What is the most interesting question you can ask to get to know someone?
10.06.2025 06:52
19- What’s your favorite fairytale? What’s your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
34- Ever been to a concert? What was your favorite? Who would you like to see?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you do it again, and would you rather 2 females or 2 males?
I'm straight, so why do I love watching guys cum?
5~ When you first started having sex, was it what you thought it would be?
*** Random Questions ***
Any that are a turn off?
Nintendo Switch 2 passes JerryRigEverything durability test with one major flaw - Dexerto
33- Beach or Mountains? Or is there another place to like better?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Los Angeles Area Emmy Awards Nominations Revealed - Deadline
81~ Do you have any kinks and/or fetishes?
5- Have you ever been hypnotized? Would you allow yourself to be?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Questions about Relationships/Past ***
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7- What are your thoughts on religion? Is there an afterlife?
Why do some straight men like to suck dick but don't find other males attractive?
1- What’s your favorite animal? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How come Jesus died on Friday and rose on Sunday? That's not 3 days and three nights.
If you win, what will you make them do?
Master/Slave Boss/Maid
92~ Have you ever had or have an STD? How many? What was it?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
28- What are some things that people do that irritate you?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Why is my ex trying to provoke an argument with me?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
13- What’s your favorite drink? What’s your least favorite?
84~ How do you feel about reading/listening to adult stories?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How about if they talk dirty and/or call you names?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Are cold plunges good for you? Here’s what the science says. - The Washington Post
83~ How do you feel about Porn?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Why do I feel like I want to suck a big dick after injecting meth?
50~ How many children do you have? What are their ages?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
29~ What are some things that turn you off? What is your biggest turn off?
11~ Have you ever been caught by your parents or children or others while having sex?
3- What Superhero or Superpower would you want to be/have?
Prisoner/Prison Guard Landlord/Tenant
Have you ever regretted not hitting on a older women?
19~ Who/when was your first “heartbreak”?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Over time has your thoughts on sex changed?
14- What's your favorite dessert? Do you a least favorite?
How well do you know me? And some of your thoughts about me
Does the thought excite you? Care to share?
10- What is your favorite family tradition? What’s your least favorite?
Doctor/Nurse Stripper/Client
What is your favorite toy? Ever wanted to try a specific toy?
82~ Do you have any fantasies involving Role-Playing?
52~ Are you willing to make “those types” of bets with your partner?
Repairman/Lonely Wife Virgin/Experienced
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
Do you like it when they show and tell you what they want?
Do you like the “69” position? Do you prefer to be on top or bottom?
8- What are your thoughts on politics?
18~ Who/when was your first “crush”?
26~ What side of the bed do you sleep on?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
7- What if a person smells a certain way? 8- How about smoking?
11- What's your favorite restaurant? What’s your least favorite?
4- For a pet, Cat, dog or other?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Nurse/Patient Celebrity/Fan
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
42~ What’s your biggest regret in life?
6- Do you have dreams? Can you remember them? What do you usually dream about?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
15~ Have you ever been “in love”? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- What’s your favorite smell? Do you a least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
62~ Have you used adult toys?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
11- How about if they like a certain sports team? 12-How about drinking too much?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
19- Do/have you smoked? What do you prefer? How often?
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?
1- What was your first impression of me? Has it changed?
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…
2- What’s your favorite color? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Any that are a turn off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
* Which of the following turns you on the most? Do you have any not on this list? 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?
10~ How many dates are necessary before you to have sex with someone?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- List at least 5 things on your bucket list. Have you done any of them already?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Would /have you ever given your partner a lap dance and Striptease?
Family Relation Age Play
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
What is your favorite position? Why?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Can you Deep Throat? Do you like the taste of yourself?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ What would be your dream job and why?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
89~ Do you like taking showers together?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
You know that I will be 100% truthful, so ask.
Have you ever? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
45~ How do you feel about me blindfolding you? How about blindfolding me?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
92~ Everyone needs a “safe” word. What is yours?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
18- How often do you drink alcohol? What is your favorite drink?
If yes, what?
70~ Would/do you have/like anal sex?
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?
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....)
What is your view on sex? Meaning, When/Where/ How often/
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
22- Do you have any birth marks? How about scars? Care to share how you got them?
If you say it, I will stop, and we can talk about it when you are ready.
34~ Do you like the lights on or off during sex?
51~ What tends to bring a smile to your face?
51~ Are you willing to play adult games with your partner?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
That one or two things that made you go hmmmm, OMG or wow!
37- Do you like your name? If you could change it, what would you change it too?
*** Deal Breaker Questions ***
25~ How do you feel about PDA? (Public Display of Affection)
52~ What are your hobbies?
21- What's your favorite way to spend a weekend or time off?
*** What’s Your Favorite…? ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
38~ Share your most embarrassing sexual memory?
71~ Would you give your partner a hand or foot job? Would you receive one?
21~ What was the best date you ever went on? What has been the worst?
48~ Do you have any siblings? Are you close to your family?
How many times do you think you have “made love”?
* Give a rating for each one (0-100)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
13- How about having a certain hair cut/style?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you think this brought you closer together?
Do you have a favorite? Is it ok if your partner does?
17- What’s your favorite holiday? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
(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…)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
20- What’s your favorite candy? What’s your least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
27- What was/ is nickname? Does it have a meaning behind it?
12- What is the weirdest thing you've ever eaten?
30~ What's something unexpected that turns you on?
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?
What have you learned about yourself that you did not before this?
What do you dislike about me? I asked you to be 100% honest.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
29- How superstitious are you?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you watch it? What is your favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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…
Model/Photographer Police/Criminal
33- If you could visit any time period, when would you pick? Please explain why?
36- Do you play video games? What is your favorite? Do you a least favorite?
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?
Would you read them together?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
The Ice Breaker Questions
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
22~ What is the best pickup line anyone has ever used on you? What was the worst?
9- If you could have three wishes, what would they be? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
What have you learned about me that was new and/or surprising?
40~ What’s the weirdest place you’ve ever had sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
49~ How many times have you been married? Why did they end?
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~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How old are you? Male or Female?
76~ Have you had a threesome? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
*** Questions About Me ***
44~ Care to share something about yourself that no one else knows about you?
What would you say to prove to yourself that it was really you?
36~ What is your favorite time of day to have sex/make love?
22- What is your favorite childhood memory? What is your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?
Escort/Client Job Applicant/Hiring Manager
9- Is there something you’ve always wanted to ask me but you’re afraid?
12- What’s your favorite food? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
10- List 5 of your top pet peeves.
65~ Describe the best orgasm you’ve ever had? Care to share?
78~ Have you ever thought about making out or having sex with someone of the same sex? 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?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
17- Have you ever done drugs? Which ones? How often?
Teacher/Student Stranger/One Night Stand
48~ Have you ever paid or been paid for sex?
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?
Nothing too Serious
How many partners have you had oral sex with? Who? Care to Share?
I would allow you to do it… What would you do to me?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Will you cheat again? How can, you be sure? Define what cheating is to you.
39~ What are your love languages?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
53~ How much can you tell me about the one thing you are most passionate about?
Would you ever want to be woken up with oral and/or intercourse?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Please share Did you stop?
23- What is your dream job? What was it as a child?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
What was the longest? What was the shortest?
32- What's your greatest talent? Can I see it right now?
28~ What are some things that turn on? What is your biggest turn on?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
15- What bad habit do you wish you could quit? Do you have any addictions?
13- What is the craziest/scariest thing you've ever done?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)