What is the most interesting question you can ask to get to know someone?
09.06.2025 06:59
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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27- What was/ is nickname? Does it have a meaning behind it?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear 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?
Why did my ex-narcissist move so fast with his new supply marriage engagement moving in, etc.?
36~ What is your favorite time of day to have sex/make love?
10~ How many dates are necessary before you to have sex with someone?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you like the “69” position? Do you prefer to be on top or bottom?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
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Would /have you ever given your partner a lap dance and Striptease?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
29~ What are some things that turn you off? What is your biggest turn off?
Is it true that schizophrenia can sometimes be a demonic attack or black magic?
* Give a rating for each one (0-100)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
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?
Over time has your thoughts on sex changed?
You know that I will be 100% truthful, so ask.
Please share Did you stop?
48~ Have you ever paid or been paid for sex?
What are the most significant instances of romantic jealousy in the Harry Potter series?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
30~ What's something unexpected that turns you on?
Why do old men think young women and girls would want them over guys their own age?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What is your favorite position? Why?
13- How about having a certain hair cut/style?
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Family Relation Age Play
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…
Would you do it again, and would you rather 2 females or 2 males?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
3- What’s your favorite smell? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What parts of the Bible, if any, are inappropriate to read to children? Why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
How well do you know me? And some of your thoughts about me
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?
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18- How often do you drink alcohol? What is your favorite drink?
37- Do you like your name? If you could change it, what would you change it too?
12- What’s your favorite food? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
92~ Everyone needs a “safe” word. What is yours?
Escort/Client Job Applicant/Hiring Manager
52~ What are your hobbies?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
34- Ever been to a concert? What was your favorite? Who would you like to see?
Does the thought excite you? Care to share?
*** What’s Your Favorite…? ***
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Will you cheat again? How can, you be sure? Define what cheating is to you.
(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…)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
15- What's your favorite saying? What word or phrase is your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13- What is the craziest/scariest thing you've ever done?
45~ How do you feel about me blindfolding you? How about blindfolding me?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
26~ What side of the bed do you sleep on?
Would you ever want to be woken up with oral and/or intercourse?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
14- What's your favorite dessert? Do you a least favorite?
How old are you? Male or Female?
15~ Have you ever been “in love”? Who? Care to Share?
28- What are some things that people do that irritate you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
15- What bad habit do you wish you could quit? Do you have any addictions?
Master/Slave Boss/Maid
28~ What are some things that turn on? What is your biggest turn on?
Do you think this brought you closer together?
If yes, what?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you watch it? What is your favorite?
62~ Have you used adult toys?
Prisoner/Prison Guard Landlord/Tenant
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How about if they talk dirty and/or call you names?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
13~ Is there a difference between, making love, having sex, and fucking?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4- For a pet, Cat, dog or other?
53~ How much can you tell me about the one thing you are most passionate about?
Would you read them together?
22- Do you have any birth marks? How about scars? Care to share how you got them?
3- Should Pluto still be considered a planet? 4- How about smoking?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Do you have a favorite? Is it ok if your partner does?
Model/Photographer Police/Criminal
18- What’s your favorite way to relax after a long day? 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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
10- List 5 of your top pet peeves.
51~ Are you willing to play adult games with your partner?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
61~ How willing would you be to try new sexual positions?
Get this wrong and this could mean the end… :-) some funny, some not…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
40~ What’s the weirdest place you’ve ever had sex?
49~ How many times have you been married? Why did they end?
65~ Describe the best orgasm you’ve ever had? Care to share?
29- How superstitious are you?
12- What is the weirdest thing you've ever eaten?
47~ What would be your dream job and why?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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)
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,
19- What’s your favorite fairytale? What’s your least favorite?
Any that are a turn off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
13- What’s your favorite drink? What’s your least favorite?
23- What is your dream job? What was it as a child?
Would you allow me to clean every part of your body with my soapy hands and fingers?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
36- Do you play video games? What is your favorite? Do you a least favorite?
8- What are your thoughts on politics?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Doctor/Nurse Stripper/Client
50~ How many children do you have? What are their ages?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
33- If you could visit any time period, when would you pick? Please explain why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
Repairman/Lonely Wife Virgin/Experienced
Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
64~ When was your very first orgasm? When was your first from having sex? Care to share?
7-What do I do in bed that drives you wild? How about, what turns you off?
39~ What are your love languages?
2- What’s your favorite color? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How many partners have you had oral sex with? Who? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
3- What Superhero or Superpower would you want to be/have?
If you win, what will you make them do?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What is your favorite toy? Ever wanted to try a specific toy?
33- Beach or Mountains? Or is there another place to like better?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
7- What are your thoughts on religion? Is there an afterlife?
Would you mind if your partner watched it? How about together vs alone?
21~ What was the best date you ever went on? What has been the worst?
20- What’s your favorite candy? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
6- Do you have dreams? Can you remember them? What do you usually dream about?
10- What is your favorite family tradition? What’s your 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?
If you say it, I will stop, and we can talk about it when you are ready.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
19~ Who/when was your first “heartbreak”?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
1- What was your first impression of me? Has it changed?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Any that are a turn off?
25~ How do you feel about PDA? (Public Display of Affection)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
I would allow you to do it… What would you do to me?
What was the longest? What was the shortest?
82~ Do you have any fantasies involving Role-Playing?
81~ Do you have any kinks and/or fetishes?
18~ Who/when was your first “crush”?
17- What’s your favorite holiday? What’s your least favorite?
The Ice Breaker Questions
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- Is there something you’ve always wanted to ask me but you’re afraid?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
*** Questions about Relationships/Past ***
83~ How do you feel about Porn?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
34~ Do you like the lights on or off during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
70~ Would/do you have/like anal sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
7- What if a person smells a certain way? 8- How about smoking?
11- What's your favorite restaurant? What’s your least favorite?
*** Random Questions ***
56~ Would you ever go to a strip club 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?
Do you like it when they show and tell you what they want?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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?
89~ Do you like taking showers together?
11- List at least 5 things on your bucket list. Have you done any of them already?
*** Deal Breaker Questions ***
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…
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What have you learned about me that was new and/or surprising?
84~ How do you feel about reading/listening to adult stories?
Nothing too Serious
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
5- Have you ever been hypnotized? Would you allow yourself to be?
11~ Have you ever been caught by your parents or children or others while having sex?
5~ When you first started having sex, was it what you thought it would be?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
If NO, would you ever have one? Would it be with 2 men or 2 women?
1- What’s your favorite animal? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
32- What's your greatest talent? Can I see it right now?
51~ What tends to bring a smile to your face?
44~ Care to share something about yourself that no one else knows about you?
67~ Do you like it when your partner moans and/or is vocal during sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
92~ Have you ever had or have an STD? How many? What was it?
21- What's your favorite way to spend a weekend or time off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Questions About Me ***
What have you learned about yourself that you did not before this?
Teacher/Student Stranger/One Night Stand
How many times do you think you have “made love”?
38~ Share your most embarrassing sexual memory?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Nurse/Patient Celebrity/Fan
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
42~ What’s your biggest regret in life?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What do you dislike about me? I asked you to be 100% honest.
76~ Have you had a threesome? Care to Share?
48~ Do you have any siblings? Are you close to your family?
What would you say to prove to yourself that it was really you?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Can you Deep Throat? Do you like the taste of yourself?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
52~ Are you willing to make “those types” of bets with your partner?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
If YES, was it with 2 men or 2 women? Did you enjoy it?
9- If you could have three wishes, what would they be? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
80~ Share your top three fantasies/desires. (Be detailed) 😊
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9~ How many times over your lifetime do you think you have had sex so far?
71~ Would you give your partner a hand or foot job? Would you receive one?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)