What is the most interesting question you can ask to get to know someone?
09.06.2025 02:40
70~ Would/do you have/like anal sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
13- How about having a certain hair cut/style?
What movies have not aged well?
What do you dislike about me? I asked you to be 100% honest.
42~ What’s your biggest regret in life?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Why am I so tired of the keto diet?
2- What’s your favorite color? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
48~ Do you have any siblings? Are you close to your family?
Why are perceived or real slights interpreted as rejections and reality by pwBPD?
76~ Have you had a threesome? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
14- What's your favorite dessert? Do you a least favorite?
UN calls for investigation into killings near Gaza aid site - BBC
Nurse/Patient Celebrity/Fan
What have you learned about me that was new and/or surprising?
What was the longest? What was the shortest?
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…
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Would you mind if your partner watched it? How about together vs alone?
5- Have you ever been hypnotized? Would you allow yourself to be?
12- What’s your favorite food? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
How short is too short for a skirt?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
PlayStation Plus new free game is the service's first 'AAAA' - GAMINGbible
37- Do you like your name? If you could change it, what would you change it too?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Nothing too Serious
*** Deal Breaker Questions ***
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What would you say to prove to yourself that it was really you?
What do you say after "Hi" when chatting?
36- Do you play video games? What is your favorite? Do you a least favorite?
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Does a person with schizophrenia hear voices?
26~ What side of the bed do you sleep on?
33- If you could visit any time period, when would you pick? Please explain why?
20- What’s your favorite candy? What’s your least favorite?
Billy Joel attempted suicide twice and fell into coma after affair with friend's wife - KOMO
*** Questions About Me ***
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
19- Do/have you smoked? What do you prefer? How often?
Mario Kart World: All Costume Unlocks & Complete Outfit List - Nintendo Life
3- What Superhero or Superpower would you want to be/have?
Model/Photographer Police/Criminal
*** Questions about Relationships/Past ***
What do flat Earthers think causes the "magical downward force"?
* Give a rating for each one (0-100)
7- What are your thoughts on religion? Is there an afterlife?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
29- How superstitious are you?
Get this wrong and this could mean the end… :-) some funny, some not…
If NO, would you ever have one? Would it be with 2 men or 2 women?
What have you learned about yourself that you did not before this?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
17- Have you ever done drugs? Which ones? How often?
52~ Are you willing to make “those types” of bets with your partner?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Please share Did you stop?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
9- What’s your favorite season and why? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
56~ Would you ever go to a strip club 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…
37~ What is the biggest age gap between you and one of your sexual partners? 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?
Would you read them together?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
That one or two things that made you go hmmmm, OMG or wow!
Doctor/Nurse Stripper/Client
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
10- List 5 of your top pet peeves.
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 ever want to be woken up with oral and/or intercourse?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
15~ Have you ever been “in love”? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
3- Should Pluto still be considered a planet? 4- How about smoking?
36~ What is your favorite time of day to have sex/make love?
30~ What's something unexpected that turns you on?
9- Is there something you’ve always wanted to ask me but you’re afraid?
21~ What was the best date you ever went on? What has been the worst?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
34~ Do you like the lights on or off during sex?
How well do you know me? And some of your thoughts about me
19- What’s your favorite fairytale? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
31- If given a chance to be immortal, would you take it? Why?
28~ What are some things that turn on? What is your biggest turn on?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- What was your first impression of me? Has it changed?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Does the thought excite you? Care to share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
27- What was/ is nickname? Does it have a meaning behind it?
25~ How do you feel about PDA? (Public Display of Affection)
92~ Everyone needs a “safe” word. What is yours?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
53~ How much can you tell me about the one thing you are most passionate about?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
83~ How do you feel about Porn?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
32- What's your greatest talent? Can I see it right now?
38~ Share your most embarrassing sexual memory?
7- What if a person smells a certain way? 8- How about smoking?
51~ Are you willing to play adult games with your partner?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
(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?
You know that I will be 100% truthful, so ask.
40~ What’s the weirdest place you’ve ever had sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
39~ What are your love languages?
Escort/Client Job Applicant/Hiring Manager
Do you like the “69” position? Do you prefer to be on top or bottom?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you think this brought you closer together?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
21- What's your favorite way to spend a weekend or time off?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
4- For a pet, Cat, dog or other?
47~ What would be your dream job and why?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you like it when they show and tell you what they want?
28- What are some things that people do that irritate you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Teacher/Student Stranger/One Night Stand
13- What’s your favorite drink? What’s your least favorite?
The Ice Breaker Questions
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,
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
How many times do you think you have “made love”?
7-What do I do in bed that drives you wild? How about, what turns you off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
8- What are your thoughts on politics?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
71~ Would you give your partner a hand or foot job? Would you receive one?
81~ Do you have any kinks and/or fetishes?
14- What is an embarrassing moment in your life? How about your most embarrassing?
1- What’s your favorite animal? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Do you watch it? What is your favorite?
19~ Who/when was your first “heartbreak”?
18- How often do you drink alcohol? What is your favorite drink?
65~ Describe the best orgasm you’ve ever had? Care to share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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…
3- What’s your favorite smell? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
11~ Have you ever been caught by your parents or children or others while having sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
How old are you? Male or Female?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
If yes, what?
10~ How many dates are necessary before you to have sex with someone?
10- What is your favorite family tradition? What’s your least favorite?
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?
48~ Have you ever paid or been paid for sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
13~ Is there a difference between, making love, having sex, and fucking?
Would you allow me to clean every part of your body with my soapy hands and fingers?
How many partners have you had oral sex with? Who? Care to Share?
51~ What tends to bring a smile to your face?
Would you do it again, and would you rather 2 females or 2 males?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
11- List at least 5 things on your bucket list. Have you done any of them already?
What is your favorite position? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Can you Deep Throat? Do you like the taste of yourself?
11- What's your favorite restaurant? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
89~ Do you like taking showers together?
18~ Who/when was your first “crush”?
If YES, was it with 2 men or 2 women? Did you enjoy it?
5~ When you first started having sex, was it what you thought it would be?
12- What is the weirdest thing you've ever eaten?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
41~ Are there moments in your past that you would want to change? Please share 3 of them.
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Master/Slave Boss/Maid
How about if they talk dirty and/or call you names?
67~ Do you like it when your partner moans and/or is vocal during sex?
Repairman/Lonely Wife Virgin/Experienced
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
13- What is the craziest/scariest thing you've ever done?
22- What is your favorite childhood memory? What is your least favorite?
33- Beach or Mountains? Or is there another place to like better?
Any that are a turn off?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Over time has your thoughts on sex changed?
Prisoner/Prison Guard Landlord/Tenant
Family Relation Age Play
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
I would allow you to do it… What would you do to me?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
What is your favorite toy? Ever wanted to try a specific toy?
52~ What are your hobbies?
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?
50~ How many children do you have? What are their ages?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If you win, what will you make them do?
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?
23- What is your dream job? What was it as a child?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
What is your view on sex? Meaning, When/Where/ How often/
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
Any that are a turn off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Would /have you ever given your partner a lap dance and Striptease?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
92~ Have you ever had or have an STD? How many? What was it?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
17- What’s your favorite holiday? What’s your least favorite?
*** What’s Your Favorite…? ***
82~ Do you have any fantasies involving Role-Playing?
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?
62~ Have you used adult toys?
29~ What are some things that turn you off? What is your biggest turn off?
*** Random Questions ***
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)