What is the most interesting question you can ask to get to know someone?
16.06.2025 01:08
You know that I will be 100% truthful, so ask.
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7-What do I do in bed that drives you wild? How about, what turns you off?
17- What’s your favorite holiday? What’s your least favorite?
How do I run away? I'm 15 and live in Oklahoma.
40~ What’s the weirdest place you’ve ever had sex?
49~ How many times have you been married? Why did they end?
20- What’s your favorite candy? What’s your least favorite?
When does a man tell a woman he has feelings for her?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
25~ How do you feel about PDA? (Public Display of Affection)
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
10~ How many dates are necessary before you to have sex with someone?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Which branch of engineering is better: ECE or Civil?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How many partners have you had oral sex with? Who? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
33- Beach or Mountains? Or is there another place to like better?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Kate Middleton and Princess Charlotte Opt for Aquamarine for Trooping the Colour 2025 - Vogue
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14- What's your favorite dessert? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
60~ How important is oral sex? Do you like receiving? Do you like giving?
31- If given a chance to be immortal, would you take it? Why?
What was the first Native American tribe to inhabit Long Island, NY?
That one or two things that made you go hmmmm, OMG or wow!
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
18- How often do you drink alcohol? What is your favorite drink?
Why am I so jealous towards couples? Why am I tired of being single and feel my life is over?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
34- Ever been to a concert? What was your favorite? Who would you like to see?
*** Deal Breaker Questions ***
Do any other guys like to eat cum of another man from their wife's pussy?
70~ Would/do you have/like anal sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
7- What if a person smells a certain way? 8- How about smoking?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What do you dislike about me? I asked you to be 100% honest.
The Undervalued Medical Power of Muscle - Medscape
11- How about if they like a certain sports team? 12-How about drinking too much?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
1~ How old were you when you had your first kiss? 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?
52~ Are you willing to make “those types” of bets with your partner?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
If you win, what will you make them do?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
21~ What was the best date you ever went on? What has been the worst?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Master/Slave Boss/Maid
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What is your favorite position? Why?
Please share Did you stop?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Repairman/Lonely Wife Virgin/Experienced
3- What was the most surprising thing you’ve learned about me throughout our relationship?
29~ What are some things that turn you off? What is your biggest turn off?
Do you like it when they show and tell you what they want?
Would you ever want to be woken up with oral and/or intercourse?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Escort/Client Job Applicant/Hiring Manager
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
18~ Who/when was your first “crush”?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
65~ Describe the best orgasm you’ve ever had? Care to share?
What is your view on sex? Meaning, When/Where/ How often/
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you have a favorite? Is it ok if your partner does?
15- What bad habit do you wish you could quit? Do you have any addictions?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Teacher/Student Stranger/One Night Stand
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?
What is your favorite toy? Ever wanted to try a specific toy?
13- What is the craziest/scariest thing you've ever done?
29- How superstitious are you?
Would you mind if your partner watched it? How about together vs alone?
21- Do you have any piercings? 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?
11- What's your favorite restaurant? What’s your least favorite?
47~ What would be your dream job and why?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
27- What was/ is nickname? Does it have a meaning behind it?
13~ Is there a difference between, making love, having sex, and fucking?
34~ Do you like the lights on or off during sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
52~ What are your hobbies?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
50~ How many children do you have? What are their ages?
39~ What are your love languages?
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.
Do you watch it? What is your favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Over time has your thoughts on sex changed?
11~ Have you ever been caught by your parents or children or others while having sex?
9~ How many times over your lifetime do you think you have had sex so far?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
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)
22- What is your favorite childhood memory? What is your least favorite?
Any that are a turn off?
76~ Have you had a threesome? 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?
Does the thought excite you? Care to share?
2- What’s your favorite color? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
(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- What are your thoughts on religion? Is there an afterlife?
If NO, would you ever have one? Would it be with 2 men or 2 women?
How well do you know me? And some of your thoughts about me
42~ What’s your biggest regret in life?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
19~ Who/when was your first “heartbreak”?
What would you say to prove to yourself that it was really you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
11- List at least 5 things on your bucket list. Have you done any of them already?
How many times do you think you have “made love”?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
51~ Are you willing to play adult games with your partner?
28~ What are some things that turn on? What is your biggest turn on?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
*** What’s Your Favorite…? ***
8- What are your thoughts on politics?
30~ What's something unexpected that turns you on?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
*** Random Questions ***
The Ice Breaker Questions
* Give a rating for each one (0-100)
53~ How much can you tell me about the one thing you are most passionate about?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
What have you learned about yourself that you did not before this?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Nurse/Patient Celebrity/Fan
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Family Relation Age Play
19- What’s your favorite fairytale? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
81~ Do you have any kinks and/or fetishes?
36- Do you play video games? What is your favorite? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
14- What is an embarrassing moment in your life? How about your most embarrassing?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
*** Questions About Me ***
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?
48~ Have you ever paid or been paid for sex?
51~ What tends to bring a smile to your face?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
84~ How do you feel about reading/listening to adult stories?
21- What's your favorite way to spend a weekend or time off?
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…
Prisoner/Prison Guard Landlord/Tenant
92~ Everyone needs a “safe” word. What is yours?
33- If you could visit any time period, when would you pick? Please explain why?
I would allow you to do it… What would you do to me?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Nothing too Serious
45~ How do you feel about me blindfolding you? How about blindfolding me?
82~ Do you have any fantasies involving Role-Playing?
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…
How old are you? Male or Female?
3- What’s your favorite smell? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
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?
28- What are some things that people do that irritate you?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
10- What is your favorite family tradition? What’s your least favorite?
Have you ever? Care to Share?
10- List 5 of your top pet peeves.
32- What's your greatest talent? Can I see it right now?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
*** Questions about Relationships/Past ***
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
3- Should Pluto still be considered a planet? 4- How about smoking?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
4- For a pet, Cat, dog or other?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Get this wrong and this could mean the end… :-) some funny, some not…
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
15~ Have you ever been “in love”? Who? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
89~ Do you like taking showers together?
Would you allow me to clean every part of your body with my soapy hands and fingers?
5- Have you ever been hypnotized? Would you allow yourself to be?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
38~ Share your most embarrassing sexual memory?
Would /have you ever given your partner a lap dance and Striptease?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Model/Photographer Police/Criminal
6- Do you have dreams? Can you remember them? What do you usually dream about?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
48~ Do you have any siblings? Are you close to your family?
44~ Care to share something about yourself that no one else knows about you?
If yes, what?
26~ What side of the bed do you sleep on?
1- What’s your favorite animal? Do you a least favorite?
What was the longest? What was the shortest?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
12- What’s your favorite food? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
Would you read them together?
13- How about having a certain hair cut/style?
62~ Have you used adult toys?
12- What is the weirdest thing you've ever eaten?
Do you think this brought you closer together?
83~ How do you feel about Porn?
37- Do you like your name? If you could change it, what would you change it too?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What have you learned about me that was new and/or surprising?
23- What is your dream job? What was it as a child?
9- If you could have three wishes, what would they be? Why?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
61~ How willing would you be to try new sexual positions?
19- Do/have you smoked? What do you prefer? How often?
Doctor/Nurse Stripper/Client
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What was your first impression of me? Has it changed?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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,
How about if they talk dirty and/or call you names?
3- What Superhero or Superpower would you want to be/have?