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