What is the most interesting question you can ask to get to know someone?
11.06.2025 11:54
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
China accuses US of ‘severely violating’ trade truce - Financial Times
7- What if a person smells a certain way? 8- How about smoking?
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?
52~ What are your hobbies?
F1 in Spain: Now that was a lapse in judgment - Ars Technica
*** Questions about Relationships/Past ***
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
The Ice Breaker Questions
Is the Donald Trump Bible any different from a regular Bible? Has Trump altered its contents?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
65~ Describe the best orgasm you’ve ever had? Care to share?
37- Do you like your name? If you could change it, what would you change it too?
Why are Republicans such intolerant people?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Have you ever? 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?
1~ How old were you when you had your first kiss? Who? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
9- If you could have three wishes, what would they be? Why?
Please share Did you stop?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
1- What was your first impression of me? Has it changed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
25~ How do you feel about PDA? (Public Display of Affection)
48~ Do you have any siblings? Are you close to your family?
What is the reason behind some people wearing trunks instead of speedos when swimming in pools?
What would you say to prove to yourself that it was really you?
9- What’s your favorite season and why? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
(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…)
How do you perform a lap dance for your boyfriend or husband?
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?
If you win, what will you make them do?
Microbiome: First bacteria we meet can keep us out of hospital - BBC
You know that I will be 100% truthful, so ask.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Any that are a turn off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your favorite toy? Ever wanted to try a specific toy?
82~ Do you have any fantasies involving Role-Playing?
Would you ever want to be woken up with oral and/or intercourse?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
48~ Have you ever paid or been paid for sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
92~ Everyone needs a “safe” word. What is yours?
Do you watch it? What is your favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What is your view on sex? Meaning, When/Where/ How often/
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
*** Random Questions ***
27- What was/ is nickname? Does it have a meaning behind it?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
21~ What was the best date you ever went on? What has been the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
That one or two things that made you go hmmmm, OMG or wow!
19- What’s your favorite fairytale? What’s your least favorite?
34~ Do you like the lights on or off during sex?
92~ Have you ever had or have an STD? How many? What was it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral 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?
11- How about if they like a certain sports team? 12-How about drinking too much?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
2- What’s your favorite color? 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?
29- How superstitious are you?
36- Do you play video games? What is your favorite? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
50~ How many children do you have? What are their ages?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
61~ How willing would you be to try new sexual positions?
What is your favorite position? Why?
Over time has your thoughts on sex changed?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Model/Photographer Police/Criminal
22- Do you have any birth marks? How about scars? Care to share how you got them?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Master/Slave Boss/Maid
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
70~ Would/do you have/like anal sex?
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.
80~ Share your top three fantasies/desires. (Be detailed) 😊
20- What’s your favorite candy? What’s your least favorite?
84~ How do you feel about reading/listening to adult stories?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Do you have a favorite? Is it ok if your partner does?
30~ What's something unexpected that turns you on?
Get this wrong and this could mean the end… :-) some funny, some not…
28- What are some things that people do that irritate you?
13- How about having a certain hair cut/style?
Prisoner/Prison Guard Landlord/Tenant
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would you mind if your partner watched it? How about together vs alone?
19- Do/have you smoked? What do you prefer? How often?
7- What are your thoughts on religion? Is there an afterlife?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What do you dislike about me? I asked you to be 100% honest.
Do you like the “69” position? Do you prefer to be on top or bottom?
47~ What would be your dream job and why?
36~ What is your favorite time of day to have sex/make love?
19~ Who/when was your first “heartbreak”?
13- What is the craziest/scariest thing you've ever done?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Family Relation Age Play
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)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
17- Have you ever done drugs? Which ones? How often?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If YES, was it with 2 men or 2 women? Did you enjoy it?
22- What is your favorite childhood memory? What is your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
Would you read them together?
18- How often do you drink alcohol? What is your favorite drink?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
62~ Have you used adult toys?
11~ Have you ever been caught by your parents or children or others while having sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
11- List at least 5 things on your bucket list. Have you done any of them already?
Does the thought excite you? Care to share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
15~ Have you ever been “in love”? Who? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
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…
41~ Are there moments in your past that you would want to change? Please share 3 of them.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
81~ Do you have any kinks and/or fetishes?
42~ What’s your biggest regret in life?
I would allow you to do it… What would you do to me?
10~ How many dates are necessary before you to have sex with someone?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
15- What bad habit do you wish you could quit? Do you have any addictions?
49~ How many times have you been married? Why did they end?
67~ Do you like it when your partner moans and/or is vocal during sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How old are you? Male or Female?
*** Deal Breaker Questions ***
13- What’s your favorite drink? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
83~ How do you feel about Porn?
10- List 5 of your top pet peeves.
1- What’s your favorite animal? Do you a least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
33- If you could visit any time period, when would you pick? Please explain why?
Escort/Client Job Applicant/Hiring Manager
32- What's your greatest talent? Can I see it right now?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
5~ When you first started having sex, was it what you thought it would be?
28~ What are some things that turn on? What is your biggest turn on?
Would you allow me to clean every part of your body with my soapy hands and fingers?
51~ Are you willing to play adult games with your partner?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Repairman/Lonely Wife Virgin/Experienced
How well do you know me? And some of your thoughts about me
8- What are your thoughts on politics?
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?
26~ What side of the bed do you sleep on?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Teacher/Student Stranger/One Night Stand
46~ Have you ever used furniture, or other types of things to aid you while having sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
If you say it, I will stop, and we can talk about it when you are ready.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
*** What’s Your Favorite…? ***
53~ How much can you tell me about the one thing you are most passionate about?
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,
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Would /have you ever given your partner a lap dance and Striptease?
Do you like it when they show and tell you what they want?
31- If given a chance to be immortal, would you take it? Why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
51~ What tends to bring a smile to your face?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
52~ Are you willing to make “those types” of bets with your partner?
*** Questions About Me ***
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
18~ Who/when was your first “crush”?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
8- What's your favorite flavor of ice cream? Do you a least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you do it again, and would you rather 2 females or 2 males?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How about if they talk dirty and/or call you names?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
10- What is your favorite family tradition? 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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
Nothing too Serious
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
39~ What are your love languages?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Doctor/Nurse Stripper/Client
12- What is the weirdest thing you've ever eaten?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How many partners have you had oral sex with? Who? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
Do you think this brought you closer together?
14- What's your favorite dessert? Do you a least favorite?
If yes, what?
4- For a pet, Cat, dog or other?
* Give a rating for each one (0-100)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
23- What is your dream job? What was it as a child?
3- What Superhero or Superpower would you want to be/have?
What have you learned about me that was new and/or surprising?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
29~ What are some things that turn you off? What is your biggest turn off?
21- What's your favorite way to spend a weekend or time off?
40~ What’s the weirdest place you’ve ever had sex?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What was the longest? What was the shortest?
76~ Have you had a threesome? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
33- Beach or Mountains? Or is there another place to like better?
Any that are a turn off?
12- What’s your favorite food? What’s your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
89~ Do you like taking showers together?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
How many times do you think you have “made love”?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
13~ Is there a difference between, making love, having sex, and fucking?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?