What is the most interesting question you can ask to get to know someone?
08.06.2025 03:21
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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Nothing too Serious
Would /have you ever given your partner a lap dance and Striptease?
11~ Have you ever been caught by your parents or children or others while having sex?
Is the 4B movement's aggressiveness against men for seeing women as mantelpieces valid?
If YES, was it with 2 men or 2 women? Did you enjoy it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
29- How superstitious are you?
That one or two things that made you go hmmmm, OMG or wow!
Model/Photographer Police/Criminal
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What was the hottest inappropriate sex you ever had?
1~ How old were you when you had your first kiss? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Are there any penalties for bestiality in the USA and laws prohibiting it?
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)
28- What are some things that people do that irritate you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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27- What was/ is nickname? Does it have a meaning behind it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Why do we exist, and why are we conscious?
65~ Describe the best orgasm you’ve ever had? 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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Why don’t the little sugar breeches gun owners understand that life isn’t all sunshine and rainbows?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
(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…)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If you get a chance to have sex with either Kajal Agarwal or Samantha, who would you choose and why?
33- If you could visit any time period, when would you pick? Please explain why?
9- What’s your favorite season and why? What’s your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Why do so many autistic adults deal with self-hatred?
* Give a rating for each one (0-100)
15~ Have you ever been “in love”? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How can I handle my distrust and jealousy for my partner?
60~ How important is oral sex? Do you like receiving? Do you like giving?
How old are you? Male or Female?
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?
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22~ What is the best pickup line anyone has ever used on you? What was the worst?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
37- Do you like your name? If you could change it, what would you change it too?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
23- What is your dream job? What was it as a child?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
19- Do/have you smoked? What do you prefer? How often?
8- What are your thoughts on politics?
Family Relation Age Play
What have you learned about me that was new and/or surprising?
*** Random Questions ***
17- What’s your favorite holiday? What’s your least favorite?
Do you watch it? What is your favorite?
7- What are your thoughts on religion? Is there an afterlife?
If you win, what will you make them do?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
39~ What are your love languages?
Any that are a turn off?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
The Ice Breaker Questions
9- Is there something you’ve always wanted to ask me but you’re afraid?
61~ How willing would you be to try new sexual positions?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Deal Breaker Questions ***
53~ How much can you tell me about the one thing you are most passionate about?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
5~ When you first started having sex, was it what you thought it would be?
10- List 5 of your top pet peeves.
48~ Have you ever paid or been paid for sex?
33- Beach or Mountains? Or is there another place to like better?
*** Questions About Me ***
51~ What tends to bring a smile to your face?
11- What's your favorite restaurant? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Please share Did you stop?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What’s your favorite smell? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you like the “69” position? Do you prefer to be on top or bottom?
You know that I will be 100% truthful, so ask.
What would you say to prove to yourself that it was really you?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
48~ Do you have any siblings? Are you close to your family?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
92~ Have you ever had or have an STD? How many? What was it?
70~ Would/do you have/like anal sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you read them together?
How about if they talk dirty and/or call you names?
Would you allow me to clean every part of your body with my soapy hands and fingers?
2- What’s your favorite color? Do you a least favorite?
52~ What are your hobbies?
67~ Do you like it when your partner moans and/or is vocal during sex?
76~ Have you had a threesome? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
10- What is your favorite family tradition? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
18~ Who/when was your first “crush”?
19- What’s your favorite fairytale? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
25~ How do you feel about PDA? (Public Display of Affection)
40~ What’s the weirdest place you’ve ever had sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
22- What is your favorite childhood memory? What is your least favorite?
What was the longest? What was the shortest?
Doctor/Nurse Stripper/Client
31- If given a chance to be immortal, would you take it? Why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
34- Ever been to a concert? What was your favorite? Who would you like to see?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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,
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
Nurse/Patient Celebrity/Fan
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Do you have a favorite? Is it ok if your partner does?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
36~ What is your favorite time of day to have sex/make love?
1- What was your first impression of me? Has it changed?
3- What Superhero or Superpower would you want to be/have?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
84~ How do you feel about reading/listening to adult stories?
What is your favorite toy? Ever wanted to try a specific toy?
13- What is the craziest/scariest thing you've ever done?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would you ever want to be woken up with oral and/or intercourse?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
26~ What side of the bed do you sleep on?
*** What’s Your 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?
Would you do it again, and would you rather 2 females or 2 males?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
29~ What are some things that turn you off? What is your biggest turn off?
13- What’s your favorite drink? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
15- What bad habit do you wish you could quit? Do you have any addictions?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
I would allow you to do it… What would you do to me?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
4- For a pet, Cat, dog or other?
51~ Are you willing to play adult games with your partner?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Get this wrong and this could mean the end… :-) some funny, some not…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Have you ever? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
How many partners have you had oral sex with? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
20- What’s your favorite candy? What’s your least favorite?
How many times do you think you have “made love”?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
15- What's your favorite saying? What word or phrase is your least favorite?
*** Questions about Relationships/Past ***
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
28~ What are some things that turn on? What is your biggest turn on?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
49~ How many times have you been married? Why did they end?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
81~ Do you have any kinks and/or fetishes?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Will you cheat again? How can, you be sure? Define what cheating is to you.
36- Do you play video games? What is your favorite? Do you a least favorite?
47~ What would be your dream job and why?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
Do you think this brought you closer together?
13- How about having a certain hair cut/style?
10~ How many dates are necessary before you to have sex with someone?
14- What is an embarrassing moment in your life? How about your most embarrassing?
11- How about if they like a certain sports team? 12-How about drinking too much?
Would you mind if your partner watched it? How about together vs alone?
42~ What’s your biggest regret in life?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song 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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
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?
9- If you could have three wishes, what would they be? Why?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Teacher/Student Stranger/One Night Stand
45~ How do you feel about me blindfolding you? How about blindfolding me?
52~ Are you willing to make “those types” of bets with your partner?
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?
12- What’s your favorite food? What’s your least favorite?
Do you like it when they show and tell you what they want?
If yes, what?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
71~ Would you give your partner a hand or foot job? Would you receive one?
What is your favorite position? Why?
21- What's your favorite way to spend a weekend or time off?
What is your view on sex? Meaning, When/Where/ How often/
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
9~ How many times over your lifetime do you think you have had sex so far?
83~ How do you feel about Porn?
92~ Everyone needs a “safe” word. What is yours?
89~ Do you like taking showers together?
13~ Is there a difference between, making love, having sex, and fucking?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
44~ Care to share something about yourself that no one else knows about you?
7- What if a person smells a certain way? 8- How about smoking?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
32- What's your greatest talent? Can I see it right now?
What do you dislike about me? I asked you to be 100% honest.
62~ Have you used adult toys?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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…
Over time has your thoughts on sex changed?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
Can you Deep Throat? Do you like the taste of yourself?
Master/Slave Boss/Maid
14- What's your favorite dessert? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If you say it, I will stop, and we can talk about it when you are ready.
3- Should Pluto still be considered a planet? 4- How about smoking?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
22- Do you have any birth marks? How about scars? Care to share how you got them?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
18- How often do you drink alcohol? What is your favorite drink?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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…
38~ Share your most embarrassing sexual memory?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Does the thought excite you? Care to share?
What have you learned about yourself that you did not before this?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
34~ Do you like the lights on or off during sex?
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?
30~ What's something unexpected that turns you on?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How well do you know me? And some of your thoughts about me
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Repairman/Lonely Wife Virgin/Experienced
Escort/Client Job Applicant/Hiring Manager
What’s the longest time you gone without having sex, after, having it? How much time between the others?