What is the most interesting question you can ask to get to know someone?
12.06.2025 01:56
Would you read them together?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
26~ What side of the bed do you sleep on?
Trump asks Congress to pull $9.4 billion in funding for NPR, PBS and foreign aid - Axios
18- How often do you drink alcohol? What is your favorite drink?
Have you ever? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
You know that I will be 100% truthful, so ask.
What is your favorite toy? Ever wanted to try a specific toy?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
My boyfriend won’t tell me his past and it hurts me so I broke up with him what do I do?
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,
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
25~ How do you feel about PDA? (Public Display of Affection)
Fifth measles case in Georgia confirmed in family member of person with earlier case - 11Alive.com
How about if they talk dirty and/or call you names?
49~ How many times have you been married? Why did they end?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Why do I feel sleepy after massage?
17- What’s your favorite holiday? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
Nurse/Patient Celebrity/Fan
3- Should Pluto still be considered a planet? 4- How about smoking?
Do you like it when they show and tell you what they want?
32- What's your greatest talent? Can I see it right now?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
US Inflation to Tick Higher as Tariffs Reach Consumers - Bloomberg
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What was the longest? What was the shortest?
44~ Care to share something about yourself that no one else knows about you?
If you win, what will you make them do?
11~ Have you ever been caught by your parents or children or others while having sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
17 more Rite Aid stores to close in WA, including 4 Bartell Drugs - The Seattle Times
*** Questions about Relationships/Past ***
9~ How many times over your lifetime do you think you have had sex so far?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
29- How superstitious are you?
31- If given a chance to be immortal, would you take it? Why?
12- What’s your favorite food? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14- What's your favorite dessert? Do you a least favorite?
Master/Slave Boss/Maid
14- What is an embarrassing moment in your life? How about your most embarrassing?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Please share Did you stop?
81~ Do you have any kinks and/or fetishes?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
7- What are your thoughts on religion? Is there an afterlife?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
61~ How willing would you be to try new sexual positions?
3- What’s your favorite smell? Do you a least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
28~ What are some things that turn on? What is your biggest turn on?
Repairman/Lonely Wife Virgin/Experienced
Do you watch it? What is your favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you have a favorite? Is it ok if your partner does?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
7-What do I do in bed that drives you wild? How about, what turns you off?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
1- What was your first impression of me? Has it changed?
67~ Do you like it when your partner moans and/or is vocal during sex?
3- What Superhero or Superpower would you want to be/have?
39~ What are your love languages?
28- What are some things that people do that irritate you?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
7- What if a person smells a certain way? 8- How about smoking?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
70~ Would/do you have/like anal sex?
50~ How many children do you have? What are their ages?
Over time has your thoughts on sex changed?
53~ How much can you tell me about the one thing you are most passionate about?
What have you learned about me that was new and/or surprising?
5- Have you ever been hypnotized? Would you allow yourself to be?
51~ Are you willing to play adult games with your partner?
I would allow you to do it… What would you do to me?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
*** Random Questions ***
Would you allow me to clean every part of your body with my soapy hands and fingers?
15~ Have you ever been “in love”? Who? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
33- Beach or Mountains? Or is there another place to like better?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Any that are a turn off?
40~ What’s the weirdest place you’ve ever had sex?
9- If you could have three wishes, what would they be? Why?
8- What are your thoughts on politics?
13~ Is there a difference between, making love, having sex, and fucking?
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…
If NO, would you ever have one? Would it be with 2 men or 2 women?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
7- What’s your favorite book? Do you have a favorite genre? Do you a 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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Deal Breaker Questions ***
Prisoner/Prison Guard Landlord/Tenant
What is your view on sex? Meaning, When/Where/ How often/
Would you do it again, and would you rather 2 females or 2 males?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Family Relation Age Play
92~ Everyone needs a “safe” word. What is yours?
52~ What are your hobbies?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How many times do you think you have “made love”?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
80~ Share your top three fantasies/desires. (Be detailed) 😊
47~ What would be your dream job and why?
21- What's your favorite way to spend a weekend or time off?
52~ Are you willing to make “those types” of bets with your partner?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
29~ What are some things that turn you off? What is your biggest turn off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
13- What’s your favorite drink? What’s your least favorite?
If yes, what?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
48~ Do you have any siblings? Are you close to your family?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
2- What’s your favorite color? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
22- Do you have any birth marks? How about scars? Care to share how you got them?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Nothing too Serious
4- For a pet, Cat, dog or other?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Escort/Client Job Applicant/Hiring Manager
42~ What’s your biggest regret in life?
33- If you could visit any time period, when would you pick? Please explain why?
Do you like the “69” position? Do you prefer to be on top or bottom?
15- What's your favorite saying? What word or phrase is your least favorite?
13- What is the craziest/scariest thing you've ever done?
19~ Who/when was your first “heartbreak”?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What is your favorite position? Why?
21~ What was the best date you ever went on? What has been the worst?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10- List 5 of your top pet peeves.
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Model/Photographer Police/Criminal
How well do you know me? And some of your thoughts about me
24~ What are your expectations in a relationship? (I know a very big question, take your time)
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Questions About Me ***
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Can you Deep Throat? Do you like the taste of yourself?
62~ Have you used adult toys?
20- What’s your favorite candy? What’s your least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
12- What is the weirdest thing you've ever eaten?
8- What's your favorite flavor of ice cream? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
* Give a rating for each one (0-100)
If YES, was it with 2 men or 2 women? Did you enjoy 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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
10~ How many dates are necessary before you to have sex with someone?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
71~ Would you give your partner a hand or foot job? Would you receive one?
Would /have you ever given your partner a lap dance and Striptease?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
38~ Share your most embarrassing sexual memory?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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…
92~ Have you ever had or have an STD? How many? What was it?
Would you ever want to be woken up with oral and/or intercourse?
Teacher/Student Stranger/One Night Stand
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
30~ What's something unexpected that turns you on?
48~ Have you ever paid or been paid for sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
37- Do you like your name? If you could change it, what would you change it too?
83~ How do you feel about Porn?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How old are you? Male or Female?
*** What’s Your Favorite…? ***
What have you learned about yourself that you did not before this?
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?
1- What’s your favorite animal? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
Does the thought excite you? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
How many partners have you had oral sex with? Who? 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?
89~ Do you like taking showers together?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
6- Do you have dreams? Can you remember them? What do you usually dream about?
34- Ever been to a concert? What was your favorite? Who would you like to see?
11- What's your favorite restaurant? What’s your least favorite?
18~ Who/when was your first “crush”?
60~ How important is oral sex? Do you like receiving? Do you like giving?
(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…)
5~ When you first started having sex, was it what you thought it would be?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
9- What’s your favorite season and why? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
34~ Do you like the lights on or off during sex?
76~ Have you had a threesome? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Doctor/Nurse Stripper/Client
17- Have you ever done drugs? Which ones? How often?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What would you say to prove to yourself that it was really you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
Will you cheat again? How can, you be sure? Define what cheating is to you.
11- How about if they like a certain sports team? 12-How about drinking too much?
13- How about having a certain hair cut/style?
23- What is your dream job? What was it as a child?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
That one or two things that made you go hmmmm, OMG or wow!
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
19- What’s your favorite fairytale? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
Any that are a turn off?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
84~ How do you feel about reading/listening to adult stories?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
The Ice Breaker Questions
82~ Do you have any fantasies involving Role-Playing?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
51~ What tends to bring a smile to your face?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Do you think this brought you closer together?