What is the most interesting question you can ask to get to know someone?
15.06.2025 05:37
Would you read them together?
*** Questions About Me ***
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
What's the most sordid activity you've ever seen or heard about at a bachelorette party?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would you ever want to be woken up with oral and/or intercourse?
What do you dislike about me? I asked you to be 100% honest.
Do you as a gay male enjoy the feeling of getting a penis in your anus?
34- Ever been to a concert? What was your favorite? Who would you like to see?
67~ Do you like it when your partner moans and/or is vocal during sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Have you had any paranormal activity situations happen personally to you or someone you know?
How old are you? Male or Female?
20- What’s your favorite candy? What’s your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How do I seduce a maid for sex?
76~ Have you had a threesome? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Did Obito ever fully redeem himself in everyone's eyes?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
3- Should Pluto still be considered a planet? 4- How about smoking?
What are the best ways to treat seasonal allergies?
12- What is the weirdest thing you've ever eaten?
Please share Did you stop?
65~ Describe the best orgasm you’ve ever had? Care to share?
What are some cute stories with your crush?
39~ What are your love languages?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What a list actors/ actresses are notorious for being jerks in real life?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
62~ Have you used adult toys?
92~ Have you ever had or have an STD? How many? What was it?
Can someone write me a sex story?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
15- What bad habit do you wish you could quit? Do you have any addictions?
36- Do you play video games? What is your favorite? Do you a least favorite?
We've Been Misreading a Major Law of Physics For Nearly 300 Years - ScienceAlert
2- What’s your favorite color? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
What are some tips for braiding a woman's hair on a date?
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?
*** Questions about Relationships/Past ***
40~ What’s the weirdest place you’ve ever had sex?
51~ Are you willing to play adult games with your partner?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is the dirtiest city in India?
19~ Who/when was your first “heartbreak”?
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?
How many partners have you had oral sex with? Who? Care to Share?
How did it feel to take your first gay BBC?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
7- What if a person smells a certain way? 8- How about smoking?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
For 9 Days, Earth Was Sending Out Mysterious Signals. Now We Know What They Were. - Yahoo
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
30~ What's something unexpected that turns you on?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Family Relation Age Play
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
92~ Everyone needs a “safe” word. What is yours?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
*** Deal Breaker Questions ***
12- What’s your favorite food? What’s your least favorite?
47~ What would be your dream job and why?
What would you say to prove to yourself that it was really you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7- What are your thoughts on religion? Is there an afterlife?
1~ How old were you when you had your first kiss? Who? Care to Share?
*** Random Questions ***
19- What’s your favorite fairytale? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Any that are a turn off?
18~ Who/when was your first “crush”?
38~ Share your most embarrassing sexual memory?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Escort/Client Job Applicant/Hiring Manager
52~ What are your hobbies?
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
29- How superstitious are you?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
61~ How willing would you be to try new sexual positions?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
Is there a smell that most people do not like that you do? Is there a smell 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?
How well do you know me? And some of your thoughts about me
17- Have you ever done drugs? Which ones? How often?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
45~ How do you feel about me blindfolding you? How about blindfolding me?
5~ When you first started having sex, was it what you thought it would be?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
32- What's your greatest talent? Can I see it right now?
37- Do you like your name? If you could change it, what would you change it too?
21~ What was the best date you ever went on? What has been the worst?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
48~ Do you have any siblings? Are you close to your family?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
14- What is an embarrassing moment in your life? How about your most embarrassing?
26~ What side of the bed do you sleep on?
How many times do you think you have “made love”?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
10- What is your favorite family tradition? What’s your least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
15~ Have you ever been “in love”? Who? Care to Share?
Nothing too Serious
What is your favorite position? Why?
31- If given a chance to be immortal, would you take it? Why?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
52~ Are you willing to make “those types” of bets with your partner?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Get this wrong and this could mean the end… :-) some funny, some not…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
70~ Would/do you have/like anal sex?
9~ How many times over your lifetime do you think you have had sex so far?
9- What’s your favorite season and why? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
3- What Superhero or Superpower would you want to be/have?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
Any that are a turn off?
10- List 5 of your top pet peeves.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you like it when they show and tell you what they want?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
13- What is the craziest/scariest thing you've ever done?
Nurse/Patient Celebrity/Fan
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
17- What’s your favorite holiday? What’s your least favorite?
What have you learned about yourself that you did not before this?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If yes, what?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
48~ Have you ever paid or been paid for sex?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
If you say it, I will stop, and we can talk about it when you are ready.
Will you cheat again? How can, you be sure? Define what cheating is to you.
60~ How important is oral sex? Do you like receiving? Do you like giving?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you like the “69” position? Do you prefer to be on top or bottom?
53~ How much can you tell me about the one thing you are most passionate about?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Teacher/Student Stranger/One Night Stand
29~ What are some things that turn you off? What is your biggest turn off?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
What was the longest? What was the shortest?
What is your view on sex? Meaning, When/Where/ How often/
36~ What is your favorite time of day to have sex/make love?
27- What was/ is nickname? Does it have a meaning behind it?
Do you watch it? What is your favorite?
82~ Do you have any fantasies involving Role-Playing?
50~ How many children do you have? What are their ages?
How about if they talk dirty and/or call you names?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
42~ What’s your biggest regret in life?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
If NO, would you ever have one? Would it be with 2 men or 2 women?
11~ Have you ever been caught by your parents or children or others while having sex?
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)
Master/Slave Boss/Maid
23- What is your dream job? What was it as a child?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
15- What's your favorite saying? What word or phrase is your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you have a favorite? Is it ok if your partner does?
(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…)
The Ice Breaker Questions
28- What are some things that people do that irritate you?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
33- If you could visit any time period, when would you pick? Please explain why?
Would you do it again, and would you rather 2 females or 2 males?
49~ How many times have you been married? Why did they end?
81~ Do you have any kinks and/or fetishes?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
21- What's your favorite way to spend a weekend or time off?
Does the thought excite you? Care to share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
I would allow you to do it… What would you do to me?
3- What’s your favorite smell? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? 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,
If YES, was it with 2 men or 2 women? Did you enjoy it?
13- How about having a certain hair cut/style?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you win, what will you make them do?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Do you think this brought you closer together?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Doctor/Nurse Stripper/Client
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Model/Photographer Police/Criminal
19- Do/have you smoked? What do you prefer? How often?
Repairman/Lonely Wife Virgin/Experienced
Would you mind if your partner watched it? How about together vs alone?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
11- How about if they like a certain sports team? 12-How about drinking too much?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
9- If you could have three wishes, what would they be? Why?
Can you Deep Throat? Do you like the taste of yourself?
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…
25~ How do you feel about PDA? (Public Display of Affection)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Prisoner/Prison Guard Landlord/Tenant
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What was your first impression of me? Has it changed?
Over time has your thoughts on sex changed?
83~ How do you feel about Porn?
34~ Do you like the lights on or off during sex?
18- How often do you drink alcohol? What is your favorite drink?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
That one or two things that made you go hmmmm, OMG or wow!
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
4- For a pet, Cat, dog or other?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
51~ What tends to bring a smile to your face?
Have you ever? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
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?
33- Beach or Mountains? Or is there another place to like better?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
What have you learned about me that was new and/or surprising?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
You know that I will be 100% truthful, so ask.
44~ Care to share something about yourself that no one else knows about you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What is your favorite toy? Ever wanted to try a specific toy?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would /have you ever given your partner a lap dance and Striptease?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
* Give a rating for each one (0-100)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
*** What’s Your Favorite…? ***
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…
8- What are your thoughts on politics?
13~ Is there a difference between, making love, having sex, and fucking?
11- What's your favorite restaurant? What’s your least favorite?
10~ How many dates are necessary before you to have sex with someone?
89~ Do you like taking showers together?