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