What is the most interesting question you can ask to get to know someone?
12.06.2025 00:12
You know that I will be 100% truthful, so ask.
40~ What’s the weirdest place you’ve ever had sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Which one is better to guys, boobs or butt?
What is your favorite position? Why?
10~ How many dates are necessary before you to have sex with someone?
13- How about having a certain hair cut/style?
What's a joke you haven't used yet, but are dying to share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
If YES, was it with 2 men or 2 women? Did you enjoy it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
☆ what's the thing that made u fell in love with your bias?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
42~ What’s your biggest regret in life?
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?
How many partners have you had oral sex with? Who? Care to Share?
Model/Photographer Police/Criminal
Europe will have to be more Tenacious to land its first rover on the moon - TechCrunch
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
WBD Shareholders Nix David Zaslav’s 2024 Pay Package In Non-Binding Vote - Deadline
Doctor/Nurse Stripper/Client
41~ Are there moments in your past that you would want to change? Please share 3 of them.
12- What is the weirdest thing you've ever eaten?
M’s Kirby struck in face by 103 mph line drive - Seattle Sports
6- Do you have dreams? Can you remember them? What do you usually dream about?
11~ Have you ever been caught by your parents or children or others 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?
Why are Boomers so vehemently opposed to student loan forgiveness?
Prisoner/Prison Guard Landlord/Tenant
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
21- What's your favorite way to spend a weekend or time off?
Do you feel uncomfortable when you come across cross dressers?
31- If given a chance to be immortal, would you take it? Why?
11- What's your favorite restaurant? What’s your least favorite?
62~ Have you used adult toys?
What have you learned about yourself that you did not before this?
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)
80~ Share your top three fantasies/desires. (Be detailed) 😊
64~ When was your very first orgasm? When was your first from having sex? Care to share?
3- What Superhero or Superpower would you want to be/have?
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Would you do it again, and would you rather 2 females or 2 males?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Does the thought excite you? Care to share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
*** Random Questions ***
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
*** Questions about Relationships/Past ***
83~ How do you feel about Porn?
Teacher/Student Stranger/One Night Stand
52~ Are you willing to make “those types” of bets with your partner?
47~ What would be your dream job and why?
1- What’s your favorite animal? Do you a least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Nothing too Serious
*** What’s Your Favorite…? ***
Get this wrong and this could mean the end… :-) some funny, some not…
51~ Are you willing to play adult games with your partner?
How about if they talk dirty and/or call you names?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
That one or two things that made you go hmmmm, OMG or wow!
7- What if a person smells a certain way? 8- How about smoking?
61~ How willing would you be to try new sexual positions?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What would you say to prove to yourself that it was really you?
36- Do you play video games? What is your favorite? Do you a 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?
84~ How do you feel about reading/listening to adult stories?
29- How superstitious are you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
51~ What tends to bring a smile to your face?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
2- What’s your favorite color? Do you a least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
22- What is your favorite childhood memory? What is your least favorite?
Over time has your thoughts on sex changed?
What was the longest? What was the shortest?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Do you watch it? What is your favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Master/Slave Boss/Maid
I would allow you to do it… What would you do to me?
25~ How do you feel about PDA? (Public Display of Affection)
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you ever want to be woken up with oral and/or intercourse?
Any that are a turn off?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
9- If you could have three wishes, what would they be? Why?
How many times do you think you have “made love”?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
8- What are your thoughts on politics?
10- List 5 of your top pet peeves.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
33- If you could visit any time period, when would you pick? Please explain why?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
36~ What is your favorite time of day to have sex/make love?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
82~ Do you have any fantasies involving Role-Playing?
12- What’s your favorite food? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
7- What are your thoughts on religion? Is there an afterlife?
Have you ever? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
17- Have you ever done drugs? Which ones? How often?
Would you read them together?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
If you win, what will you make them do?
39~ What are your love languages?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
*** Deal Breaker Questions ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
The Ice Breaker Questions
32- What's your greatest talent? Can I see it right now?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
44~ Care to share something about yourself that no one else knows about you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
15- What's your favorite saying? What word or phrase is your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
13- What is the craziest/scariest thing you've ever done?
89~ Do you like taking showers together?
53~ How much can you tell me about the one thing you are most passionate about?
50~ How many children do you have? What are their ages?
71~ Would you give your partner a hand or foot job? Would you receive one?
27- What was/ is nickname? Does it have a meaning behind it?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- What was your first impression of me? Has it changed?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
5~ When you first started having sex, was it what you thought it would be?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
19- What’s your favorite fairytale? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
26~ What side of the bed do you sleep on?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
92~ Have you ever had or have an STD? How many? What was it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Do you like the “69” position? Do you prefer to be on top or bottom?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
48~ Do you have any siblings? Are you close to your family?
38~ Share your most embarrassing sexual memory?
33- Beach or Mountains? Or is there another place to like better?
28~ What are some things that turn on? What is your biggest turn on?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Nurse/Patient Celebrity/Fan
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Do you think this brought you closer together?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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)
Would you allow me to clean every part of your body with my soapy hands and fingers?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3- What’s your favorite smell? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
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…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
49~ How many times have you been married? Why did they end?
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?
9~ How many times over your lifetime do you think you have had sex so far?
14- What's your favorite dessert? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would /have you ever given your partner a lap dance and Striptease?
17- What’s your favorite holiday? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
(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…)
5- Have you ever been hypnotized? Would you allow yourself to be?
65~ Describe the best orgasm you’ve ever had? Care to share?
30~ What's something unexpected that turns you on?
19~ Who/when was your first “heartbreak”?
Please share Did you stop?
How well do you know me? And some of your thoughts about me
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…
20- What’s your favorite candy? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
34- Ever been to a concert? What was your favorite? Who would you like to see?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
1~ How old were you when you had your first kiss? Who? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
18~ Who/when was your first “crush”?
45~ How do you feel about me blindfolding you? How about blindfolding me?
11- List at least 5 things on your bucket list. Have you done any of them already?
13- What’s your favorite drink? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
28- What are some things that people do that irritate you?
29~ What are some things that turn you off? What is your biggest turn off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Repairman/Lonely Wife Virgin/Experienced
Do you have a favorite? Is it ok if your partner does?
52~ What are your hobbies?
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’s your favorite book? Do you have a favorite genre? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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-What do I do in bed that drives you wild? How about, what turns you off?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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,
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18- How often do you drink alcohol? What is your favorite drink?
23- What is your dream job? What was it as a child?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
48~ Have you ever paid or been paid for sex?
21~ What was the best date you ever went on? What has been the worst?
Family Relation Age Play
Escort/Client Job Applicant/Hiring Manager
If you say it, I will stop, and we can talk about it when you are ready.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
13~ Is there a difference between, making love, having sex, and fucking?
Can you Deep Throat? Do you like the taste of yourself?
34~ Do you like the lights on or off during sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Will you cheat again? How can, you be sure? Define what cheating is to you.
92~ Everyone needs a “safe” word. What is yours?
* Give a rating for each one (0-100)
10- What is your favorite family tradition? What’s your least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
19- Do/have you smoked? What do you prefer? How often?
67~ Do you like it when your partner moans and/or is vocal during sex?
70~ Would/do you have/like anal 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…
9- What’s your favorite season and why? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
81~ Do you have any kinks and/or fetishes?
*** Questions About Me ***
What do you dislike about me? I asked you to be 100% honest.
Any that are a turn off?
Do you like it when they show and tell you what they want?
If NO, would you ever have one? Would it be with 2 men or 2 women?
22- Do you have any birth marks? How about scars? Care to share how you got them?
If yes, what?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What have you learned about me that was new and/or surprising?