What is the most interesting question you can ask to get to know someone?
12.06.2025 02:20
83~ How do you feel about Porn?
70~ Would/do you have/like anal sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
1- What was your first impression of me? Has it changed?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How do you respond to "I don't like you anymore"?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
10- List 5 of your top pet peeves.
92~ Everyone needs a “safe” word. What is yours?
Panthers' winning formula goes missing in Stanley Cup Final Game 1 loss to Oilers - NHL.com
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
15- What bad habit do you wish you could quit? Do you have any addictions?
Would you ever want to be woken up with oral and/or intercourse?
Is it ethical for same-sex couples to raise children?
Have you ever? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Bill Atkinson, architect of the Mac’s graphical soul, dies at 74 - Ars Technica
What is your favorite toy? Ever wanted to try a specific toy?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
Swap Out The Dated Eucalyptus Decor Trend For This More Modern Option - House Digest
13- What’s your favorite drink? What’s your least favorite?
19~ Who/when was your first “heartbreak”?
33- Beach or Mountains? Or is there another place to like better?
Why is Nickelback known to be a bad band?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
18- How often do you drink alcohol? What is your favorite drink?
New Jersey Man Arrested for Stealing Instruments From Heart - Rolling Stone
How many partners have you had oral sex with? Who? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
48~ Have you ever paid or been paid for sex?
10- What is your favorite family tradition? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Why do some straight men enjoy wearing women's lingerie?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
8- What are your thoughts on politics?
Michigan Cup starting lineup: Chase Briscoe wins third pole in a row - NBC Sports
24~ What are your expectations in a relationship? (I know a very big question, take your time)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Will you cheat again? How can, you be sure? Define what cheating is to you.
Why does Filipino culture dictate that parents should be treated as gods?
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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
In your opinion, who is the most overrated singer/band/artist in modern music history and why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Questions about Relationships/Past ***
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Nothing too Serious
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®
9- What’s your favorite season and why? What’s your least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Do you watch it? What is your favorite?
That one or two things that made you go hmmmm, OMG or wow!
37- Do you like your name? If you could change it, what would you change it too?
29~ What are some things that turn you off? What is your biggest turn off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you allow me to clean every part of your body with my soapy hands and fingers?
82~ Do you have any fantasies involving Role-Playing?
30~ What's something unexpected that turns you on?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
29- How superstitious are you?
Can you Deep Throat? Do you like the taste of yourself?
*** What’s Your Favorite…? ***
How old are you? Male or Female?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What have you learned about me that was new and/or surprising?
11- How about if they like a certain sports team? 12-How about drinking too much?
5~ When you first started having sex, was it what you thought it would be?
Master/Slave Boss/Maid
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
34~ Do you like the lights on or off during sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
20- What’s your favorite candy? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
84~ How do you feel about reading/listening to adult stories?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Teacher/Student Stranger/One Night Stand
Do you have a favorite? Is it ok if your partner does?
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…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you mind if your partner watched it? How about together vs alone?
Any that are a turn off?
Prisoner/Prison Guard Landlord/Tenant
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
40~ What’s the weirdest place you’ve ever had sex?
13- How about having a certain hair cut/style?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
28~ What are some things that turn on? What is your biggest turn on?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
* Give a rating for each one (0-100)
14- What is an embarrassing moment in your life? How about your most embarrassing?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
What was the longest? What was the shortest?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
23- What is your dream job? What was it as a child?
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,
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13~ Is there a difference between, making love, having sex, and fucking?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
You know that I will be 100% truthful, so ask.
What have you learned about yourself that you did not before this?
Repairman/Lonely Wife Virgin/Experienced
31- If given a chance to be immortal, would you take it? Why?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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 your favorite flavor of ice cream? Do you a least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
89~ Do you like taking showers together?
5- Have you ever been hypnotized? Would you allow yourself to be?
79~ How important is it to have a partner that will help and encourage you to fulfill your 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?
Would /have you ever given your partner a lap dance and Striptease?
Over time has your thoughts on sex changed?
33- If you could visit any time period, when would you pick? Please explain why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
21- What's your favorite way to spend a weekend or time off?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
4- For a pet, Cat, dog or other?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
32- What's your greatest talent? Can I see it right now?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
6- Do you have dreams? Can you remember them? What do you usually dream about?
If you win, what will you make them do?
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?
19- What’s your favorite fairytale? What’s your least favorite?
13- What is the craziest/scariest thing you've ever done?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
47~ What would be your dream job and why?
51~ What tends to bring a smile to your face?
Any that are a turn off?
7- What are your thoughts on religion? Is there an afterlife?
Do you like the “69” position? Do you prefer to be on top or bottom?
7- What if a person smells a certain way? 8- How about smoking?
10~ How many dates are necessary before you to have sex with someone?
22- What is your favorite childhood memory? What is your least favorite?
9- If you could have three wishes, what would they be? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Does the thought excite you? Care to share?
25~ How do you feel about PDA? (Public Display of Affection)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Escort/Client Job Applicant/Hiring Manager
11- List at least 5 things on your bucket list. Have you done any of them already?
12- What is the weirdest thing you've ever eaten?
9~ How many times over your lifetime do you think you have had sex so far?
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?
62~ Have you used adult toys?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Family Relation Age Play
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
48~ Do you have any siblings? Are you close to your family?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
9- Is there something you’ve always wanted to ask me but you’re afraid?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would you do it again, and would you rather 2 females or 2 males?
14- What's your favorite dessert? Do you a least favorite?
49~ How many times have you been married? Why did they end?
Would you read them together?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
60~ How important is oral sex? Do you like receiving? Do you like giving?
52~ Are you willing to make “those types” of bets with your partner?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
61~ How willing would you be to try new sexual positions?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
26~ What side of the bed do you sleep on?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Nurse/Patient Celebrity/Fan
If you say it, I will stop, and we can talk about it when you are ready.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What is your favorite position? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
What would you say to prove to yourself that it was really you?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
(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…)
The Ice Breaker Questions
45~ How do you feel about me blindfolding you? How about blindfolding me?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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?
42~ What’s your biggest regret in life?
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?
Model/Photographer Police/Criminal
3- Should Pluto still be considered a planet? 4- How about smoking?
How well do you know me? And some of your thoughts about me
*** Questions About Me ***
80~ Share your top three fantasies/desires. (Be detailed) 😊
3- What Superhero or Superpower would you want to be/have?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Doctor/Nurse Stripper/Client
18~ Who/when was your first “crush”?
28- What are some things that people do that irritate you?
Please share Did you stop?
How about if they talk dirty and/or call you names?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
50~ How many children do you have? What are their ages?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
I would allow you to do it… What would you do to me?
11~ Have you ever been caught by your parents or children or others while having sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What do you dislike about me? I asked you to be 100% honest.
3- What’s your favorite smell? Do you a least favorite?
*** Random Questions ***
How many times do you think you have “made love”?
27- What was/ is nickname? Does it have a meaning behind it?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
76~ Have you had a threesome? Care to Share?
*** Deal Breaker Questions ***
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Do you think this brought you closer together?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
2- What’s your favorite color? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
21~ What was the best date you ever went on? What has been the worst?
39~ What are your love languages?
Do you like it when they show and tell you what they want?
1- What’s your favorite animal? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What is your view on sex? Meaning, When/Where/ How often/
81~ Do you have any kinks and/or fetishes?
71~ Would you give your partner a hand or foot job? Would you receive one?
15- What's your favorite saying? What word or phrase is your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7-What do I do in bed that drives you wild? How about, what turns you off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If yes, what?
36~ What is your favorite time of day to have sex/make love?
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…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Get this wrong and this could mean the end… :-) some funny, some not…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
17- What’s your favorite holiday? What’s your least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
17- Have you ever done drugs? Which ones? How often?
52~ What are your hobbies?
67~ Do you like it when your partner moans and/or is vocal during sex?
51~ Are you willing to play adult games with your partner?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
38~ Share your most embarrassing sexual memory?
15~ Have you ever been “in love”? Who? Care to Share?
12- What’s your favorite food? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?