What is the most interesting question you can ask to get to know someone?
08.06.2025 01:52
What was the longest? What was the shortest?
5~ When you first started having sex, was it what you thought it would be?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Can anyone or anything overthrow your belief in the Jewish God?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How do I explain to my husband that my 19-year-old son has accidentally gotten me pregnant?
37- Do you like your name? If you could change it, what would you change it too?
9- Is there something you’ve always wanted to ask me but you’re afraid?
27- What was/ is nickname? Does it have a meaning behind it?
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14- What's your favorite dessert? Do you a least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What have you learned about yourself that you did not before this?
Kyle Busch, Josh Berry go sliding in practice at Nashville - NASCAR.com
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Why would a spouse cheat if the marriage is good?
Does the thought excite you? Care to share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
44~ Care to share something about yourself that no one else knows about you?
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16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
33- If you could visit any time period, when would you pick? Please explain why?
15~ Have you ever been “in love”? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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I would allow you to do it… What would you do to me?
Get this wrong and this could mean the end… :-) some funny, some not…
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Is it okay for a wife who comes home from a date to tell her husband what she did?
*** Questions about Relationships/Past ***
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
18~ Who/when was your first “crush”?
Third case of bird flu detected at commercial farm in Maricopa County - ABC15 Arizona
Escort/Client Job Applicant/Hiring Manager
Any that are a turn off?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What are the coolest new smart home gadgets to upgrade your living space?
92~ Everyone needs a “safe” word. What is yours?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
34~ Do you like the lights on or off during sex?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What would you say to prove to yourself that it was really you?
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.
17- Have you ever done drugs? Which ones? How often?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
12- What is the weirdest thing you've ever eaten?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
26~ What side of the bed do you sleep on?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Can you Deep Throat? Do you like the taste of yourself?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
28~ What are some things that turn on? What is your biggest turn on?
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?
13~ Is there a difference between, making love, having sex, and fucking?
17- What’s your favorite holiday? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
3- What was the most surprising thing you’ve learned about me throughout our relationship?
11- List at least 5 things on your bucket list. Have you done any of them already?
28- What are some things that people do that irritate you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Any that are a turn 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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
51~ Are you willing to play adult games with your partner?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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?
What do you dislike about me? I asked you to be 100% honest.
7- What are your thoughts on religion? Is there an afterlife?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
60~ How important is oral sex? Do you like receiving? Do you like giving?
3- Should Pluto still be considered a planet? 4- How about smoking?
19~ Who/when was your first “heartbreak”?
34- Ever been to a concert? What was your favorite? Who would you like to see?
*** Deal Breaker Questions ***
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
4- For a pet, Cat, dog or other?
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)
Would you ever want to be woken up with oral and/or intercourse?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
Nothing too Serious
39~ What are your love languages?
19- What’s your favorite fairytale? What’s your least favorite?
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?
12- What’s your favorite food? What’s your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
19- Do/have you smoked? What do you prefer? How often?
83~ How do you feel about Porn?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
The Ice Breaker Questions
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
62~ Have you used adult toys?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you like the “69” position? Do you prefer to be on top or bottom?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
* Give a rating for each one (0-100)
*** What’s Your Favorite…? ***
1- What was your first impression of me? Has it changed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
36- Do you play video games? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Model/Photographer Police/Criminal
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would /have you ever given your partner a lap dance and Striptease?
Would you do it again, and would you rather 2 females or 2 males?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
8- What are your thoughts on politics?
61~ How willing would you be to try new sexual positions?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
21~ What was the best date you ever went on? What has been the worst?
89~ Do you like taking showers together?
10~ How many dates are necessary before you to have sex with someone?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Nurse/Patient Celebrity/Fan
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
9- If you could have three wishes, what would they be? Why?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you mind if your partner watched it? How about together vs alone?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
11- What's your favorite restaurant? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
65~ Describe the best orgasm you’ve ever had? Care to share?
How many times do you think you have “made love”?
Have you ever? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you read them together?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
23- What is your dream job? What was it as a child?
13- How about having a certain hair cut/style?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
82~ Do you have any fantasies involving Role-Playing?
22- Do you have any birth marks? How about scars? Care to share how you got them?
5- Have you ever been hypnotized? Would you allow yourself to be?
Doctor/Nurse Stripper/Client
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
1~ How old were you when you had your first kiss? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
If YES, was it with 2 men or 2 women? Did you enjoy it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
7- What if a person smells a certain way? 8- How about smoking?
If yes, what?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
51~ What tends to bring a smile to your face?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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…
70~ Would/do you have/like anal sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
84~ How do you feel about reading/listening to adult stories?
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?
Family Relation Age Play
42~ What’s your biggest regret in life?
21- What's your favorite way to spend a weekend or time off?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
29~ What are some things that turn you off? What is your biggest turn off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
50~ How many children do you have? What are their ages?
2- What’s your favorite color? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
38~ Share your most embarrassing sexual memory?
25~ How do you feel about PDA? (Public Display of Affection)
Prisoner/Prison Guard Landlord/Tenant
48~ Do you have any siblings? Are you close to your family?
That one or two things that made you go hmmmm, OMG or wow!
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
30~ What's something unexpected that turns you on?
Do you like it when they show and tell you what they want?
48~ Have you ever paid or been paid for sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
(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…)
36~ What is your favorite time of day to have sex/make love?
What is your favorite position? Why?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
52~ Are you willing to make “those types” of bets with your partner?
1- What’s your favorite animal? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
31- If given a chance to be immortal, would you take it? Why?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Do you have a favorite? Is it ok if your partner does?
76~ Have you had a threesome? Care to Share?
47~ What would be your dream job and why?
9~ How many times over your lifetime do you think you have had sex so far?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you think this brought you closer together?
15- What's your favorite saying? What word or phrase is your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
52~ What are your hobbies?
33- Beach or Mountains? Or is there another place to like better?
You know that I will be 100% truthful, so ask.
Please share Did you stop?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What have you learned about me that was new and/or surprising?
53~ How much can you tell me about the one thing you are most passionate about?
How old are you? Male or Female?
10- List 5 of your top pet peeves.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
49~ How many times have you been married? Why did they end?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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…
If you win, what will you make them do?
11~ Have you ever been caught by your parents or children or others while having sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
22- What is your favorite childhood memory? What is your least favorite?
*** Questions About Me ***
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Over time has your thoughts on sex changed?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
29- How superstitious are you?
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?
Master/Slave Boss/Maid
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you watch it? What is your favorite?
How about if they talk dirty and/or call you names?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What is your view on sex? Meaning, When/Where/ How often/
13- What’s your favorite drink? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
How well do you know me? And some of your thoughts about me
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
13- What is the craziest/scariest thing you've ever done?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
If you say it, I will stop, and we can talk about it when you are ready.
3- What Superhero or Superpower would you want to be/have?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Random Questions ***
10- What is your favorite family tradition? What’s your least favorite?
20- What’s your favorite candy? What’s your least favorite?