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