What is the most interesting question you can ask to get to know someone?
10.06.2025 02:28
What would you say to prove to yourself that it was really you?
How old are you? Male or Female?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How do I get my body in shape?
If NO, would you ever have one? Would it be with 2 men or 2 women?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
9- If you could have three wishes, what would they be? Why?
What celebrity do you admire the most?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
That one or two things that made you go hmmmm, OMG or wow!
76~ Have you had a threesome? Care to Share?
Night Owls Face Faster Cognitive Decline - Neuroscience News
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
92~ Have you ever had or have an STD? How many? What was it?
2- What’s your favorite color? Do you a least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Does the thought excite you? 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?
Southwest Floats First Class, Lounges, Long Haul Flying: Good Strategy? - One Mile at a Time
37- Do you like your name? If you could change it, what would you change it too?
13~ Is there a difference between, making love, having sex, and fucking?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
48~ Do you have any siblings? Are you close to your family?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
How would you feel if your girlfriend had dick pics on her phone?
You know that I will be 100% truthful, so ask.
Can you Deep Throat? Do you like the taste of yourself?
26~ What side of the bed do you sleep on?
What is after school detention like in your school?
9- Is there something you’ve always wanted to ask me but you’re afraid?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If yes, what?
New Chemical Kills 95% of Termites and Can’t Harm Humans - SciTechDaily
Master/Slave Boss/Maid
32- What's your greatest talent? Can I see it right now?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
SSRIs Restore Brain Function in Alzheimer’s - Neuroscience News
What have you learned about yourself that you did not before this?
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,
17- Have you ever done drugs? Which ones? How often?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
49~ How many times have you been married? Why did they end?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
18- How often do you drink alcohol? What is your favorite drink?
13- How about having a certain hair cut/style?
Would you ever want to be woken up with oral and/or intercourse?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you think this brought you closer together?
28- What are some things that people do that irritate you?
Do you like it when they show and tell you what they want?
48~ Have you ever paid or been paid for sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you watch it? What is your favorite?
38~ Share your most embarrassing sexual memory?
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?
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?
19- What’s your favorite fairytale? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What was the longest? What was the shortest?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
30~ What's something unexpected that turns you on?
25~ How do you feel about PDA? (Public Display of Affection)
6- Do you have dreams? Can you remember them? What do you usually dream about?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
The Ice Breaker Questions
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
67~ Do you like it when your partner moans and/or is vocal during sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Doctor/Nurse Stripper/Client
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What is your favorite toy? Ever wanted to try a specific toy?
92~ Everyone needs a “safe” word. What is yours?
40~ What’s the weirdest place you’ve ever had sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
(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…)
39~ What are your love languages?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
29- How superstitious are you?
8- What are your thoughts on politics?
80~ Share your top three fantasies/desires. (Be detailed) 😊
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Any that are a turn off?
70~ Would/do you have/like anal sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Would /have you ever given your partner a lap dance and Striptease?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
10- What is your favorite family tradition? 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.?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
22- What is your favorite childhood memory? What is your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
3- What’s your favorite smell? Do you a least 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.
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…
19- Do/have you smoked? What do you prefer? How often?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
12- What’s your favorite food? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
*** Deal Breaker Questions ***
What do you dislike about me? I asked you to be 100% honest.
How about if they talk dirty and/or call you names?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
36~ What is your favorite time of day to have sex/make love?
15- What bad habit do you wish you could quit? Do you have any addictions?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Escort/Client Job Applicant/Hiring Manager
4- For a pet, Cat, dog or other?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
60~ How important is oral sex? Do you like receiving? Do you like giving?
13- What is the craziest/scariest thing you've ever done?
11- What's your favorite restaurant? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
52~ What are your hobbies?
*** What’s Your Favorite…? ***
11~ Have you ever been caught by your parents or children or others while having sex?
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)
How many times do you think you have “made love”?
Any that are a turn off?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
*** Questions about Relationships/Past ***
18~ Who/when was your first “crush”?
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?
22- Do you have any birth marks? How about scars? Care to share how you got them?
*** Questions About Me ***
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
62~ Have you used adult toys?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Please share Did you stop?
Would you read them together?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
What have you learned about me that was new and/or surprising?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
83~ How do you feel about Porn?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
* Give a rating for each one (0-100)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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…
47~ What would be your dream job and why?
If you say it, I will stop, and we can talk about it when you are ready.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
36- Do you play video games? What is your favorite? Do you a least favorite?
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?
Over time has your thoughts on sex changed?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would you mind if your partner watched it? How about together vs alone?
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?
1- What’s your favorite animal? Do you a least favorite?
If you win, what will you make them do?
Get this wrong and this could mean the end… :-) some funny, some not…
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
81~ Do you have any kinks and/or fetishes?
84~ How do you feel about reading/listening to adult stories?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
82~ Do you have any fantasies involving Role-Playing?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Take the short quiz here @ Discover Your Love Language® - The 5 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?
10~ How many dates are necessary before you to have sex with someone?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5~ When you first started having sex, was it what you thought it would be?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
12- What is the weirdest thing you've ever eaten?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
7- What if a person smells a certain way? 8- How about smoking?
34~ Do you like the lights on or off during sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14- What's your favorite dessert? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
21~ What was the best date you ever went on? What has been the worst?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
51~ Are you willing to play adult games with your partner?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
3- What Superhero or Superpower would you want to be/have?
51~ What tends to bring a smile to your face?
9- What’s your favorite season and why? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1~ How old were you when you had your first kiss? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
Family Relation Age Play
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your view on sex? Meaning, When/Where/ How often/
42~ What’s your biggest regret in life?
Do you have a favorite? Is it ok if your partner does?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Model/Photographer Police/Criminal
Nothing too Serious
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
*** Random Questions ***
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Have you ever? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Teacher/Student Stranger/One Night Stand
How well do you know me? And some of your thoughts about me
89~ Do you like taking showers together?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Prisoner/Prison Guard Landlord/Tenant
What is your favorite position? Why?
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?
33- If you could visit any time period, when would you pick? Please explain why?
29~ What are some things that turn you off? What is your biggest turn off?
28~ What are some things that turn on? What is your biggest turn on?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
17- What’s your favorite holiday? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
23- What is your dream job? What was it as a child?
44~ Care to share something about yourself that no one else knows about you?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
20- What’s your favorite candy? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
21- What's your favorite way to spend a weekend or time off?
Do you like the “69” position? Do you prefer to be on top or bottom?
10- List 5 of your top pet peeves.
50~ How many children do you have? What are their ages?
Would you do it again, and would you rather 2 females or 2 males?
61~ How willing would you be to try new sexual positions?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
45~ How do you feel about me blindfolding you? How about blindfolding me?
53~ How much can you tell me about the one thing you are most passionate about?
Nurse/Patient Celebrity/Fan
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
19~ Who/when was your first “heartbreak”?
I would allow you to do it… What would you do to me?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
15- What's your favorite saying? What word or phrase is your least favorite?