What is the most interesting question you can ask to get to know someone?
10.06.2025 00:35
38~ Share your most embarrassing sexual memory?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
7- What are your thoughts on religion? Is there an afterlife?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
19~ Who/when was your first “heartbreak”?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What would you say to prove to yourself that it was really you?
Do you like it when they show and tell you what they want?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
NYC summer stargazing seasons kicks off with triangle, meteor showers - Gothamist
3- What’s your favorite smell? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
21~ What was the best date you ever went on? What has been the worst?
ChatGPT future just revealed — get ready for a ‘super assistant’ - Tom's Guide
40~ What’s the weirdest place you’ve ever had sex?
If you say it, I will stop, and we can talk about it when you are ready.
49~ How many times have you been married? Why did they end?
Most companies are already raising prices or plan to because of tariffs, data shows - CNBC
Does the thought excite you? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
70~ Would/do you have/like anal sex?
32- What's your greatest talent? Can I see it right now?
9- What’s your favorite season and why? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
Father’s Day 2025: 28 gifts dads will actually want - The Verge
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- What is the craziest/scariest thing you've ever done?
Police chief Grant Hardin caught after escaping Arkansas prison - BBC
53~ How much can you tell me about the one thing you are most passionate about?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Escort/Client Job Applicant/Hiring Manager
Why is Trump so disliked worldwide?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What misfortune led to an important discovery?
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?
The Ice Breaker Questions
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
23andMe Sets New Auction With $305 Million New Bid From Ex-CEO - Bloomberg
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
How about if they talk dirty and/or call you names?
45~ How do you feel about me blindfolding you? How about blindfolding me?
You know that I will be 100% truthful, so ask.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
2- What’s your favorite color? Do you a least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
*** Questions about Relationships/Past ***
Would you do it again, and would you rather 2 females or 2 males?
Do you think this brought you closer together?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
48~ Have you ever paid or been paid for sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
33- If you could visit any time period, when would you pick? Please explain why?
Nurse/Patient Celebrity/Fan
Will you kiss after your partner has gone down on you? Swallow or spit semen?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
I would allow you to do it… What would you do to me?
20- What’s your favorite candy? What’s your least favorite?
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) 😊
84~ How do you feel about reading/listening to adult stories?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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)
*** What’s Your Favorite…? ***
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
47~ What would be your dream job and why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would you mind if your partner watched it? How about together vs alone?
Doctor/Nurse Stripper/Client
Over time has your thoughts on sex changed?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you ever want to be woken up with oral and/or intercourse?
What is your favorite toy? Ever wanted to try a specific toy?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
52~ What are your hobbies?
60~ How important is oral sex? Do you like receiving? Do you like giving?
13- What’s your favorite drink? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
That one or two things that made you go hmmmm, OMG or wow!
81~ Do you have any kinks and/or fetishes?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
29- How superstitious are you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Please share Did you stop?
42~ What’s your biggest regret in life?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5~ When you first started having sex, was it what you thought it would be?
How many partners have you had oral sex with? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
15- What's your favorite saying? What word or phrase is your least favorite?
51~ What tends to bring a smile to your face?
25~ How do you feel about PDA? (Public Display of Affection)
If NO, would you ever have one? Would it be with 2 men or 2 women?
12- What’s your favorite food? What’s your least favorite?
What have you learned about me that was new and/or surprising?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
17- What’s your favorite holiday? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
1- What’s your favorite animal? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
*** Questions About Me ***
What was the longest? What was the shortest?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Do you watch it? What is your favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
17- Have you ever done drugs? Which ones? How often?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What have you learned about yourself that you did not before this?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13~ Is there a difference between, making love, having sex, and fucking?
19- What’s your favorite fairytale? What’s your least favorite?
62~ Have you used adult toys?
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?
27- What was/ is nickname? Does it have a meaning behind it?
Prisoner/Prison Guard Landlord/Tenant
1~ How old were you when you had your first kiss? Who? Care to Share?
Would you read them together?
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?
10- List 5 of your top pet peeves.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
19- Do/have you smoked? What do you prefer? How often?
Do you have a favorite? Is it ok if your partner does?
10~ How many dates are necessary before you to have sex with someone?
*** Random Questions ***
33- Beach or Mountains? Or is there another place to like better?
3- What Superhero or Superpower would you want to be/have?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Repairman/Lonely Wife Virgin/Experienced
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…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you like the “69” position? Do you prefer to be on top or bottom?
Any that are a turn off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
1- What was your first impression of me? Has it changed?
*** Deal Breaker Questions ***
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…
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
51~ Are you willing to play adult games with your partner?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
83~ How do you feel about Porn?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
12- What is the weirdest thing you've ever eaten?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
26~ What side of the bed do you sleep on?
What is your favorite position? Why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
18~ Who/when was your first “crush”?
39~ What are your love languages?
Teacher/Student Stranger/One Night Stand
18- How often do you drink alcohol? What is your favorite drink?
10- What is your favorite family tradition? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
50~ How many children do you have? What are their ages?
Can you Deep Throat? Do you like the taste of yourself?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
15- What bad habit do you wish you could quit? Do you have any addictions?
How many times do you think you have “made love”?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
11- How about if they like a certain sports team? 12-How about drinking too much?
7-What do I do in bed that drives you wild? How about, what turns you off?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
71~ Would you give your partner a hand or foot job? Would you receive one?
29~ What are some things that turn you off? What is your biggest turn off?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Have you ever? Care to Share?
* Give a rating for each one (0-100)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
4- For a pet, Cat, dog or other?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What is your view on sex? Meaning, When/Where/ How often/
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
9- If you could have three wishes, what would they be? Why?
Family Relation Age Play
28- What are some things that people do that irritate you?
Get this wrong and this could mean the end… :-) some funny, some not…
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
52~ Are you willing to make “those types” of bets with your partner?
67~ Do you like it when your partner moans and/or is vocal during sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
23- What is your dream job? What was it as a child?
30~ What's something unexpected that turns you on?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How old are you? Male or Female?
9~ How many times over your lifetime do you think you have had sex so far?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Master/Slave Boss/Maid
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
28~ What are some things that turn on? What is your biggest turn on?
44~ Care to share something about yourself that no one else knows about you?
11- What's your favorite restaurant? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
92~ Everyone needs a “safe” word. What is yours?
13- How about having a certain hair cut/style?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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- What are your thoughts on politics?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
36~ What is your favorite time of day to have sex/make love?
61~ How willing would you be to try new sexual positions?
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,
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
Model/Photographer Police/Criminal
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
14- What's your favorite dessert? Do you a least favorite?
Nothing too Serious
8- What's your favorite flavor of ice cream? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
(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…)
31- If given a chance to be immortal, would you take it? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
If you win, what will you make them do?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If yes, what?
82~ Do you have any fantasies involving Role-Playing?
21- What's your favorite way to spend a weekend or time off?
89~ Do you like taking showers together?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Any that are a turn off?
22- What is your favorite childhood memory? What is your least favorite?