What is the most interesting question you can ask to get to know someone?
10.06.2025 06:58
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
15~ Have you ever been “in love”? Who? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
33- If you could visit any time period, when would you pick? Please explain why?
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32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
*** Questions About Me ***
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
49~ How many times have you been married? Why did they end?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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2- What’s your favorite color? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
Does the thought excite you? Care to share?
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13~ Is there a difference between, making love, having sex, and fucking?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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Nothing too Serious
62~ Have you used adult toys?
11~ Have you ever been caught by your parents or children or others while having sex?
Drinking coffee could help you age better, according to this Harvard study. - Stewartville Star
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do empaths fall easier for abusive people?
13- What’s your favorite drink? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
PlayStation State of Play June 2025: Everything Announced - IGN
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
37- Do you like your name? If you could change it, what would you change it too?
What is the nastiest thing you had your wife do and she loved it?
Would you read them together?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
4- For a pet, Cat, dog or other?
15- What bad habit do you wish you could quit? Do you have any addictions?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** What’s Your Favorite…? ***
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?
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If you lose, are you willing to be their sex slave for a day, (anything goes)?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
48~ Have you ever paid or been paid for sex?
Just sitting at home with this huge cock. Who can take care of it for me?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
My boyfriend won’t tell me his past and it hurts me so I broke up with him what do I do?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Master/Slave Boss/Maid
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
30~ What's something unexpected that turns you on?
Do you watch it? What is your favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
48~ Do you have any siblings? Are you close to your family?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
42~ What’s your biggest regret in life?
36- Do you play video games? What is your favorite? Do you a least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
11- What's your favorite restaurant? What’s your least favorite?
What was the longest? What was the shortest?
Have you ever? Care to Share?
If you win, what will you make them do?
I would allow you to do it… What would you do to me?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
17- Have you ever done drugs? Which ones? How often?
29- How superstitious are you?
Escort/Client Job Applicant/Hiring Manager
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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- List 5 of your top pet peeves.
Would you do it again, and would you rather 2 females or 2 males?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
84~ How do you feel about reading/listening to adult stories?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
32- What's your greatest talent? Can I see it right now?
Any that are a turn off?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
10- What is your favorite family tradition? What’s your 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…
7- What are your thoughts on religion? Is there an afterlife?
If you say it, I will stop, and we can talk about it when you are ready.
19- Do/have you smoked? What do you prefer? How often?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
44~ Care to share something about yourself that no one else knows about you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
61~ How willing would you be to try new sexual positions?
26~ What side of the bed do you sleep on?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
39~ What are your love languages?
13- How about having a certain hair cut/style?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If YES, was it with 2 men or 2 women? Did you enjoy it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
28- What are some things that people do that irritate you?
What have you learned about yourself that you did not before this?
Do you like the “69” position? Do you prefer to be on top or bottom?
13- What is the craziest/scariest thing you've ever done?
What would you say to prove to yourself that it was really you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Doctor/Nurse Stripper/Client
50~ How many children do you have? What are their ages?
11- How about if they like a certain sports team? 12-How about drinking too much?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
12- What’s your favorite food? What’s your least favorite?
34~ Do you like the lights on or off during sex?
12- What is the weirdest thing you've ever eaten?
If yes, what?
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?
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…
71~ Would you give your partner a hand or foot job? Would you receive one?
8- What are your thoughts on politics?
21- What's your favorite way to spend a weekend or time off?
76~ Have you had a threesome? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
89~ Do you like taking showers together?
51~ What tends to bring a smile to your face?
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?
22- What is your favorite childhood memory? What is your least favorite?
What do you dislike about me? I asked you to be 100% honest.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Teacher/Student Stranger/One Night Stand
Prisoner/Prison Guard Landlord/Tenant
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would you allow me to clean every part of your body with my soapy hands and fingers?
10~ How many dates are necessary before you to have sex with someone?
If NO, would you ever have one? Would it be with 2 men or 2 women?
25~ How do you feel about PDA? (Public Display of Affection)
15- What's your favorite saying? What word or phrase is your least favorite?
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?
21~ What was the best date you ever went on? What has been the worst?
53~ How much can you tell me about the one thing you are most passionate about?
*** Random Questions ***
52~ Are you willing to make “those types” of bets with your partner?
52~ What are your hobbies?
5- Have you ever been hypnotized? Would you allow yourself to be?
Over time has your thoughts on sex changed?
Please share Did you stop?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
81~ Do you have any kinks and/or fetishes?
17- What’s your favorite holiday? What’s your least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What have you learned about me that was new and/or surprising?
Nurse/Patient Celebrity/Fan
What is your favorite position? Why?
38~ Share your most embarrassing sexual memory?
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 many partners have you had oral sex with? Who? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
33- Beach or Mountains? Or is there another place to like better?
Model/Photographer Police/Criminal
How about if they talk dirty and/or call you names?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
11- List at least 5 things on your bucket list. Have you done any of them already?
Family Relation Age Play
(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…)
7- What if a person smells a certain way? 8- How about smoking?
14- What's your favorite dessert? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
1~ How old were you when you had your first kiss? Who? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
*** Deal Breaker Questions ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
45~ How do you feel about me blindfolding you? How about blindfolding me?
3- What Superhero or Superpower would you want to be/have?
That one or two things that made you go hmmmm, OMG or wow!
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
51~ Are you willing to play adult games with your partner?
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 do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- If you could have three wishes, what would they be? Why?
Get this wrong and this could mean the end… :-) some funny, some not…
67~ Do you like it when your partner moans and/or is vocal during sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Repairman/Lonely Wife Virgin/Experienced
Any that are a turn off?
Do you think this brought you closer together?
36~ What is your favorite time of day to have sex/make love?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ What would be your dream job and why?
80~ Share your top three fantasies/desires. (Be detailed) 😊
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
65~ Describe the best orgasm you’ve ever had? Care to share?
28~ What are some things that turn on? What is your biggest turn on?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
3- Should Pluto still be considered a planet? 4- How about smoking?
How well do you know me? And some of your thoughts about me
How old are you? Male or Female?
How many times do you think you have “made love”?
40~ What’s the weirdest place you’ve ever had sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
18~ Who/when was your first “crush”?
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,
92~ Have you ever had or have an STD? How many? What was it?
* Give a rating for each one (0-100)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you like it when they show and tell you what they want?
60~ How important is oral sex? Do you like receiving? Do you like giving?
5~ When you first started having sex, was it what you thought it would be?
19~ Who/when was your first “heartbreak”?
70~ Would/do you have/like anal sex?
9~ How many times over your lifetime do you think you have had sex so far?
*** Questions about Relationships/Past ***
22~ What is the best pickup line anyone has ever used on you? What was the worst?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
83~ How do you feel about Porn?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
23- What is your dream job? What was it as a child?
19- What’s your favorite fairytale? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
What is your favorite toy? Ever wanted to try a specific toy?
1- What’s your favorite animal? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
82~ Do you have any fantasies involving Role-Playing?
What is your view on sex? Meaning, When/Where/ How often/
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
27- What was/ is nickname? Does it have a meaning behind it?
The Ice Breaker Questions
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
You know that I will be 100% truthful, so ask.
31- If given a chance to be immortal, would you take it? Why?
3- What’s your favorite smell? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
92~ Everyone needs a “safe” word. What is yours?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Would /have you ever given your partner a lap dance and Striptease?
1- What was your first impression of me? Has it changed?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?