What is the most interesting question you can ask to get to know someone?
15.06.2025 06:09
8- What are your thoughts on politics?
(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…)
That one or two things that made you go hmmmm, OMG or wow!
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
32- What's your greatest talent? Can I see it right now?
Why does TikTok allow porn stars in its platform? Isn't it aimed at teenagers?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Any that are a turn off?
Does the thought excite you? Care to share?
18- How often do you drink alcohol? What is your favorite drink?
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?
Why are Republican politicians so afraid to oppose Trump?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
23- What is your dream job? What was it as a child?
* Give a rating for each one (0-100)
17- Have you ever done drugs? Which ones? How often?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
33- Beach or Mountains? Or is there another place to like better?
Why do many women in Turkey prefer to date blacks as a lover?
Any that are a turn off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
7-What do I do in bed that drives you wild? How about, what turns you off?
What do you remember that 95% of us have forgotten?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Please share Did you stop?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Can a mother forget her child after she puts him or her up for adoption?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Escort/Client Job Applicant/Hiring Manager
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
When was the last time you had sex with someone much older than yourself?
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…
Family Relation Age Play
Would you read them together?
18~ Who/when was your first “crush”?
9~ How many times over your lifetime do you think you have had sex so far?
48~ Have you ever paid or been paid for sex?
Why do White people love dogs more than humans?
28- What are some things that people do that irritate you?
Do you have a favorite? Is it ok if your partner does?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Has a cop ever said something to you which was completely unexpected?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
13- What is the craziest/scariest thing you've ever done?
What are some hard rock or heavy metal bands that are overrated?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
As a woman, what would be you response to a male friend’s offer of a full body massage?
Prisoner/Prison Guard Landlord/Tenant
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How does someone start doing urban exploration?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
19~ Who/when was your first “heartbreak”?
7- What if a person smells a certain way? 8- How about smoking?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
*** What’s Your Favorite…? ***
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
1~ How old were you when you had your first kiss? Who? Care to Share?
61~ How willing would you be to try new sexual positions?
Repairman/Lonely Wife Virgin/Experienced
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
34~ Do you like the lights on or off during sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Nothing too Serious
15- What bad habit do you wish you could quit? Do you have any addictions?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
28~ What are some things that turn on? What is your biggest turn on?
9- If you could have three wishes, what would they be? Why?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
29- How superstitious are you?
What would you say to prove to yourself that it was really you?
10- List 5 of your top pet peeves.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
82~ Do you have any fantasies involving Role-Playing?
Would you ever want to be woken up with oral and/or intercourse?
1- What’s your favorite animal? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Do you watch it? What is your favorite?
Would you mind if your partner watched it? How about together vs alone?
53~ How much can you tell me about the one thing you are most passionate about?
How old are you? Male or Female?
Teacher/Student Stranger/One Night Stand
44~ Care to share something about yourself that no one else knows about you?
*** Random Questions ***
49~ If you could, would you want to be the opposite sex for a day, week, or year?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
15~ Have you ever been “in love”? Who? Care to Share?
What was the longest? What was the shortest?
40~ What’s the weirdest place you’ve ever had sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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)
37- Do you like your name? If you could change it, what would you change it too?
36~ What is your favorite time of day to have sex/make love?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
7- What are your thoughts on religion? Is there an afterlife?
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?
39~ What are your love languages?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
10~ How many dates are necessary before you to have sex with someone?
48~ Do you have any siblings? Are you close to your family?
If yes, what?
6- Do you have dreams? Can you remember them? What do you usually dream about?
52~ Are you willing to make “those types” of bets with your partner?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
21~ What was the best date you ever went on? What has been the worst?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If NO, would you ever have one? Would it be with 2 men or 2 women?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
29~ What are some things that turn you off? What is your biggest turn off?
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)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ How many times have you been married? Why did they end?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
52~ What are your hobbies?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
76~ Have you had a threesome? Care to Share?
Over time has your thoughts on sex changed?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Have you ever? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
What do you dislike about me? I asked you to be 100% honest.
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
5~ When you first started having sex, was it what you thought it would be?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
51~ Are you willing to play adult games with your partner?
What have you learned about yourself that you did not before this?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would /have you ever given your partner a lap dance and Striptease?
Will you cheat again? How can, you be sure? Define what cheating is to you.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is your favorite position? Why?
89~ Do you like taking showers together?
12- What’s your favorite food? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
The Ice Breaker Questions
3- What’s your favorite smell? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
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,
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
21- What's your favorite way to spend a weekend or time off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
84~ How do you feel about reading/listening to adult stories?
27- What was/ is nickname? Does it have a meaning behind it?
30~ What's something unexpected that turns you on?
11- What's your favorite restaurant? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What is your favorite toy? Ever wanted to try a specific toy?
2- What’s your favorite color? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
67~ Do you like it when your partner moans and/or is vocal during sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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…
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
92~ Everyone needs a “safe” word. What is yours?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What have you learned about me that was new and/or surprising?
If you win, what will you make them do?
How many partners have you had oral sex with? Who? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
42~ What’s your biggest regret in life?
I would allow you to do it… What would you do to me?
62~ Have you used adult toys?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Model/Photographer Police/Criminal
4- For a pet, Cat, dog or other?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
19- What’s your favorite fairytale? What’s your least favorite?
13- How about having a certain hair cut/style?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you like it when they show and tell you what they want?
12- What is the weirdest thing you've ever eaten?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Doctor/Nurse Stripper/Client
25~ How do you feel about PDA? (Public Display of Affection)
22- What is your favorite childhood memory? What is your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Questions About Me ***
3- Should Pluto still be considered a planet? 4- How about smoking?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
19- Do/have you smoked? What do you prefer? How often?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
81~ Do you have any kinks and/or fetishes?
How well do you know me? And some of your thoughts about me
9- Is there something you’ve always wanted to ask me but you’re afraid?
38~ Share your most embarrassing sexual memory?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
9- What’s your favorite season and why? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
70~ Would/do you have/like anal sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
11- List at least 5 things on your bucket list. Have you done any of them already?
36- Do you play video games? What is your favorite? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
13- What’s your favorite drink? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
26~ What side of the bed do you sleep on?
*** Deal Breaker Questions ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
11- How about if they like a certain sports team? 12-How about drinking too much?
Nurse/Patient Celebrity/Fan
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
If you say it, I will stop, and we can talk about it when you are ready.
1- What was your first impression of me? Has it changed?
Get this wrong and this could mean the end… :-) some funny, some not…
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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's your favorite saying? What word or phrase is your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
*** Questions about Relationships/Past ***
How many times do you think you have “made love”?
5- Have you ever been hypnotized? Would you allow yourself to be?
31- If given a chance to be immortal, would you take it? Why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
Master/Slave Boss/Maid
8- What's your favorite flavor of ice cream? Do you a least favorite?
14- What's your favorite dessert? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
51~ What tends to bring a smile to your face?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you do it again, and would you rather 2 females or 2 males?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If YES, was it with 2 men or 2 women? Did you enjoy it?
83~ How do you feel about Porn?
How about if they talk dirty and/or call you names?
47~ What would be your dream job and why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
You know that I will be 100% truthful, so ask.
65~ Describe the best orgasm you’ve ever had? Care to share?
3- What Superhero or Superpower would you want to be/have?
Do you think this brought you closer together?