What is the most interesting question you can ask to get to know someone?
09.06.2025 02:38
9- What’s your favorite season and why? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
He led George W. Bush's PEPFAR program to stop AIDS. Now he fears for its future - NPR
9- If you could have three wishes, what would they be? Why?
9~ How many times over your lifetime do you think you have had sex so far?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Brain’s Reward Center Tracks Not Just What, But When Rewards Arrive - Neuroscience News
10~ How many dates are necessary before you to have sex with someone?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
10- List 5 of your top pet peeves.
If sea levels were rising, wouldn't the acreage of coastal salt marshes increase? Are they?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
32- What's your greatest talent? Can I see it right now?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What do you do when you are struggling to fall asleep?
29- How superstitious are you?
13- How about having a certain hair cut/style?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Super-magnetic dead star throws a violent temper tantrum as NASA X-ray spacecraft looks on - Space
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Please share Did you stop?
92~ Have you ever had or have an STD? How many? What was it?
Why in my 60s do I have a strong desire to suck cock and swallow?
I would allow you to do it… What would you do to me?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
48~ Have you ever paid or been paid for sex?
Master/Slave Boss/Maid
What do you dislike about me? I asked you to be 100% honest.
52~ What are your hobbies?
*** Questions About Me ***
Family Relation Age Play
48~ Do you have any siblings? Are you close to your family?
How many times do you think you have “made love”?
92~ Everyone needs a “safe” word. What is yours?
34~ Do you like the lights on or off during sex?
Has any man licked his wife's vagina while another man had sex with her?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
12- What is the weirdest thing you've ever eaten?
Circle IPO Is Said to Price Above Range to Raise $1.1 Billion - Bloomberg
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
37- Do you like your name? If you could change it, what would you change it too?
67~ Do you like it when your partner moans and/or is vocal during sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
The Ice Breaker Questions
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
47~ What would be your dream job and why?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
If yes, what?
Repairman/Lonely Wife Virgin/Experienced
What is your view on sex? Meaning, When/Where/ How often/
15~ Have you ever been “in love”? Who? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
Have you ever? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Nothing too Serious
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Would /have you ever given your partner a lap dance and Striptease?
17- Have you ever done drugs? Which ones? How often?
22- What is your favorite childhood memory? What is your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Model/Photographer Police/Criminal
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
62~ Have you used adult toys?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7- What if a person smells a certain way? 8- How about smoking?
50~ How many children do you have? What are their ages?
How about if they talk dirty and/or call you names?
How old are you? Male or Female?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
How many partners have you had oral sex with? Who? Care to Share?
42~ What’s your biggest regret in life?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
33- Beach or Mountains? Or is there another place to like better?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
Would you read them together?
That one or two things that made you go hmmmm, OMG or wow!
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
18- How often do you drink alcohol? What is your favorite drink?
19- Do/have you smoked? What do you prefer? How often?
28~ What are some things that turn on? What is your biggest turn on?
*** Deal Breaker Questions ***
1- What was your first impression of me? Has it changed?
61~ How willing would you be to try new sexual positions?
3- What’s your favorite smell? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5~ When you first started having sex, was it what you thought it would be?
What have you learned about yourself that you did not before this?
38~ Share your most embarrassing sexual memory?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
6- Do you have dreams? Can you remember them? What do you usually dream about?
10- What is your favorite family tradition? What’s your least favorite?
Over time has your thoughts on sex changed?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
51~ What tends to bring a smile to your face?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would you ever want to be woken up with oral and/or intercourse?
19- What’s your favorite fairytale? What’s your least favorite?
How well do you know me? And some of your thoughts about me
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Do you like it when they show and tell you what they want?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
76~ Have you had a threesome? Care to Share?
Does the thought excite you? Care to share?
Any that are a turn off?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
33- If you could visit any time period, when would you pick? Please explain why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- What Superhero or Superpower would you want to be/have?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Do you watch it? What is your favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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…
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
53~ How much can you tell me about the one thing you are most passionate about?
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- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
23- What is your dream job? What was it as a child?
You know that I will be 100% truthful, so ask.
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
21~ What was the best date you ever went on? What has been the worst?
What was the longest? What was the shortest?
81~ Do you have any kinks and/or fetishes?
83~ How do you feel about Porn?
3- Should Pluto still be considered a planet? 4- How about smoking?
89~ Do you like taking showers together?
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…
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?
Do you have a favorite? Is it ok if your partner does?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
28- What are some things that people do that irritate you?
What is your favorite position? Why?
65~ Describe the best orgasm you’ve ever had? Care to share?
Any that are a turn off?
40~ What’s the weirdest place you’ve ever had sex?
Get this wrong and this could mean the end… :-) some funny, some not…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
17- What’s your favorite holiday? What’s your least favorite?
* Give a rating for each one (0-100)
4- For a pet, Cat, dog or other?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22- Do you have any birth marks? How about scars? Care to share how you got them?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you think this brought you closer together?
Would you mind if your partner watched it? How about together vs alone?
*** What’s Your Favorite…? ***
18~ Who/when was your first “crush”?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do you like the “69” position? Do you prefer to be on top or bottom?
(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…)
12- What’s your favorite food? What’s your least favorite?
*** Questions about Relationships/Past ***
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14- What's your favorite dessert? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
39~ What are your love languages?
If you win, what will you make them do?
45~ How do you feel about me blindfolding you? How about blindfolding me?
*** Random Questions ***
35- Do you like playing board or cards game? 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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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)
If NO, would you ever have one? Would it be with 2 men or 2 women?
Teacher/Student Stranger/One Night Stand
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What have you learned about me that was new and/or surprising?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Nurse/Patient Celebrity/Fan
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
31- If given a chance to be immortal, would you take it? Why?
11- What's your favorite restaurant? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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?
21- What's your favorite way to spend a weekend or time off?
29~ What are some things that turn you off? What is your biggest turn off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
14- What is an embarrassing moment in your life? How about your most embarrassing?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Escort/Client Job Applicant/Hiring Manager
If you say it, I will stop, and we can talk about it when you are ready.
15- What bad habit do you wish you could quit? Do you have any addictions?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
70~ Would/do you have/like anal sex?
What would you say to prove to yourself that it was really you?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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,
25~ How do you feel about PDA? (Public Display of Affection)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
7- What are your thoughts on religion? Is there an afterlife?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
2- What’s your favorite color? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
36~ What is your favorite time of day to have sex/make love?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
13- What’s your favorite drink? What’s your least favorite?
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?
19~ Who/when was your first “heartbreak”?
11~ Have you ever been caught by your parents or children or others while having sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
71~ Would you give your partner a hand or foot job? Would you receive one?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
30~ What's something unexpected that turns you on?
26~ What side of the bed do you sleep on?
49~ How many times have you been married? Why did they end?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
36- Do you play video games? What is your favorite? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What are your thoughts on politics?
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?
20- What’s your favorite candy? What’s your least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Doctor/Nurse Stripper/Client
1- What’s your favorite animal? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
13- What is the craziest/scariest thing you've ever done?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?