What is the most interesting question you can ask to get to know someone?
08.06.2025 16:03
13- What’s your favorite drink? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
20- What’s your favorite candy? What’s your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
38~ Share your most embarrassing sexual memory?
Why are FtM trans just another type of woman?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
5~ When you first started having sex, was it what you thought it would be?
Thoughts on an 8-1 Rangers win - Lone Star Ball
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Why is it common for guys to sleep with 10-20 women then marry a good girl?
*** Random Questions ***
* Give a rating for each one (0-100)
Do you like the “69” position? Do you prefer to be on top or bottom?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
51~ Are you willing to play adult games with your partner?
1~ How old were you when you had your first kiss? Who? Care to Share?
6 Foods You Should Be Eating for Bone Health, According to Dietitians - Yahoo
Model/Photographer Police/Criminal
I would allow you to do it… What would you do to me?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Any that are a turn off?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Are there any industries or sectors where ChatGPT is particularly well-suited for implementation?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Master/Slave Boss/Maid
17- Have you ever done drugs? Which ones? How often?
4- For a pet, Cat, dog or other?
3- What’s your favorite smell? Do you a least favorite?
(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…)
Why do men date women they are not really interested in?
Teacher/Student Stranger/One Night Stand
If you say it, I will stop, and we can talk about it when you are ready.
36~ What is your favorite time of day to have sex/make love?
Willi Castro homers twice, Royce Lewis ends skid as Twins crush Athletics - Sports Illustrated
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you mind if your partner watched it? How about together vs alone?
18- How often do you drink alcohol? What is your favorite drink?
29- How superstitious are you?
11- List at least 5 things on your bucket list. Have you done any of them already?
13- What is the craziest/scariest thing you've ever done?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What have you learned about me that was new and/or surprising?
21~ What was the best date you ever went on? What has been the worst?
Family Relation Age Play
44~ Care to share something about yourself that no one else knows about you?
53~ How much can you tell me about the one thing you are most passionate about?
Any that are a turn off?
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,
How many times do you think you have “made love”?
Doctor/Nurse Stripper/Client
How old are you? Male or Female?
52~ Are you willing to make “those types” of bets with your partner?
40~ What’s the weirdest place you’ve ever had sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
What have you learned about yourself that you did not before this?
10- List 5 of your top pet peeves.
Nurse/Patient Celebrity/Fan
21- What's your favorite way to spend a weekend or time off?
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?
Do you think this brought you closer together?
19~ Who/when was your first “heartbreak”?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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)
11- How about if they like a certain sports team? 12-How about drinking too much?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Repairman/Lonely Wife Virgin/Experienced
How well do you know me? And some of your thoughts about me
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
26~ What side of the bed do you sleep on?
Do you have a favorite? Is it ok if your partner does?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Escort/Client Job Applicant/Hiring Manager
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
25~ How do you feel about PDA? (Public Display of Affection)
7- What if a person smells a certain way? 8- How about smoking?
32- What's your greatest talent? Can I see it right now?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
23- What is your dream job? What was it as a child?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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 prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
*** Deal Breaker Questions ***
76~ Have you had a threesome? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
If yes, what?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
7-What do I do in bed that drives you wild? How about, what turns you off?
52~ What are your hobbies?
42~ What’s your biggest regret in life?
How about if they talk dirty and/or call you names?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
82~ Do you have any fantasies involving Role-Playing?
How many partners have you had oral sex with? Who? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
8- What's your favorite flavor of ice cream? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
62~ Have you used adult toys?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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…
17- What’s your favorite holiday? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
22- Do you have any birth marks? How about scars? Care to share how you got them?
29~ What are some things that turn you off? What is your biggest turn off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
84~ How do you feel about reading/listening to adult stories?
28- What are some things that people do that irritate you?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
*** Questions about Relationships/Past ***
Would you read them together?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If you win, what will you make them do?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
15~ Have you ever been “in love”? Who? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
2- What’s your favorite color? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
48~ Do you have any siblings? Are you close to your family?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Over time has your thoughts on sex changed?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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?
Would /have you ever given your partner a lap dance and Striptease?
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?
37- Do you like your name? If you could change it, what would you change it too?
3- Should Pluto still be considered a planet? 4- How about smoking?
33- Beach or Mountains? Or is there another place to like better?
Nothing too Serious
81~ Do you have any kinks and/or fetishes?
What do you dislike about me? I asked you to be 100% honest.
That one or two things that made you go hmmmm, OMG or wow!
61~ How willing would you be to try new sexual positions?
33- If you could visit any time period, when would you pick? Please explain why?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
13~ Is there a difference between, making love, having sex, and fucking?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
What would you say to prove to yourself that it was really you?
92~ Everyone needs a “safe” word. What is yours?
92~ Have you ever had or have an STD? How many? What was it?
9- What’s your favorite season and why? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1- What’s your favorite animal? Do you a least favorite?
Do you like it when they show and tell you what they want?
70~ Would/do you have/like anal sex?
15- What's your favorite saying? What word or phrase is 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?
*** What’s Your Favorite…? ***
49~ If you could, would you want to be the opposite sex for a day, week, or year?
65~ Describe the best orgasm you’ve ever had? Care to share?
47~ What would be your dream job and why?
*** Questions About Me ***
12- What’s your favorite food? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
60~ How important is oral sex? Do you like receiving? Do you like giving?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
14- What's your favorite dessert? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
10~ How many dates are necessary before you to have sex with someone?
13- How about having a certain hair cut/style?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
39~ What are your love languages?
The Ice Breaker Questions
Would you ever want to be woken up with oral and/or intercourse?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
67~ Do you like it when your partner moans and/or is vocal during sex?
22- What is your favorite childhood memory? What is your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
83~ How do you feel about Porn?
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…
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What was the longest? What was the shortest?
9~ How many times over your lifetime do you think you have had sex so far?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
50~ How many children do you have? What are their ages?
31- If given a chance to be immortal, would you take it? Why?
You know that I will be 100% truthful, so ask.
Prisoner/Prison Guard Landlord/Tenant
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you watch it? What is your favorite?
What is your favorite position? Why?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Does the thought excite you? Care to share?
What is your favorite toy? Ever wanted to try a specific toy?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
48~ Have you ever paid or been paid for sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If YES, was it with 2 men or 2 women? Did you enjoy it?
15- What bad habit do you wish you could quit? Do you have any addictions?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
11- What's your favorite restaurant? What’s your least favorite?
49~ How many times have you been married? Why did they end?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
89~ Do you like taking showers together?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you do it again, and would you rather 2 females or 2 males?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
27- What was/ is nickname? Does it have a meaning behind it?
Have you ever? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
18~ Who/when was your first “crush”?
Please share Did you stop?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
8- What are your thoughts on politics?
Can you Deep Throat? Do you like the taste of yourself?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
30~ What's something unexpected that turns you on?
28~ What are some things that turn on? What is your biggest turn on?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- What was your first impression of me? Has it changed?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
12- What is the weirdest thing you've ever eaten?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
51~ What tends to bring a smile to your face?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
34~ Do you like the lights on or off during sex?
19- Do/have you smoked? What do you prefer? How often?
80~ Share your top three fantasies/desires. (Be detailed) 😊