What is the most interesting question you can ask to get to know someone?
10.06.2025 03:56
Can you Deep Throat? Do you like the taste of yourself?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
What do you like the most about black people?
22- What is your favorite childhood memory? What is your least favorite?
What have you learned about yourself that you did not before this?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
21~ What was the best date you ever went on? What has been the worst?
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?
89~ Do you like taking showers together?
*** What’s Your Favorite…? ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would you ever want to be woken up with oral and/or intercourse?
Do flat Earthers really exist? Why do they believe the Earth is flat?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Questions About Me ***
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
19~ Who/when was your first “heartbreak”?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
21- What's your favorite way to spend a weekend or time off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Will you cheat again? How can, you be sure? Define what cheating is to you.
Doctor/Nurse Stripper/Client
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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…
Why would Hugh Grant cheat on Elizabeth Hurley?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
If YES, was it with 2 men or 2 women? Did you enjoy it?
Nurse/Patient Celebrity/Fan
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
48~ Have you ever paid or been paid for sex?
Diddy trial day 18 recap: 2nd Combs victim concludes 'humiliating' cross-examination - ABC News
Would you mind if your partner watched it? How about together vs alone?
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?
50~ How many children do you have? What are their ages?
Galerie David Guiraud : Deep Space & Celestial Objects - The Eye of Photography
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)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What do you dislike about me? I asked you to be 100% honest.
What was your wildest experience as a lesbian?
Would /have you ever given your partner a lap dance and Striptease?
10- What is your favorite family tradition? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
2025 NFL All-Paid Team: Saquon Barkley, Dak Prescott headline top earners by position - NFL.com
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Escort/Client Job Applicant/Hiring Manager
Apple is on defense at WWDC 2025 - The Verge
41~ Are there moments in your past that you would want to change? Please share 3 of them.
31- If given a chance to be immortal, would you take it? Why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
84~ How do you feel about reading/listening to adult stories?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
2- What’s your favorite color? Do you a least favorite?
18- How often do you drink alcohol? What is your favorite drink?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
29~ What are some things that turn you off? What is your biggest turn off?
How about if they talk dirty and/or call you names?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
14- What's your favorite dessert? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
38~ Share your most embarrassing sexual memory?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
19- What’s your favorite fairytale? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
14- What is an embarrassing moment in your life? How about your most embarrassing?
22- Do you have any birth marks? How about scars? Care to share how you got them?
9- What’s your favorite season and why? What’s your least favorite?
Model/Photographer Police/Criminal
19- Do/have you smoked? What do you prefer? How often?
10~ How many dates are necessary before you to have sex with someone?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
36- Do you play video games? What is your favorite? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you like the “69” position? Do you prefer to be on top or bottom?
The Ice Breaker Questions
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How old are you? Male or Female?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
How many times do you think you have “made love”?
If NO, would you ever have one? Would it be with 2 men or 2 women?
65~ Describe the best orgasm you’ve ever had? Care to share?
*** Random Questions ***
*** Deal Breaker Questions ***
7- What are your thoughts on religion? Is there an afterlife?
Do you like it when they show and tell you what they want?
If you win, what will you make them do?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
12- What is the weirdest thing you've ever eaten?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
40~ What’s the weirdest place you’ve ever had sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
23- What is your dream job? What was it as a child?
36~ What is your favorite time of day to have sex/make love?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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?
28- What are some things that people do that irritate you?
11~ Have you ever been caught by your parents or children or others while having sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Repairman/Lonely Wife Virgin/Experienced
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
1- What was your first impression of me? Has it changed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
32- What's your greatest talent? Can I see it right now?
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…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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,
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
9- If you could have three wishes, what would they be? Why?
Would you allow me to clean every part of your body with my soapy hands and fingers?
28~ What are some things that turn on? What is your biggest turn on?
11- What's your favorite restaurant? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If you say it, I will stop, and we can talk about it when you are ready.
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
9~ How many times over your lifetime do you think you have had sex so far?
What would you say to prove to yourself that it was really you?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
Teacher/Student Stranger/One Night Stand
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
17- What’s your favorite holiday? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
33- Beach or Mountains? Or is there another place to like better?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
51~ What tends to bring a smile to your face?
13- What’s your favorite drink? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
81~ Do you have any kinks and/or fetishes?
52~ Are you willing to make “those types” of bets with your partner?
10- List 5 of your top pet peeves.
Do you think this brought you closer together?
62~ Have you used adult toys?
3- Should Pluto still be considered a planet? 4- How about smoking?
15~ Have you ever been “in love”? Who? Care to Share?
47~ What would be your dream job and why?
12- What’s your favorite food? What’s your least favorite?
You know that I will be 100% truthful, so ask.
*** Questions about Relationships/Past ***
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
42~ What’s your biggest regret in life?
3- What Superhero or Superpower would you want to be/have?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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?
37- Do you like your name? If you could change it, what would you change it too?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How many partners have you had oral sex with? Who? Care to Share?
29- How superstitious are you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7-What do I do in bed that drives you wild? How about, what turns you off?
8- What are your thoughts on politics?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
82~ Do you have any fantasies involving Role-Playing?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What is your favorite position? Why?
Master/Slave Boss/Maid
Do you watch it? What is your favorite?
5~ When you first started having sex, was it what you thought it would be?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
13~ Is there a difference between, making love, having sex, and fucking?
Nothing too Serious
27- What was/ is nickname? Does it have a meaning behind it?
83~ How do you feel about Porn?
25~ How do you feel about PDA? (Public Display of Affection)
51~ Are you willing to play adult games with your partner?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
60~ How important is oral sex? Do you like receiving? Do you like giving?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
3- What’s your favorite smell? Do you a least favorite?
(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…)
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
* Give a rating for each one (0-100)
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
48~ Do you have any siblings? Are you close to your family?
Get this wrong and this could mean the end… :-) some funny, some not…
39~ What are your love languages?
Does the thought excite you? Care to share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If yes, what?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
92~ Everyone needs a “safe” word. What is yours?
70~ Would/do you have/like anal sex?
What was the longest? What was the shortest?
6- Do you have dreams? Can you remember them? What do you usually dream about?
33- If you could visit any time period, when would you pick? Please explain why?
92~ Have you ever had or have an STD? How many? What was it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
13- How about having a certain hair cut/style?
34- Ever been to a concert? What was your favorite? Who would you like to see?
80~ Share your top three fantasies/desires. (Be detailed) 😊
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Please share Did you stop?
I would allow you to do it… What would you do to me?
What is your favorite toy? Ever wanted to try a specific toy?
9- Is there something you’ve always wanted to ask me but you’re afraid?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
52~ What are your hobbies?
Any that are a turn off?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
13- What is the craziest/scariest thing you've ever done?
1~ How old were you when you had your first kiss? Who? Care to Share?
What have you learned about me that was new and/or surprising?
Have you ever? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
30~ What's something unexpected that turns you on?
That one or two things that made you go hmmmm, OMG or wow!
34~ Do you like the lights on or off during sex?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
1- What’s your favorite animal? Do you a least favorite?
18~ Who/when was your first “crush”?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Over time has your thoughts on sex changed?
Do you have a favorite? Is it ok if your partner does?
76~ Have you had a threesome? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
61~ How willing would you be to try new sexual positions?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
26~ What side of the bed do you sleep on?
Would you read them together?
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 well do you know me? And some of your thoughts about me
Family Relation Age Play
5- Have you ever been hypnotized? Would you allow yourself to be?
17- Have you ever done drugs? Which ones? How often?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would you do it again, and would you rather 2 females or 2 males?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?