What is the most interesting question you can ask to get to know someone?
13.06.2025 12:25
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Over time has your thoughts on sex changed?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you think this brought you closer together?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is the most heartbreaking thing your child has told you?
Nurse/Patient Celebrity/Fan
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
30~ What's something unexpected that turns you on?
Did you know that we white women prefer Black boyfriends?
Have you ever? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Would you mind if your partner watched it? How about together vs alone?
What do you think about Matt Gatz as an attorney general?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
*** Questions About Me ***
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Do you consider masturbating to porn cheating if you are married?
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?
Prisoner/Prison Guard Landlord/Tenant
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Why do men like BBW? What is the attraction?
Can you Deep Throat? Do you like the taste of yourself?
Would you allow me to clean every part of your body with my soapy hands and fingers?
67~ Do you like it when your partner moans and/or is vocal during sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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…
37- Do you like your name? If you could change it, what would you change it too?
Will you cheat again? How can, you be sure? Define what cheating is to you.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What does the Bible say about the Antichrist? How will we know when he arrives on the scene?
Get this wrong and this could mean the end… :-) some funny, some not…
9- If you could have three wishes, what would they be? Why?
5~ When you first started having sex, was it what you thought it would be?
What are some great short jokes?
36- Do you play video games? What is your favorite? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
83~ How do you feel about Porn?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
1~ How old were you when you had your first kiss? Who? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What would you say to prove to yourself that it was really you?
39~ What are your love languages?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Teacher/Student Stranger/One Night Stand
*** Questions about Relationships/Past ***
3- What’s your favorite smell? Do you a least favorite?
18- How often do you drink alcohol? What is your favorite drink?
Repairman/Lonely Wife Virgin/Experienced
25~ How do you feel about PDA? (Public Display of Affection)
I would allow you to do it… What would you do to me?
15- What bad habit do you wish you could quit? Do you have any addictions?
Nothing too Serious
32- What's your greatest talent? Can I see it right now?
76~ Have you had a threesome? Care to Share?
19~ Who/when was your first “heartbreak”?
*** Deal Breaker Questions ***
8- What are your thoughts on politics?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
50~ How many children do you have? What are their ages?
* Give a rating for each one (0-100)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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?
13~ Is there a difference between, making love, having sex, and fucking?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
22- What is your favorite childhood memory? What is your least favorite?
28- What are some things that people do that irritate you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What is your view on sex? Meaning, When/Where/ How often/
Would you do it again, and would you rather 2 females or 2 males?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
13- How about having a certain hair cut/style?
12- What’s your favorite food? What’s your least favorite?
20- What’s your favorite candy? What’s your least favorite?
42~ What’s your biggest regret in life?
81~ Do you have any kinks and/or fetishes?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Would you ever want to be woken up with oral and/or intercourse?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
If you win, what will you make them do?
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
7- What if a person smells a certain way? 8- How about smoking?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
11- List at least 5 things on your bucket list. Have you done any of them already?
10- What is your favorite family tradition? What’s your least favorite?
Would you read them together?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
36~ What is your favorite time of day to have sex/make love?
Family Relation Age Play
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
11~ Have you ever been caught by your parents or children or others while having sex?
29~ What are some things that turn you off? What is your biggest turn off?
15~ Have you ever been “in love”? Who? Care to Share?
What have you learned about yourself that you did not before this?
33- Beach or Mountains? Or is there another place to like better?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
21- What's your favorite way to spend a weekend or time off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
9~ How many times over your lifetime do you think you have had sex so far?
8- What's your favorite flavor of ice cream? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Do you like the “69” position? Do you prefer to be on top or bottom?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
17- What’s your favorite holiday? What’s your least favorite?
34~ Do you like the lights on or off during sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
62~ Have you used adult toys?
What have you learned about me that was new and/or surprising?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
1- What’s your favorite animal? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
61~ How willing would you be to try new sexual positions?
52~ Are you willing to make “those types” of bets with your partner?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
31- If given a chance to be immortal, would you take it? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
44~ Care to share something about yourself that no one else knows about you?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Do you like it when they show and tell you what they want?
That one or two things that made you go hmmmm, OMG or wow!
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If you say it, I will stop, and we can talk about it when you are ready.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
45~ How do you feel about me blindfolding you? How about blindfolding me?
65~ Describe the best orgasm you’ve ever had? Care to share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Please share Did you stop?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Does the thought excite you? Care to share?
1- What was your first impression of me? Has it changed?
52~ What are your hobbies?
27- What was/ is nickname? Does it have a meaning behind it?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
7-What do I do in bed that drives you wild? How about, what turns you off?
2- What’s your favorite color? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
How many times do you think you have “made love”?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What is your favorite position? Why?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
19- What’s your favorite fairytale? What’s your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
9- What’s your favorite season and why? What’s your least favorite?
Any that are a turn off?
51~ Are you willing to play adult games with your partner?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Escort/Client Job Applicant/Hiring Manager
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
13- What is the craziest/scariest thing you've ever done?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
47~ What would be your dream job and why?
4- For a pet, Cat, dog or other?
48~ Do you have any siblings? Are you close to your family?
3- What Superhero or Superpower would you want to be/have?
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…
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
48~ Have you ever paid or been paid for sex?
82~ Do you have any fantasies involving Role-Playing?
9- Is there something you’ve always wanted to ask me but you’re afraid?
70~ Would/do you have/like anal sex?
23- What is your dream job? What was it as a child?
3- Should Pluto still be considered a planet? 4- How about smoking?
If yes, what?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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)
71~ Would you give your partner a hand or foot job? Would you receive one?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
How well do you know me? And some of your thoughts about me
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?
Do you have a favorite? Is it ok if your partner does?
Master/Slave Boss/Maid
18~ Who/when was your first “crush”?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
13- What’s your favorite drink? What’s your least favorite?
14- What's your favorite dessert? Do you a least favorite?
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?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
29- How superstitious are you?
38~ Share your most embarrassing sexual memory?
How about if they talk dirty and/or call you names?
26~ What side of the bed do you sleep on?
*** What’s Your Favorite…? ***
92~ Everyone needs a “safe” word. What is yours?
12- What is the weirdest thing you've ever eaten?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
49~ How many times have you been married? Why did they end?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
5- Have you ever been hypnotized? Would you allow yourself to be?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How old are you? Male or Female?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What was the longest? What was the shortest?
17- Have you ever done drugs? Which ones? How often?
You know that I will be 100% truthful, so ask.
40~ What’s the weirdest place you’ve ever had sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Any that are a turn off?
The Ice Breaker Questions
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Model/Photographer Police/Criminal
Doctor/Nurse Stripper/Client
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
51~ What tends to bring a smile to your face?
*** Random Questions ***
89~ Do you like taking showers together?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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,
What is your favorite toy? Ever wanted to try a specific toy?
22- Do you have any birth marks? How about scars? Care to share how you got 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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
10~ How many dates are necessary before you to have sex with someone?
Do you watch it? What is your favorite?
10- List 5 of your top pet peeves.
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?
(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…)
19- Do/have you smoked? What do you prefer? How often?
84~ How do you feel about reading/listening to adult stories?