What is the most interesting question you can ask to get to know someone?
12.06.2025 03:22
If NO, would you ever have one? Would it be with 2 men or 2 women?
11- What's your favorite restaurant? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Travis Kelce Salutes Taylor Swift for Buying Her Masters Back, 'It's Finally Hers' - Bleacher Report
48~ Do you have any siblings? Are you close to your family?
5- Have you ever been hypnotized? Would you allow yourself to be?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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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?
19- Do/have you smoked? What do you prefer? How often?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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76~ Have you had a threesome? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
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6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
83~ How do you feel about Porn?
*** Questions About Me ***
Which city should one visit between Nice and Cannes? Why?
I would allow you to do it… What would you do to me?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
9~ How many times over your lifetime do you think you have had sex so far?
Wall Street warns Trump aides the GOP tax bill could jolt bond markets - The Washington Post
92~ Everyone needs a “safe” word. What is yours?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
50~ How many children do you have? What are their ages?
Where can Ukrainians go if they cannot have shelter and heating this winter?
Please share Did you stop?
Model/Photographer Police/Criminal
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What do you think, TikTok is nothing but another porn site? Do you agree or not? Why?
What have you learned about yourself that you did not before this?
14- What's your favorite dessert? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Enhanced Box Score: Phillies 4, Cubs 3 – June 9, 2025 - Bleacher Nation
*** Random Questions ***
65~ Describe the best orgasm you’ve ever had? Care to share?
44~ Care to share something about yourself that no one else knows about you?
Would you ever want to be woken up with oral and/or intercourse?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How many partners have you had oral sex with? Who? Care to Share?
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89~ Do you like taking showers together?
15- What bad habit do you wish you could quit? Do you have any addictions?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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60~ How important is oral sex? Do you like receiving? Do you like giving?
Master/Slave Boss/Maid
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is the most ridiculous obviously false verse in the Bible?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
23- What is your dream job? What was it as a child?
What is your favorite position? Why?
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32- What's your greatest talent? Can I see it right now?
61~ How willing would you be to try new sexual positions?
3- What’s your favorite smell? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
3- What Superhero or Superpower would you want to be/have?
51~ Are you willing to play adult games with your partner?
Would you read them together?
18~ Who/when was your first “crush”?
34~ Do you like the lights on or off during sex?
Nurse/Patient Celebrity/Fan
That one or two things that made you go hmmmm, OMG or wow!
9- If you could have three wishes, what would they be? Why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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…
Will you cheat again? How can, you be sure? Define what cheating is to you.
70~ Would/do you have/like anal sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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…
(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…)
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
34- Ever been to a concert? What was your favorite? Who would you like to see?
How old are you? Male or Female?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
9- What’s your favorite season and why? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
3- Should Pluto still be considered a planet? 4- How about smoking?
19~ Who/when was your first “heartbreak”?
15~ Have you ever been “in love”? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
39~ What are your love languages?
17- Have you ever done drugs? Which ones? How often?
Would you mind if your partner watched it? How about together vs alone?
22- What is your favorite childhood memory? What is your least favorite?
1- What was your first impression of me? Has it changed?
*** Questions about Relationships/Past ***
62~ Have you used adult toys?
28- What are some things that people do that irritate you?
17- What’s your favorite holiday? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
2- What’s your favorite color? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
5~ When you first started having sex, was it what you thought it would be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
21- What's your favorite way to spend a weekend or time off?
What do you dislike about me? I asked you to be 100% honest.
33- If you could visit any time period, when would you pick? Please explain 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?
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)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
36- Do you play video games? What is your favorite? Do you a least favorite?
10- What is your favorite family tradition? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
Over time has your thoughts on sex changed?
15- What's your favorite saying? What word or phrase is your least favorite?
Any that are a turn off?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
29- How superstitious are you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you do it again, and would you rather 2 females or 2 males?
20- What’s your favorite candy? What’s your least favorite?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What was the longest? What was the shortest?
21~ What was the best date you ever went on? What has been the worst?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
* Give a rating for each one (0-100)
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
49~ How many times have you been married? Why did they end?
11- List at least 5 things on your bucket list. Have you done any of them already?
Have you ever? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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 shave/trim your pubic hair? For you guys do you shave your balls?
81~ Do you have any kinks and/or fetishes?
*** Deal Breaker Questions ***
67~ Do you like it when your partner moans and/or is vocal during sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Do you watch it? What is your favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How well do you know me? And some of your thoughts about me
The Ice Breaker Questions
12- What is the weirdest thing you've ever eaten?
If yes, what?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you like the “69” position? Do you prefer to be on top or bottom?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
4- For a pet, Cat, dog or other?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If you say it, I will stop, and we can talk about it when you are ready.
You know that I will be 100% truthful, so ask.
10~ How many dates are necessary before you to have sex with someone?
Escort/Client Job Applicant/Hiring Manager
Family Relation Age Play
What is your favorite toy? Ever wanted to try a specific toy?
18- How often do you drink alcohol? What is your favorite drink?
*** What’s Your Favorite…? ***
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
26~ What side of the bed do you sleep on?
Would /have you ever given your partner a lap dance and Striptease?
Teacher/Student Stranger/One Night Stand
12- What’s your favorite food? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Doctor/Nurse Stripper/Client
25~ How do you feel about PDA? (Public Display of Affection)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Nothing too Serious
7-What do I do in bed that drives you wild? How about, what turns you 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,
Does the thought excite you? Care to share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
52~ What are your hobbies?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What have you learned about me that was new and/or surprising?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
45~ How do you feel about me blindfolding you? How about blindfolding me?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
30~ What's something unexpected that turns you on?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
42~ What’s your biggest regret in life?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
51~ What tends to bring a smile to your face?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
13- What is the craziest/scariest thing you've ever done?
13- How about having a certain hair cut/style?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Any that are a turn off?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How about if they talk dirty and/or call you names?
47~ What would be your dream job and why?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If you win, what will you make them do?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
36~ What is your favorite time of day to have sex/make love?
If YES, was it with 2 men or 2 women? Did you enjoy it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
How many times do you think you have “made love”?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Will you kiss after your partner has gone down on you? Swallow or spit semen?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
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?
48~ Have you ever paid or been paid for sex?
13- What’s your favorite drink? What’s your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
11- How about if they like a certain sports team? 12-How about drinking too much?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
27- What was/ is nickname? Does it have a meaning behind it?
What is your view on sex? Meaning, When/Where/ How often/
7- What if a person smells a certain way? 8- How about smoking?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
Can you Deep Throat? Do you like the taste of yourself?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
38~ Share your most embarrassing sexual memory?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
33- Beach or Mountains? Or is there another place to like better?
1- What’s your favorite animal? Do you a least favorite?
What would you say to prove to yourself that it was really you?
13~ Is there a difference between, making love, having sex, and fucking?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
82~ Do you have any fantasies involving Role-Playing?
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?
29~ What are some things that turn you off? What is your biggest turn off?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Prisoner/Prison Guard Landlord/Tenant
10- List 5 of your top pet peeves.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
7- What are your thoughts on religion? Is there an afterlife?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do you have a favorite? Is it ok if your partner does?
40~ What’s the weirdest place you’ve ever had sex?
Do you think this brought you closer together?
52~ Are you willing to make “those types” of bets with your partner?
8- What are your thoughts on politics?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?