smoked? What do you prefer? How often?
Would you read them together?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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,
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
21- What's your favorite way to spend a weekend or time off?
82~ Do you have any fantasies involving Role-Playing?
What is your view on sex? Meaning, When/Where/ How often/
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
71~ Would you give your partner a hand or foot job? Would you receive one?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If YES, was it with 2 men or 2 women? Did you enjoy it?
5~ When you first started having sex, was it what you thought it would be?
22- Do you have any birth marks? How about scars? Care to share how you got them?
29- How superstitious are you?
What do you dislike about me? I asked you to be 100% honest.
3- What’s your favorite smell? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
9- Is there something you’ve always wanted to ask me but you’re afraid?
(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…)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would you mind if your partner watched it? How about together vs alone?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Escort/Client Job Applicant/Hiring Manager
*** Questions About Me ***
19~ Who/when was your first “heartbreak”?
Does the thought excite you? Care to share?
3- Should Pluto still be considered a planet? 4- How about smoking?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
49~ How many times have you been married? Why did they end?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
I would allow you to do it… What would you do to me?
20- What’s your favorite candy? What’s your least favorite?
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…
76~ Have you had a threesome? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
11- What's your favorite restaurant? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What have you learned about me that was new and/or surprising?
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…
You know that I will be 100% truthful, so ask.
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you think this brought you closer together?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Repairman/Lonely Wife Virgin/Experienced
65~ Describe the best orgasm you’ve ever had? Care to share?
10~ How many dates are necessary before you to have sex with someone?
Any that are a turn off?
30~ What's something unexpected that turns you on?
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?
92~ Have you ever had or have an STD? How many? What was it?
7- What if a person smells a certain way? 8- How about smoking?
*** What’s Your Favorite…? ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Teacher/Student Stranger/One Night Stand
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
42~ What’s your biggest regret in life?
What was the longest? What was the shortest?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
11- How about if they like a certain sports team? 12-How about drinking too much?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you do it again, and would you rather 2 females or 2 males?
6- Do you have dreams? Can you remember them? What do you usually dream about?
51~ Are you willing to play adult games with your partner?
Do you watch it? What is your favorite?
If you win, what will you make them do?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
51~ What tends to bring a smile to your face?
83~ How do you feel about Porn?
62~ Have you used adult toys?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Will you cheat again? How can, you be sure? Define what cheating is to you.
9- What’s your favorite season and why? What’s your least favorite?
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
17- Have you ever done drugs? Which ones? How often?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Doctor/Nurse Stripper/Client
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
11- List at least 5 things on your bucket list. Have you done any of them already?
7-What do I do in bed that drives you wild? How about, what turns you off?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
48~ Have you ever paid or been paid for sex?
31- If given a chance to be immortal, would you take it? Why?
Do you have a favorite? Is it ok if your partner does?
13~ Is there a difference between, making love, having sex, and fucking?
14- What's your favorite dessert? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
92~ Everyone needs a “safe” word. What is yours?
9- If you could have three wishes, what would they be? Why?
15- What bad habit do you wish you could quit? Do you have any addictions?
13- How about having a certain hair cut/style?