What is the most interesting question you can ask to get to know someone?
08.06.2025 01:23
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
7- What if a person smells a certain way? 8- How about smoking?
How much should one budget to travel for 1 month generally?
Please share Did you stop?
14- What's your favorite dessert? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
62~ Have you used adult toys?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
50~ How many children do you have? What are their ages?
Why can't we send flat Earthers to space and show them the shape of Earth?
18- How often do you drink alcohol? What is your favorite drink?
13- How about having a certain hair cut/style?
26~ What side of the bed do you sleep on?
Do guys ever want to suck a dick even though they are straight?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What was the longest? What was the shortest?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Get this wrong and this could mean the end… :-) some funny, some not…
20- What’s your favorite candy? What’s your least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Trump Questioned Extent Of Musk’s DOGE Cuts, Report Says - Forbes
11- How about if they like a certain sports team? 12-How about drinking too much?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Over time has your thoughts on sex changed?
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51~ Are you willing to play adult games with your partner?
Would you read them together?
52~ What are your hobbies?
After delay, man accused of killing Jonathan Joss released from jail - San Antonio Express-News
How many times do you think you have “made love”?
If you win, what will you make them do?
What do you dislike about me? I asked you to be 100% honest.
Weber, Morgan health officials warn residents after bat tests positive for rabies - KSL.com
8- What are your thoughts on politics?
Nurse/Patient Celebrity/Fan
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Subway owner buys popular chicken chain in $1 billion deal - PennLive.com
19- What’s your favorite fairytale? What’s your least favorite?
4- For a pet, Cat, dog or other?
11- What's your favorite restaurant? What’s your least favorite?
If you could go back and rewrite the Legend of Korra, what would you change, and why?
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?
What is your view on sex? Meaning, When/Where/ How often/
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
30~ What's something unexpected that turns you on?
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?
23- What is your dream job? What was it as a child?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
53~ How much can you tell me about the one thing you are most passionate about?
42~ What’s your biggest regret in life?
83~ How do you feel about Porn?
2- What’s your favorite color? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
10~ How many dates are necessary before you to have sex with someone?
6- Do you have dreams? Can you remember them? What do you usually dream about?
37- Do you like your name? If you could change it, what would you change it too?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
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,
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?
3- What Superhero or Superpower would you want to be/have?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
45~ How do you feel about me blindfolding you? How about blindfolding me?
40~ What’s the weirdest place you’ve ever had sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Any that are a turn off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
44~ Care to share something about yourself that no one else knows about you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would you allow me to shave your legs? How about your pubic hair? How about shower 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…
28~ What are some things that turn on? What is your biggest turn on?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Do you have a favorite? Is it ok if your partner does?
33- If you could visit any time period, when would you pick? Please explain why?
81~ Do you have any kinks and/or fetishes?
1- What’s your favorite animal? Do you a least favorite?
Doctor/Nurse Stripper/Client
3- Should Pluto still be considered a planet? 4- How about smoking?
What have you learned about yourself that you did not before this?
82~ Do you have any fantasies involving Role-Playing?
5- Have you ever been hypnotized? Would you allow yourself to be?
18~ Who/when was your first “crush”?
7- What are your thoughts on religion? Is there an afterlife?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Have you ever? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
80~ Share your top three fantasies/desires. (Be detailed) 😊
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
33- Beach or Mountains? Or is there another place to like better?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13- What’s your favorite drink? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
84~ How do you feel about reading/listening to adult stories?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What is your favorite position? Why?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
11- List at least 5 things on your bucket list. Have you done any of them already?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
47~ What would be your dream job and why?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Nothing too Serious
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What is your favorite toy? Ever wanted to try a specific toy?
*** Deal Breaker Questions ***
Do you think this brought you closer together?
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?
What have you learned about me that was new and/or surprising?
89~ Do you like taking showers together?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched 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?
13~ Is there a difference between, making love, having sex, and fucking?
34~ Do you like the lights on or off during sex?
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…
10- List 5 of your top pet peeves.
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)
61~ How willing would you be to try new sexual positions?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
49~ How many times have you been married? Why did they end?
60~ How important is oral sex? Do you like receiving? Do you like giving?
21~ What was the best date you ever went on? What has been the worst?
How old are you? Male or Female?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
92~ Everyone needs a “safe” word. What is yours?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
15- What's your favorite saying? What word or phrase is your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
25~ How do you feel about PDA? (Public Display of Affection)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Does the thought excite you? Care to share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Escort/Client Job Applicant/Hiring Manager
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- If you could have three wishes, what would they be? Why?
15~ Have you ever been “in love”? Who? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
* Give a rating for each one (0-100)
What would you say to prove to yourself that it was really you?
Prisoner/Prison Guard Landlord/Tenant
*** Questions about Relationships/Past ***
9~ How many times over your lifetime do you think you have had sex so far?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
21- What's your favorite way to spend a weekend or time off?
76~ Have you had a threesome? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
17- Have you ever done drugs? Which ones? How often?
Would you ever want to be woken up with oral and/or intercourse?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Would you allow me to clean every part of your body with my soapy hands and fingers?
I would allow you to do it… What would you do to me?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
28- What are some things that people do that irritate you?
*** Random Questions ***
The Ice Breaker Questions
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
That one or two things that made you go hmmmm, OMG or wow!
38~ Share your most embarrassing sexual memory?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Model/Photographer Police/Criminal
Master/Slave Boss/Maid
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How many partners have you had oral sex with? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
*** What’s Your Favorite…? ***
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you like the “69” position? Do you prefer to be on top or bottom?
7-What do I do in bed that drives you wild? How about, what turns you off?
Will you cheat again? How can, you be sure? Define what cheating is to you.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
(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…)
92~ Have you ever had or have an STD? How many? What was it?
You know that I will be 100% truthful, so ask.
22- What is your favorite childhood memory? What is your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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…
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
If yes, what?
70~ Would/do you have/like anal sex?
19~ Who/when was your first “heartbreak”?
Repairman/Lonely Wife Virgin/Experienced
27- What was/ is nickname? Does it have a meaning behind it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
19- Do/have you smoked? What do you prefer? How often?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Family Relation Age Play
Would you do it again, and would you rather 2 females or 2 males?
14- What is an embarrassing moment in your life? How about your most embarrassing?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
*** Questions About Me ***
Teacher/Student Stranger/One Night Stand
Do you like it when they show and tell you what they want?
22- Do you have any birth marks? How about scars? Care to share how you got them?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
48~ Do you have any siblings? Are you close to your family?
9- What’s your favorite season and why? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would /have you ever given your partner a lap dance and Striptease?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
39~ What are your love languages?
10- What is your favorite family tradition? What’s your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
52~ Are you willing to make “those types” of bets with your partner?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
29- How superstitious are you?
1- What was your first impression of me? Has it changed?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
5~ When you first started having sex, was it what you thought it would be?
12- What’s your favorite food? What’s your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
51~ What tends to bring a smile to your face?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
48~ Have you ever paid or been paid for sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How about if they talk dirty and/or call you names?
17- What’s your favorite holiday? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Can you Deep Throat? Do you like the taste of yourself?
Do you watch it? What is your favorite?
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?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
How well do you know me? And some of your thoughts about me
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
12- What is the weirdest thing you've ever eaten?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?