What is the most interesting question you can ask to get to know someone?
14.06.2025 05:10
What was the longest? What was the shortest?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
53~ How much can you tell me about the one thing you are most passionate about?
Why does it matter so much to atheists that God doesn't exist?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
2- What’s your favorite color? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Why does my mother care about my sister more than me?
19- What’s your favorite fairytale? What’s your least favorite?
*** What’s Your Favorite…? ***
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What is the difference between heaven and heavens?
51~ Are you willing to play adult games with your partner?
32- What's your greatest talent? Can I see it right now?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Can you share a picture of your favorite outfit and explain why you love it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
8- What are your thoughts on politics?
9- If you could have three wishes, what would they be? Why?
What do you think, TikTok is nothing but another porn site? Do you agree or not? Why?
Would you allow me to clean every part of your body with my soapy hands and fingers?
31- If given a chance to be immortal, would you take it? Why?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Who is the beast of Revelation 13?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
82~ Do you have any fantasies involving Role-Playing?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If you say it, I will stop, and we can talk about it when you are ready.
Seven Cool Video Games I Saw During (Well, After) Summer Game Fest - aftermath.site
Repairman/Lonely Wife Virgin/Experienced
13- What’s your favorite drink? What’s your least favorite?
49~ How many times have you been married? Why did they end?
Why do older men like to get anal sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
14- What is an embarrassing moment in your life? How about your most embarrassing?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Have you ever had your crush reject you, and then later you all dated and married?
7-What do I do in bed that drives you wild? How about, what turns you off?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Harvard study says Vitamin D may actually slow down aging - Times of India
70~ Would/do you have/like anal sex?
18~ Who/when was your first “crush”?
10- List 5 of your top pet peeves.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
45~ How do you feel about me blindfolding you? How about blindfolding me?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do women like men who have slept with many women?
9- What’s your favorite season and why? What’s your least favorite?
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?
How do I find a transgender girlfriend?
7- What if a person smells a certain way? 8- How about smoking?
76~ Have you had a threesome? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Does the thought excite you? Care to share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
If yes, what?
84~ How do you feel about reading/listening to adult stories?
You know that I will be 100% truthful, so ask.
21~ What was the best date you ever went on? What has been the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
19- Do/have you smoked? What do you prefer? How often?
*** Questions About Me ***
19~ Who/when was your first “heartbreak”?
Can you Deep Throat? Do you like the taste of yourself?
14- What's your favorite dessert? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
17- What’s your favorite holiday? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
12- What’s your favorite food? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
39~ What are your love languages?
Would you do it again, and would you rather 2 females or 2 males?
40~ What’s the weirdest place you’ve ever had sex?
9~ How many times over your lifetime do you think you have had sex so far?
How about if they talk dirty and/or call you names?
20- What’s your favorite candy? What’s your least favorite?
89~ Do you like taking showers together?
Any that are a turn off?
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?
Doctor/Nurse Stripper/Client
4- For a pet, Cat, dog or other?
Escort/Client Job Applicant/Hiring Manager
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
13- What is the craziest/scariest thing you've ever done?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- Should Pluto still be considered a planet? 4- How about smoking?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
18- How often do you drink alcohol? What is your favorite drink?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
65~ Describe the best orgasm you’ve ever had? Care to share?
Nothing too Serious
52~ What are your hobbies?
15~ Have you ever been “in love”? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
80~ Share your top three fantasies/desires. (Be detailed) 😊
10- What is your favorite family tradition? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you ever want to be woken up with oral and/or intercourse?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
60~ How important is oral sex? Do you like receiving? Do you like giving?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What would you say to prove to yourself that it was really you?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
29- How superstitious are you?
I would allow you to do it… What would you do to me?
11- What's your favorite restaurant? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
83~ How do you feel about Porn?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Prisoner/Prison Guard Landlord/Tenant
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Do you like the “69” position? Do you prefer to be on top or bottom?
11~ Have you ever been caught by your parents or children or others while having sex?
30~ What's something unexpected that turns you on?
Over time has your thoughts on sex changed?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
Master/Slave Boss/Maid
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What have you learned about me that was new and/or surprising?
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?
50~ How many children do you have? What are their ages?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
21- What's your favorite way to spend a weekend or time off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
7- What are your thoughts on religion? Is there an afterlife?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Nurse/Patient Celebrity/Fan
(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…)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
36~ What is your favorite time of day to have sex/make love?
Do you have a favorite? Is it ok if your partner does?
13- How about having a certain hair cut/style?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Do you think this brought you closer together?
Model/Photographer Police/Criminal
46~ Have you ever used furniture, or other types of things to aid you while having sex?
61~ How willing would you be to try new sexual positions?
If NO, would you ever have one? Would it be with 2 men or 2 women?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
7- What’s your favorite book? Do you have a favorite genre? Do you a 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…
Family Relation Age Play
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
26~ What side of the bed do you sleep on?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Do you like it when they show and tell you what they want?
How well do you know me? And some of your thoughts about me
* Give a rating for each one (0-100)
What is your favorite position? Why?
*** Random Questions ***
1~ How old were you when you had your first kiss? Who? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
48~ Do you have any siblings? Are you close to your family?
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?
34~ Do you like the lights on or off during sex?
33- Beach or Mountains? Or is there another place to like better?
23- What is your dream job? What was it as a child?
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?
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,
11- List at least 5 things on your bucket list. Have you done any of them already?
28~ What are some things that turn on? What is your biggest turn on?
Do you watch it? What is your favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
48~ Have you ever paid or been paid for sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
42~ What’s your biggest regret in life?
1- What’s your favorite animal? Do you a least favorite?
How old are you? Male or Female?
Would you mind if your partner watched it? How about together vs alone?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Please share Did you stop?
If you win, what will you make them do?
92~ Have you ever had or have an STD? How many? What was it?
51~ What tends to bring a smile to your face?
How many partners have you had oral sex with? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
1- What was your first impression of me? Has it changed?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
71~ Would you give your partner a hand or foot job? Would you receive one?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
28- What are some things that people do that irritate you?
25~ How do you feel about PDA? (Public Display of Affection)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What is your view on sex? Meaning, When/Where/ How often/
The Ice Breaker Questions
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
37- Do you like your name? If you could change it, what would you change it too?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
10~ How many dates are necessary before you to have sex with someone?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** Deal Breaker Questions ***
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Teacher/Student Stranger/One Night Stand
3- What’s your favorite smell? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How many times do you think you have “made love”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
44~ Care to share something about yourself that no one else knows about you?
5~ When you first started having sex, was it what you thought it would be?
6- Do you have dreams? Can you remember them? What do you usually dream about?
81~ Do you have any kinks and/or fetishes?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
11- How about if they like a certain sports team? 12-How about drinking too much?
36- Do you play video games? What is your favorite? Do you a least favorite?
Any that are a turn off?
*** Questions about Relationships/Past ***
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…
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Will you cheat again? How can, you be sure? Define what cheating is to you.
29~ What are some things that turn you off? What is your biggest turn off?
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)
3- What Superhero or Superpower would you want to be/have?
38~ Share your most embarrassing sexual memory?
Have you ever? Care to Share?
47~ What would be your dream job and why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
13~ Is there a difference between, making love, having sex, and fucking?
27- What was/ is nickname? Does it have a meaning behind it?
Would you read them together?
What have you learned about yourself that you did not before this?
62~ Have you used adult toys?
92~ Everyone needs a “safe” word. What is yours?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?