What is the most interesting question you can ask to get to know someone?
11.06.2025 06:07
1- What’s your favorite animal? Do you a least favorite?
Teacher/Student Stranger/One Night Stand
53~ How much can you tell me about the one thing you are most passionate about?
What we know about Trump's latest travel ban - BBC
76~ Have you had a threesome? Care to Share?
34~ Do you like the lights on or off during sex?
8- What are your thoughts on politics?
Be a super-ager — and join the ‘wellderly’ - The Times
*** Questions about Relationships/Past ***
Doctor/Nurse Stripper/Client
Escort/Client Job Applicant/Hiring Manager
New COVID-19 variant detected in Washington state, health officials say - KING5.com
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
44~ Care to share something about yourself that no one else knows about you?
Why does my vagina always itch so badly after my periods?
82~ Do you have any fantasies involving Role-Playing?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Please share Did you stop?
The two rules investors need to follow right now as the S&P 500 eyes a return to 6,000 - MarketWatch
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
40~ What’s the weirdest place you’ve ever had sex?
Do you think this brought you closer together?
6 Ways You Can Control Microplastics From Getting Into Your Food - HuffPost
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
9- What’s your favorite season and why? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
New Report Ranks 3 New Jersey Towns Among Kindest In America - 92.7 WOBM
37- Do you like your name? If you could change it, what would you change it too?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
Semiconductor Supplier GlobalFoundries to Spend $16B to Boost US Chip Production - Investopedia
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Kentucky Downs No. 11 Tigers 16-4 in Clemson Regional - Clemson Tigers
9- Is there something you’ve always wanted to ask me but you’re afraid?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Can you Deep Throat? Do you like the taste of yourself?
Is it ok for someone to crossdress in public?
15- What bad habit do you wish you could quit? Do you have any addictions?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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…
What was your first gay male experience?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
Prisoner/Prison Guard Landlord/Tenant
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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?
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?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
31- If given a chance to be immortal, would you take it? Why?
What do you dislike about me? I asked you to be 100% honest.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
80~ Share your top three fantasies/desires. (Be detailed) 😊
84~ How do you feel about reading/listening to adult stories?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If yes, what?
30~ What's something unexpected that turns you on?
20- What’s your favorite candy? What’s your least favorite?
13- What is the craziest/scariest thing you've ever done?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
1~ How old were you when you had your first kiss? Who? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
28- What are some things that people do that irritate you?
Does the thought excite you? Care to share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
28~ What are some things that turn on? What is your biggest turn on?
70~ Would/do you have/like anal sex?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
48~ Have you ever paid or been paid for sex?
19- Do/have you smoked? What do you prefer? How often?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Nurse/Patient Celebrity/Fan
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13- How about having a certain hair cut/style?
* Give a rating for each one (0-100)
Get this wrong and this could mean the end… :-) some funny, some not…
15- What's your favorite saying? What word or phrase is your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
52~ Are you willing to make “those types” of bets with your partner?
7- What if a person smells a certain way? 8- How about smoking?
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?
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?
How many partners have you had oral sex with? Who? Care to Share?
What was the longest? What was the shortest?
38~ Share your most embarrassing sexual memory?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do you watch it? What is your favorite?
You know that I will be 100% truthful, so ask.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What have you learned about me that was new and/or surprising?
I would allow you to do it… What would you do to me?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
How old are you? Male or Female?
3- What’s your favorite smell? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** Questions About Me ***
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
18- How often do you drink alcohol? What is your favorite drink?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
What is your favorite toy? Ever wanted to try a specific toy?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
33- If you could visit any time period, when would you pick? Please explain why?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
*** Random Questions ***
23- What is your dream job? What was it as a child?
Repairman/Lonely Wife Virgin/Experienced
If you lose, are you willing to be their sex slave for a day, (anything goes)?
83~ How do you feel about Porn?
Would you do it again, and would you rather 2 females or 2 males?
*** Deal Breaker Questions ***
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
47~ What would be your dream job and why?
25~ How do you feel about PDA? (Public Display of Affection)
The Ice Breaker Questions
Would /have you ever given your partner a lap dance and Striptease?
39~ What are your love languages?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
26~ What side of the bed do you sleep on?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
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,
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
10- List 5 of your top pet peeves.
Would you mind if your partner watched it? How about together vs alone?
What have you learned about yourself that you did not before this?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
3- Should Pluto still be considered a planet? 4- How about smoking?
Will you cheat again? How can, you be sure? Define what cheating is to you.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
4- For a pet, Cat, dog or other?
81~ Do you have any kinks and/or fetishes?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Do you like it when they show and tell you what they want?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? 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?
29~ What are some things that turn you off? What is your biggest turn off?
36~ What is your favorite time of day to have sex/make love?
Do you like the “69” position? Do you prefer to be on top or bottom?
Family Relation Age Play
Do you shave/trim your pubic hair? For you guys do you shave your balls?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
92~ Everyone needs a “safe” word. What is yours?
12- What’s your favorite food? What’s your least favorite?
1- What was your first impression of me? Has it changed?
12- What is the weirdest thing you've ever eaten?
Would you read them together?
33- Beach or Mountains? Or is there another place to like better?
11- List at least 5 things on your bucket list. Have you done any of them already?
50~ How many children do you have? What are their ages?
92~ Have you ever had or have an STD? How many? What was it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
10~ How many dates are necessary before you to have sex with someone?
Do you have a favorite? Is it ok if your partner does?
If you win, what will you make them do?
Any that are a turn off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
13- What’s your favorite drink? What’s your least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
(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…)
14- What's your favorite dessert? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
89~ Do you like taking showers together?
14- What is an embarrassing moment in your life? How about your most embarrassing?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
22- Do you have any birth marks? How about scars? Care to share how you got them?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
18~ Who/when was your first “crush”?
Model/Photographer Police/Criminal
51~ Are you willing to play adult games with your partner?
49~ How many times have you been married? Why did they end?
What would you say to prove to yourself that it was really you?
61~ How willing would you be to try new sexual positions?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
That one or two things that made you go hmmmm, OMG or wow!
7-What do I do in bed that drives you wild? How about, what turns you off?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How many times do you think you have “made love”?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If you say it, I will stop, and we can talk about it when you are ready.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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…
15~ Have you ever been “in love”? Who? Care to Share?
Master/Slave Boss/Maid
5- Have you ever been hypnotized? Would you allow yourself to be?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
60~ How important is oral sex? Do you like receiving? Do you like giving?
27- What was/ is nickname? Does it have a meaning behind it?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
21- What's your favorite way to spend a weekend or time off?
9- If you could have three wishes, what would they be? Why?
11- What's your favorite restaurant? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
Would you ever want to be woken up with oral and/or intercourse?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Have you ever? Care to Share?
Any that are a turn off?
11- How about if they like a certain sports team? 12-How about drinking too much?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
17- What’s your favorite holiday? What’s your least favorite?
48~ Do you have any siblings? Are you close to your family?
Nothing too Serious
19~ Who/when was your first “heartbreak”?
52~ What are your hobbies?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
62~ Have you used adult toys?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
9~ How many times over your lifetime do you think you have had sex so far?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
42~ What’s your biggest regret in life?
What is your view on sex? Meaning, When/Where/ How often/
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
22- What is your favorite childhood memory? What is your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
29- How superstitious are you?
Over time has your thoughts on sex changed?
5~ When you first started having sex, was it what you thought it would be?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
2- What’s your favorite color? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
19- What’s your favorite fairytale? What’s your least favorite?
51~ What tends to bring a smile to your face?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do 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)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
What is your favorite position? Why?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
How about if they talk dirty and/or call you names?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How well do you know me? And some of your thoughts about me
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
*** What’s Your Favorite…? ***