What is the most interesting question you can ask to get to know someone?
09.06.2025 00:18
48~ Do you have any siblings? Are you close to your family?
25~ How do you feel about PDA? (Public Display of Affection)
14- What's your favorite dessert? Do you a least favorite?
What a list actors/ actresses are notorious for being jerks in real life?
45~ How do you feel about me blindfolding you? How about blindfolding me?
The Ice Breaker Questions
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
If there is an abandoned house with no owner, can I live in it?
3- Should Pluto still be considered a planet? 4- How about smoking?
Can you Deep Throat? Do you like the taste of yourself?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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…
Why did my ex-narcissist move so fast with his new supply marriage engagement moving in, etc.?
What do you dislike about me? I asked you to be 100% honest.
Would you mind if your partner watched it? How about together vs alone?
What would you say to prove to yourself that it was really you?
Elden Ring Nightreign haters: Bloodborne is right there - Polygon
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
42~ What’s your biggest regret in life?
Escort/Client Job Applicant/Hiring Manager
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
30~ What's something unexpected that turns you on?
Can bosses get fired for being too hard on employees?
53~ How much can you tell me about the one thing you are most passionate about?
15- What bad habit do you wish you could quit? Do you have any addictions?
How well do you know me? And some of your thoughts about me
What one thing makes someone a very mature person?
33- Beach or Mountains? Or is there another place to like better?
11- List at least 5 things on your bucket list. Have you done any of them already?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Why do Democrats call any Republican "Magats", like they are subhuman?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
How old are you? Male or Female?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
*** What’s Your Favorite…? ***
1- What’s your favorite animal? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
*** Random Questions ***
21- What's your favorite way to spend a weekend or time off?
5 Things to Know Before the Stock Market Opens - Investopedia
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Why do women consider 80% of men as unattractive?
15- What's your favorite saying? What word or phrase is your least favorite?
Over time has your thoughts on sex changed?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
New Study Reveals the #1 Sleep Mistake That Harms the Brain - AOL.com
70~ Would/do you have/like anal sex?
52~ What are your hobbies?
18~ Who/when was your first “crush”?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
Do you think this brought you closer together?
33- If you could visit any time period, when would you pick? Please explain why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
37- Do you like your name? If you could change it, what would you change it too?
61~ How willing would you be to try new sexual positions?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
31- If given a chance to be immortal, would you take it? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
29- How superstitious are you?
9- If you could have three wishes, what would they be? Why?
23- What is your dream job? What was it as a child?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Doctor/Nurse Stripper/Client
4- For a pet, Cat, dog or other?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
18- How often do you drink alcohol? What is your favorite drink?
22- What is your favorite childhood memory? What is your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
12- What’s your favorite food? What’s your least favorite?
50~ How many children do you have? What are their ages?
How many times do you think you have “made love”?
1~ How old were you when you had your first kiss? Who? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Would you read them together?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
65~ Describe the best orgasm you’ve ever had? Care to share?
What is your favorite position? Why?
81~ Do you have any kinks and/or fetishes?
7-What do I do in bed that drives you wild? How about, what turns you off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
80~ Share your top three fantasies/desires. (Be detailed) 😊
3- What’s your favorite smell? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
9- What’s your favorite season and why? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If you say it, I will stop, and we can talk about it when you are ready.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
39~ What are your love languages?
I would allow you to do it… What would you do to me?
Please share Did you stop?
Repairman/Lonely Wife Virgin/Experienced
Do you like it when they show and tell you what they want?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How many partners have you had oral sex with? Who? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
*** Deal Breaker Questions ***
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
13- What is the craziest/scariest thing you've ever done?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
* Give a rating for each one (0-100)
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you watch it? What is your favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
What is your view on sex? Meaning, When/Where/ How often/
19- Do/have you smoked? What do you prefer? How often?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
Teacher/Student Stranger/One Night Stand
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
28- What are some things that people do that irritate you?
32- What's your greatest talent? Can I see it right now?
14- What is an embarrassing moment in your life? How about your most embarrassing?
17- What’s your favorite holiday? What’s your least favorite?
1- What was your first impression of me? Has it changed?
52~ Are you willing to make “those types” of bets with your partner?
What have you learned about me that was new and/or surprising?
67~ Do you like it when your partner moans and/or is vocal during sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What is your favorite toy? Ever wanted to try a specific toy?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you do it again, and would you rather 2 females or 2 males?
15~ Have you ever been “in love”? Who? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
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?
28~ What are some things that turn on? What is your biggest turn on?
26~ What side of the bed do you sleep on?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
89~ Do you like taking showers together?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
11- How about if they like a certain sports team? 12-How about drinking too much?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
49~ How many times have you been married? Why did they end?
Have you ever? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
22- Do you have any birth marks? How about scars? Care to share how you got them?
5~ When you first started having sex, was it what you thought it would be?
Model/Photographer Police/Criminal
Any that are a turn off?
Will you cheat again? How can, you be sure? Define what cheating is to you.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
38~ Share your most embarrassing sexual memory?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
84~ How do you feel about reading/listening to adult stories?
Would you ever want to be woken up with oral and/or intercourse?
Prisoner/Prison Guard Landlord/Tenant
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
47~ What would be your dream job and why?
Family Relation Age Play
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
19- What’s your favorite fairytale? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would /have you ever given your partner a lap dance and Striptease?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Nurse/Patient Celebrity/Fan
92~ Everyone needs a “safe” word. What is yours?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
60~ How important is oral sex? Do you like receiving? Do you like giving?
27- What was/ is nickname? Does it have a meaning behind 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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
18- What’s your favorite way to relax after a long day? What’s your least favorite?
10- List 5 of your top pet peeves.
51~ Are you willing to play adult games with your partner?
19~ Who/when was your first “heartbreak”?
92~ Have you ever had or have an STD? How many? What was it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
13- How about having a certain hair cut/style?
20- What’s your favorite candy? What’s your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
17- Have you ever done drugs? Which ones? How often?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What was the longest? What was the shortest?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
29~ What are some things that turn you off? What is your biggest turn off?
7- What if a person smells a certain way? 8- How about smoking?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Nothing too Serious
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
48~ Have you ever paid or been paid for sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Do you have a favorite? Is it ok if your partner does?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
7- What are your thoughts on religion? Is there an afterlife?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
21~ What was the best date you ever went on? What has been the worst?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
83~ How do you feel about Porn?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
2- What’s your favorite color? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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?
How about if they talk dirty and/or call you names?
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,
3- What Superhero or Superpower would you want to be/have?
If you win, what will you make them do?
(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…)
44~ Care to share something about yourself that no one else knows about you?
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?
Does the thought excite you? Care to share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
You know that I will be 100% truthful, so ask.
82~ Do you have any fantasies involving Role-Playing?
5- Have you ever been hypnotized? Would you allow yourself to be?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Any that are a turn off?
8- What are your thoughts on politics?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
34~ Do you like the lights on or off during sex?
62~ Have you used adult toys?
*** Questions About Me ***
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If yes, what?
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…
36~ What is your favorite time of day to have sex/make love?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
12- What is the weirdest thing you've ever eaten?
*** Questions about Relationships/Past ***
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
51~ What tends to bring a smile to your face?
Master/Slave Boss/Maid