What is the most interesting question you can ask to get to know someone?
08.06.2025 02:41
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
*** Questions About Me ***
What is the dirtiest city in India?
3- What Superhero or Superpower would you want to be/have?
1- What was your first impression of me? Has it changed?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Why do I smell bad even though I have good hygiene?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
2- What’s your favorite color? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
Why has my ex moved on so fast after years of being together with me?
*** Deal Breaker Questions ***
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
13~ Is there a difference between, making love, having sex, and fucking?
Americans Are Growing Less Interested in Buying Electric Vehicles, Study Says - Road & Track
Would you allow me to clean every part of your body with my soapy hands and fingers?
70~ Would/do you have/like anal sex?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What are 5 ways that can be done by the community to improve the public transport system?
19~ Who/when was your first “heartbreak”?
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)
How do you recognize when your mental health might need attention?
17- Have you ever done drugs? Which ones? How often?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Can you Deep Throat? Do you like the taste of yourself?
Regeneron Pharmaceuticals Crashes 19% On A Surprise Sanofi-Tied Failure - Investor's Business Daily
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Would you mind if your partner watched it? How about together vs alone?
10~ How many dates are necessary before you to have sex with someone?
52~ What are your hobbies?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How do I find a transgender girlfriend?
28- What are some things that people do that irritate you?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
He led George W. Bush's PEPFAR program to stop AIDS. Now he fears for its future - NPR
7- What are your thoughts on religion? Is there an afterlife?
Would you do it again, and would you rather 2 females or 2 males?
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,
Toyota Industries' shares nosedive on $33 billion buyout deal — steepest fall in 10 months - CNBC
18~ Who/when was your first “crush”?
12- What’s your favorite food? What’s your least favorite?
The Ice Breaker Questions
What is the sluttiest thing your wife has ever done?
What was the longest? What was the shortest?
71~ Would you give your partner a hand or foot job? Would you receive one?
65~ Describe the best orgasm you’ve ever had? Care to share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Nothing too Serious
28~ What are some things that turn on? What is your biggest turn on?
13- What’s your favorite drink? What’s your least favorite?
Model/Photographer Police/Criminal
Will you cheat again? How can, you be sure? Define what cheating is to you.
33- Beach or Mountains? Or is there another place to like better?
What is your favorite position? Why?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Master/Slave Boss/Maid
8- What's your favorite flavor of ice cream? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
48~ Do you have any siblings? Are you close to your family?
45~ How do you feel about me blindfolding you? How about blindfolding me?
81~ Do you have any kinks and/or fetishes?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
29~ What are some things that turn you off? What is your biggest turn off?
19- Do/have you smoked? What do you prefer? How often?
If you say it, I will stop, and we can talk about it when you are ready.
61~ How willing would you be to try new sexual positions?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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…
82~ Do you have any fantasies involving Role-Playing?
37- Do you like your name? If you could change it, what would you change it too?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10- List 5 of your top pet peeves.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
How old are you? Male or Female?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
11- How about if they like a certain sports team? 12-How about drinking too much?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
I would allow you to do it… What would you do to me?
Do you think this brought you closer together?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
62~ Have you used adult toys?
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…
What is your favorite toy? Ever wanted to try a specific toy?
25~ How do you feel about PDA? (Public Display of Affection)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
13- What is the craziest/scariest thing you've ever done?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9- What’s your favorite season and why? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
42~ What’s your biggest regret in life?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Would /have you ever given your partner a lap dance and Striptease?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
48~ Have you ever paid or been paid for sex?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Get this wrong and this could mean the end… :-) some funny, some not…
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
31- If given a chance to be immortal, would you take it? Why?
67~ Do you like it when your partner moans and/or is vocal during sex?
5~ When you first started having sex, was it what you thought it would be?
53~ How much can you tell me about the one thing you are most passionate about?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you have a favorite? Is it ok if your partner does?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
If NO, would you ever have one? Would it be with 2 men or 2 women?
*** Random Questions ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you watch it? What is your 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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
If YES, was it with 2 men or 2 women? Did you enjoy it?
How many times do you think you have “made love”?
If yes, what?
*** Questions about Relationships/Past ***
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
*** What’s Your Favorite…? ***
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- If you could have three wishes, what would they be? Why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
83~ How do you feel about Porn?
39~ What are your love languages?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
34~ Do you like the lights on or off during sex?
38~ Share your most embarrassing sexual memory?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14- What's your favorite dessert? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
51~ What tends to bring a smile to your face?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Would you read them together?
20- Do you have any tattoos? 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.
8- What are your thoughts on politics?
76~ Have you had a threesome? Care to Share?
29- How superstitious are you?
47~ What would be your dream job and why?
10- What is your favorite family tradition? What’s your least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Do you like the “69” position? Do you prefer to be on top or bottom?
1~ How old were you when you had your first kiss? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
9~ How many times over your lifetime do you think you have had sex so far?
Do you like it when they show and tell you what they want?
Any that are a turn off?
1- What’s your favorite animal? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
Prisoner/Prison Guard Landlord/Tenant
51~ Are you willing to play adult games with your partner?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
40~ What’s the weirdest place you’ve ever had sex?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
60~ How important is oral sex? Do you like receiving? Do you like giving?
89~ Do you like taking showers together?
26~ What side of the bed do you sleep on?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you ever want to be woken up with oral and/or intercourse?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
21~ What was the best date you ever went on? What has been the worst?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
44~ Care to share something about yourself that no one else knows about you?
49~ How many times have you been married? Why did they end?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Family Relation Age Play
84~ How do you feel about reading/listening to adult stories?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
22- What is your favorite childhood memory? What is your least favorite?
36~ What is your favorite time of day to have sex/make love?
33- If you could visit any time period, when would you pick? Please explain why?
If you win, what will you make them do?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
How many partners have you had oral sex with? Who? Care to Share?
You know that I will be 100% truthful, so ask.
4- For a pet, Cat, dog or other?
Escort/Client Job Applicant/Hiring Manager
5- Have you ever been hypnotized? Would you allow yourself to be?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What have you learned about yourself that you did not before this?
Over time has your thoughts on sex changed?
50~ How many children do you have? What are their ages?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What do you dislike about me? I asked you to be 100% honest.
3- Should Pluto still be considered a planet? 4- How about smoking?
30~ What's something unexpected that turns you on?
Does the thought excite you? Care to share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Please share Did you stop?
What is your view on sex? Meaning, When/Where/ How often/
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
21- What's your favorite way to spend a weekend or time off?
That one or two things that made you go hmmmm, OMG or wow!
What’s the longest time you gone without having sex, after, having it? How much time between the others?
15~ Have you ever been “in love”? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
11- What's your favorite restaurant? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
11~ Have you ever been caught by your parents or children or others while having sex?
How about if they talk dirty and/or call you names?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
52~ Are you willing to make “those types” of bets with your partner?
12- What is the weirdest thing you've ever eaten?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
20- What’s your favorite candy? What’s your least favorite?
92~ Everyone needs a “safe” word. What is yours?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
15- What bad habit do you wish you could quit? Do you have any addictions?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Have you ever? Care to Share?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
32- What's your greatest talent? Can I see it right now?
3- What’s your favorite smell? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
17- What’s your favorite holiday? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22- Do you have any birth marks? How about scars? Care to share how you got them?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
23- What is your dream job? What was it as a child?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
(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…)
Nurse/Patient Celebrity/Fan
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?
* Give a rating for each one (0-100)
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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)
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Doctor/Nurse Stripper/Client
Any that are a turn off?
What have you learned about me that was new and/or surprising?