What is the most interesting question you can ask to get to know someone?
15.06.2025 05:24
34- Ever been to a concert? What was your favorite? Who would you like to see?
8- What are your thoughts on politics?
15- What's your favorite saying? What word or phrase is your least favorite?
These Diabetes Drugs Are Finding New Life as an Antiaging Hack - WSJ
21~ What was the best date you ever went on? What has been the worst?
The Ice Breaker Questions
3- What Superhero or Superpower would you want to be/have?
I have BPD. Why do I destroy everyone I love?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
How about if they talk dirty and/or call you names?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How do I cope with the fact that I will never have a girlfriend?
Family Relation Age Play
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
47~ What would be your dream job and why?
What smell will you never forget?
40~ What’s the weirdest place you’ve ever had sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
How do schizophrenia symptoms change throughout the day?
11- How about if they like a certain sports team? 12-How about drinking too much?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Get this wrong and this could mean the end… :-) some funny, some not…
How can someone effectively handle a targeted individual?
8- What's your favorite flavor of ice cream? Do you a least favorite?
20- What’s your favorite candy? What’s your least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
Is it ok to be spanked by your parents if you are not in bed in your set bedtime?
19- Do/have you smoked? What do you prefer? How often?
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?
31- If given a chance to be immortal, would you take it? 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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
What are some best sources of great porn?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
(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…)
Can you write a short story with a twist ending?
49~ How many times have you been married? Why did they end?
What do you dislike about me? I asked you to be 100% honest.
19~ Who/when was your first “heartbreak”?
How can someone feel more FTM when AMAB?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
9- If you could have three wishes, what would they be? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
You know that I will be 100% truthful, so ask.
76~ Have you had a threesome? Care to Share?
How do you know how physically attractive you actually are?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
39~ What are your love languages?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
How old are you? Male or Female?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
22- Do you have any birth marks? How about scars? Care to share how you got them?
36- Do you play video games? What is your favorite? Do you a least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
33- If you could visit any time period, when would you pick? Please explain why?
89~ Do you like taking showers together?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
83~ How do you feel about Porn?
* Give a rating for each one (0-100)
Doctor/Nurse Stripper/Client
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
What would you say to prove to yourself that it was really you?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Teacher/Student Stranger/One Night Stand
46~ Have you ever used furniture, or other types of things to aid you while having sex?
10~ How many dates are necessary before you to have sex with someone?
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?
61~ How willing would you be to try new sexual positions?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
How many partners have you had oral sex with? Who? Care to Share?
Nothing too Serious
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?
What was the longest? What was the shortest?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
80~ Share your top three fantasies/desires. (Be detailed) 😊
Repairman/Lonely Wife Virgin/Experienced
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
62~ Have you used adult toys?
52~ What are your hobbies?
51~ Are you willing to play adult games with your partner?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
30~ What's something unexpected that turns you on?
13- What’s your favorite drink? What’s your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
12- What’s your favorite food? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
Do you have a favorite? Is it ok if your partner does?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
60~ How important is oral sex? Do you like receiving? Do you like giving?
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,
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
48~ Have you ever paid or been paid for sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** What’s Your Favorite…? ***
1- What’s your favorite animal? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
38~ Share your most embarrassing sexual memory?
45~ How do you feel about me blindfolding you? How about blindfolding me?
17- What’s your favorite holiday? What’s your least favorite?
*** Random Questions ***
24~ What are your expectations in a relationship? (I know a very big question, take your time)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Do you like it when they show and tell you what they want?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
84~ How do you feel about reading/listening to adult stories?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
5~ When you first started having sex, was it what you thought it would be?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5- Have you ever been hypnotized? Would you allow yourself to be?
32- What's your greatest talent? Can I see it right now?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If NO, would you ever have one? Would it be with 2 men or 2 women?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How many times do you think you have “made love”?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
11- What's your favorite restaurant? What’s your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
What have you learned about yourself that you did not before this?
That one or two things that made you go hmmmm, OMG or wow!
12- What is the weirdest thing you've ever eaten?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
What is your favorite toy? Ever wanted to try a specific toy?
9~ How many times over your lifetime do you think you have had sex so far?
3- What’s your favorite smell? Do you a least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you watch it? What is your favorite?
21- What's your favorite way to spend a weekend or time off?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Would you ever want to be woken up with oral and/or intercourse?
29~ What are some things that turn you off? What is your biggest turn off?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If you say it, I will stop, and we can talk about it when you are ready.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
1- What was your first impression of me? Has it changed?
Over time has your thoughts on sex changed?
33- Beach or Mountains? Or is there another place to like better?
1~ How old were you when you had your first kiss? Who? Care to Share?
48~ Do you have any siblings? Are you close to your family?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Would you read them together?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Would you allow me to clean every part of your body with my soapy hands and fingers?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
14- What's your favorite dessert? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
23- What is your dream job? What was it as a child?
Would you do it again, and would you rather 2 females or 2 males?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Master/Slave Boss/Maid
50~ How many children do you have? What are their ages?
13- How about having a certain hair cut/style?
10- List 5 of your top pet peeves.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
*** Deal Breaker Questions ***
Escort/Client Job Applicant/Hiring Manager
What is your view on sex? Meaning, When/Where/ How often/
7- What are your thoughts on religion? Is there an afterlife?
67~ Do you like it when your partner moans and/or is vocal during sex?
If yes, what?
Have you ever? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Does the thought excite you? Care to share?
51~ What tends to bring a smile to your face?
Nurse/Patient Celebrity/Fan
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
28~ What are some things that turn on? What is your biggest turn on?
Prisoner/Prison Guard Landlord/Tenant
22- What is your favorite childhood memory? What is your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Would you mind if your partner watched it? How about together vs alone?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
11- List at least 5 things on your bucket list. Have you done any of them already?
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…
44~ Care to share something about yourself that no one else knows about you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
92~ Have you ever had or have an STD? How many? What was it?
2- What’s your favorite color? Do you a least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
36~ What is your favorite time of day to have sex/make love?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
70~ Would/do you have/like anal sex?
34~ Do you like the lights on or off during sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Would /have you ever given your partner a lap dance and Striptease?
42~ What’s your biggest regret in life?
13~ Is there a difference between, making love, having sex, and fucking?
18~ Who/when was your first “crush”?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
17- Have you ever done drugs? Which ones? How often?
What have you learned about me that was new and/or surprising?
9- What’s your favorite season and why? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
I would allow you to do it… What would you do to me?
What is your favorite position? Why?
53~ How much can you tell me about the one thing you are most passionate about?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
Please share Did you stop?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
*** Questions About Me ***
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
4- For a pet, Cat, dog or other?
Do you think this brought you closer together?
*** Questions about Relationships/Past ***
65~ Describe the best orgasm you’ve ever had? Care to share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
25~ How do you feel about PDA? (Public Display of Affection)
92~ Everyone needs a “safe” word. What is yours?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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…
If you win, what will you make them do?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
29- How superstitious are you?
How well do you know me? And some of your thoughts about me
If YES, was it with 2 men or 2 women? Did you enjoy it?
13- What is the craziest/scariest thing you've ever done?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Model/Photographer Police/Criminal
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Any that are a turn off?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
81~ Do you have any kinks and/or fetishes?