What is the most interesting question you can ask to get to know someone?
14.06.2025 00:56
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
14- What's your favorite dessert? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
I feel like my boyfriend doesn't love me. Why?
26~ What side of the bed do you sleep on?
29~ What are some things that turn you off? What is your biggest turn off?
*** Questions About Me ***
How much stronger is an average man than an average woman?
13- What’s your favorite drink? What’s your least favorite?
What was the longest? What was the shortest?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
What have you learned about yourself that you did not before this?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Why do so many guys love anime girls?
13~ Is there a difference between, making love, having sex, and fucking?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
30~ What's something unexpected that turns you on?
What are some prime examples of gibberish from the bible?
7- What if a person smells a certain way? 8- How about smoking?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What are the psychological reasons behind an extreme obsession with another human being?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What have you learned about me that was new and/or surprising?
Do you have a favorite? Is it ok if your partner does?
Why do men cheat on their wives with someone extremely unattractive?
1- What was your first impression of me? Has it changed?
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?
Escort/Client Job Applicant/Hiring Manager
If there is an abandoned house with no owner, can I live in it?
Can you Deep Throat? Do you like the taste of yourself?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
33- Beach or Mountains? Or is there another place to like better?
What do porn stars do when they get old?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
What did your mother say that made your jaw drop?
48~ Have you ever paid or been paid for sex?
*** What’s Your Favorite…? ***
How about if they talk dirty and/or call you names?
Summer McIntosh Posts 4:23.65 400 IM to Break Her Own World Record - SwimSwam
23- What is your dream job? What was it as a child?
38~ Share your most embarrassing sexual memory?
1- What’s your favorite animal? Do you a least favorite?
28- What are some things that people do that irritate you?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
(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…)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
22- What is your favorite childhood memory? What is your least favorite?
42~ What’s your biggest regret in life?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
81~ Do you have any kinks and/or fetishes?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
10- What is your favorite family tradition? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
I would allow you to do it… What would you do to me?
19- Do/have you smoked? What do you prefer? How often?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
How well do you know me? And some of your thoughts about me
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Nothing too Serious
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
What is your favorite position? Why?
9- If you could have three wishes, what would they be? Why?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
36~ What is your favorite time of day to have sex/make love?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Master/Slave Boss/Maid
1~ How old were you when you had your first kiss? Who? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would you mind if your partner watched it? How about together vs alone?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
3- What’s your favorite smell? Do you a least favorite?
*** Questions about Relationships/Past ***
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Prisoner/Prison Guard Landlord/Tenant
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13- What is the craziest/scariest thing you've ever done?
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?
10~ How many dates are necessary before you to have sex with someone?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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,
25~ How do you feel about PDA? (Public Display of Affection)
Any that are a turn off?
37- Do you like your name? If you could change it, what would you change it too?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
36- Do you play video games? What is your favorite? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
11~ Have you ever been caught by your parents or children or others while having sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How many partners have you had oral sex with? Who? Care to Share?
What would you say to prove to yourself that it was really you?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
3- What Superhero or Superpower would you want to be/have?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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?
Model/Photographer Police/Criminal
That one or two things that made you go hmmmm, OMG or wow!
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?
7- What are your thoughts on religion? Is there an afterlife?
70~ Would/do you have/like anal sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Does the thought excite you? Care to share?
15- What bad habit do you wish you could quit? Do you have any addictions?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
3- Should Pluto still be considered a planet? 4- How about smoking?
92~ Everyone needs a “safe” word. What is yours?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
9- What’s your favorite season and why? What’s your least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
28~ What are some things that turn on? What is your biggest turn on?
Would you read them together?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you like the “69” position? Do you prefer to be on top or bottom?
15- What's your favorite saying? What word or phrase is your least favorite?
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…
Nurse/Patient Celebrity/Fan
* Give a rating for each one (0-100)
If you win, what will you make them do?
34~ Do you like the lights on or off during sex?
4- For a pet, Cat, dog or other?
Over time has your thoughts on sex changed?
11- What's your favorite restaurant? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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?
32- What's your greatest talent? Can I see it right now?
You know that I will be 100% truthful, so ask.
Please share Did you stop?
5~ When you first started having sex, was it what you thought it would be?
What do you dislike about me? I asked you to be 100% honest.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
51~ What tends to bring a smile to your face?
51~ Are you willing to play adult games with your partner?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
17- What’s your favorite holiday? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How old are you? Male or Female?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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?
Repairman/Lonely Wife Virgin/Experienced
9- Is there something you’ve always wanted to ask me but you’re afraid?
20- What’s your favorite candy? What’s your least favorite?
49~ How many times have you been married? Why did they end?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
21- What's your favorite way to spend a weekend or time off?
19- What’s your favorite fairytale? What’s your least favorite?
52~ What are your hobbies?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Teacher/Student Stranger/One Night Stand
22- Do you have any birth marks? How about scars? Care to share how you got them?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
55~ Would you ever go to a nude beach/resort 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…
Get this wrong and this could mean the end… :-) some funny, some not…
49~ If you could, would you want to be the opposite sex for a day, week, or year?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
82~ Do you have any fantasies involving Role-Playing?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
61~ How willing would you be to try new sexual positions?
52~ Are you willing to make “those types” of bets with your partner?
47~ What would be your dream job and why?
Family Relation Age Play
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
62~ Have you used adult toys?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
60~ How important is oral sex? Do you like receiving? Do you like giving?
11- How about if they like a certain sports team? 12-How about drinking too much?
Would you ever want to be woken up with oral and/or intercourse?
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~ Do you have any siblings? Are you close to your family?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Have you ever? Care to Share?
If yes, what?
19~ Who/when was your first “heartbreak”?
50~ How many children do you have? What are their ages?
65~ Describe the best orgasm you’ve ever had? Care to share?
*** Deal Breaker Questions ***
21~ What was the best date you ever went on? What has been the worst?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
How many times do you think you have “made love”?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
31- If given a chance to be immortal, would you take it? Why?
The Ice Breaker Questions
9~ How many times over your lifetime do you think you have had sex so far?
Do you like it when they show and tell you what they want?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
11- List at least 5 things on your bucket list. Have you done any of them already?
10- List 5 of your top pet peeves.
8- What are your thoughts on politics?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
92~ Have you ever had or have an STD? How many? What was it?
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…
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
*** Random Questions ***
24~ What are your expectations in a relationship? (I know a very big question, take your time)
84~ How do you feel about reading/listening to adult stories?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
If you say it, I will stop, and we can talk about it when you are ready.
18~ Who/when was your first “crush”?
83~ How do you feel about Porn?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
(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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you watch it? What is your 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.
12- What is the weirdest thing you've ever eaten?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What is your favorite toy? Ever wanted to try a specific toy?
2- What’s your favorite color? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
Do you think this brought you closer together?
13- How about having a certain hair cut/style?
17- Have you ever done drugs? Which ones? How often?
What is your view on sex? Meaning, When/Where/ How often/
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Doctor/Nurse Stripper/Client
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
29- How superstitious are you?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
8- What's your favorite flavor of ice cream? Do you a least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
15~ Have you ever been “in love”? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
45~ How do you feel about me blindfolding you? How about blindfolding me?
76~ Have you had a threesome? Care to Share?
89~ Do you like taking showers together?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Any that are a turn off?
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?
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?
40~ What’s the weirdest place you’ve ever had sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
39~ What are your love languages?
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)
5- Have you ever been hypnotized? Would you allow yourself to be?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?