What is the most interesting question you can ask to get to know someone?
08.06.2025 02:28
13- What is the craziest/scariest thing you've ever done?
60~ How important is oral sex? Do you like receiving? Do you like giving?
1- What’s your favorite animal? Do you a least favorite?
Is Veuve Clicquot Brut a good champagne?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Do you watch it? What is your favorite?
39~ What are your love languages?
Is 1500 calories enough for a 5’3 15-year-old who is non-active?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
17- Have you ever done drugs? Which ones? How often?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How old are you? Male or Female?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Any that are a turn off?
92~ Everyone needs a “safe” word. What is yours?
Why would you think you're fit to be a model?
Model/Photographer Police/Criminal
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
50~ How many children do you have? What are their ages?
When was the last time you had sex with someone much older than yourself?
If you say it, I will stop, and we can talk about it when you are ready.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
Is it true that Jehovah's witnesses once thought the world would end in 1975?
Do you like it when they show and tell you what they want?
19~ Who/when was your first “heartbreak”?
*** Random Questions ***
Is the media protecting Kamala Harris?
How well do you know me? And some of your thoughts about me
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Why do men prefer women below the age of 30?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
11- What's your favorite restaurant? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
9- Is there something you’ve always wanted to ask me but you’re afraid?
Have you ever? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
Why do girls in Indian top colleges wear shorts?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
49~ How many times have you been married? Why did they end?
3- What’s your favorite smell? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
‘The Life of Chuck’: Never Mind the Apocalypse, Watch Tom Hiddleston Dance! - Rolling Stone
19- What’s your favorite fairytale? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ 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?
Is there a specific time frame for therapists to tell their clients they are wrong?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
62~ Have you used adult toys?
Any that are a turn off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
(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…)
51~ What tends to bring a smile to your face?
1~ How old were you when you had your first kiss? Who? Care to Share?
I would allow you to do it… What would you do to me?
42~ What’s your biggest regret in life?
* Give a rating for each one (0-100)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would /have you ever given your partner a lap dance and Striptease?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
Teacher/Student Stranger/One Night Stand
5~ When you first started having sex, was it what you thought it would be?
14- What's your favorite dessert? Do you a least favorite?
23- What is your dream job? What was it as a child?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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…
18~ Who/when was your first “crush”?
Please share Did you stop?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
36~ What is your favorite time of day to have sex/make love?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What have you learned about me that was new and/or surprising?
12- What’s your favorite food? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
26~ What side of the bed do you sleep on?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
18- How often do you drink alcohol? What is your favorite drink?
33- Beach or Mountains? Or is there another place to like better?
9- What’s your favorite season and why? What’s your least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
*** Questions about Relationships/Past ***
4- For a pet, Cat, dog or other?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Family Relation Age Play
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
51~ Are you willing to play adult games with your partner?
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?
83~ How do you feel about Porn?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Does the thought excite you? Care to share?
89~ Do you like taking showers together?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Nurse/Patient Celebrity/Fan
7- What if a person smells a certain way? 8- How about smoking?
52~ Are you willing to make “those types” of bets with your partner?
31- If given a chance to be immortal, would you take it? Why?
10~ How many dates are necessary before you to have sex with someone?
21~ What was the best date you ever went on? What has been the worst?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How about if they talk dirty and/or call you names?
Master/Slave Boss/Maid
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you read them together?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
9~ How many times over your lifetime do you think you have had sex so far?
9- If you could have three wishes, what would they be? Why?
19- Do/have you smoked? What do you prefer? How often?
Do you have a favorite? Is it ok if your partner does?
44~ Care to share something about yourself that no one else knows about you?
Doctor/Nurse Stripper/Client
22- What is your favorite childhood memory? What is your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
61~ How willing would you be to try new sexual positions?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13~ Is there a difference between, making love, having sex, and fucking?
32- What's your greatest talent? Can I see it right now?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
2- What’s your favorite color? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Prisoner/Prison Guard Landlord/Tenant
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If NO, would you ever have one? Would it be with 2 men or 2 women?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28- What are some things that people do that irritate you?
29- How superstitious are you?
15- What bad habit do you wish you could quit? Do you have any addictions?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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…
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,
If yes, what?
What do you dislike about me? I asked you to be 100% honest.
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?
27- What was/ is nickname? Does it have a meaning behind it?
*** Questions About Me ***
38~ Share your most embarrassing sexual memory?
3- Should Pluto still be considered a planet? 4- How about smoking?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
You know that I will be 100% truthful, so ask.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What was the longest? What was the shortest?
Would you allow me to clean every part of your body with my soapy hands and fingers?
52~ What are your hobbies?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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?
Nothing too Serious
30~ What's something unexpected that turns you on?
Do you think this brought you closer together?
76~ Have you had a threesome? Care to Share?
What would you say to prove to yourself that it was really you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Over time has your thoughts on sex changed?
If YES, was it with 2 men or 2 women? Did you enjoy it?
47~ What would be your dream job and why?
11- How about if they like a certain sports team? 12-How about drinking too much?
84~ How do you feel about reading/listening to adult stories?
Would you mind if your partner watched it? How about together vs alone?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Repairman/Lonely Wife Virgin/Experienced
7- What are your thoughts on religion? Is there an afterlife?
Is it ok for a man to perform oral sex after he has ejaculated inside of 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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
65~ Describe the best orgasm you’ve ever had? Care to share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
1- What was your first impression of me? Has it changed?
7-What do I do in bed that drives you wild? How about, what turns you off?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14- What is an embarrassing moment in your life? How about your most embarrassing?
3- What Superhero or Superpower would you want to be/have?
15~ Have you ever been “in love”? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
That one or two things that made you go hmmmm, OMG or wow!
92~ Have you ever had or have an STD? How many? What was it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
33- If you could visit any time period, when would you pick? Please explain why?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
20- What’s your favorite candy? What’s your least favorite?
How many times do you think you have “made love”?
*** Deal Breaker Questions ***
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
36- Do you play video games? What is your favorite? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
40~ What’s the weirdest place you’ve ever had sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Would you ever want to be woken up with oral and/or intercourse?
34- Ever been to a concert? What was your favorite? Who would you like to see?
13- What’s your favorite drink? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
How many partners have you had oral sex with? Who? Care to Share?
12- What is the weirdest thing you've ever eaten?
53~ How much can you tell me about the one thing you are most passionate about?
13- How about having a certain hair cut/style?
29~ What are some things that turn you off? What is your biggest turn off?
70~ Would/do you have/like anal sex?
If you win, what will you make them do?
10- What is your favorite family tradition? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
48~ Have you ever paid or been paid for sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
48~ Do you have any siblings? Are you close to your family?
*** What’s Your Favorite…? ***
What is your favorite position? Why?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
81~ Do you have any kinks and/or fetishes?
21- What's your favorite way to spend a weekend or time off?
Get this wrong and this could mean the end… :-) some funny, some not…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
71~ Would you give your partner a hand or foot job? Would you receive one?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
34~ Do you like the lights on or off during sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
28~ What are some things that turn on? What is your biggest turn on?
8- What are your thoughts on politics?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What have you learned about yourself that you did not before this?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would you do it again, and would you rather 2 females or 2 males?
10- List 5 of your top pet peeves.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
The Ice Breaker Questions
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
82~ Do you have any fantasies involving Role-Playing?