What is the most interesting question you can ask to get to know someone?
10.06.2025 02:03
Will you kiss after your partner has gone down on you? Swallow or spit semen?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How can I be okay with being ugly? What is the bright side?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
What did someone say to you that instantly made you realize their life was in danger?
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?
Do you think this brought you closer together?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Chevy’s C8 Corvette ZR1 Supercar Is Even Faster Than It Expected - Robb Report
17- What’s your favorite holiday? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you mind if your partner watched it? How about together vs alone?
Video: Do You Even Need A Pro Controller For The Switch 2? - Nintendo Life
*** Random Questions ***
15- What bad habit do you wish you could quit? Do you have any addictions?
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…
What are some of your favorite hip hop lyrics?
65~ Describe the best orgasm you’ve ever had? Care to share?
18- How often do you drink alcohol? What is your favorite drink?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Father’s Day 2025: 28 gifts dads will actually want - The Verge
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
1- What’s your favorite animal? Do you a least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
92~ Have you ever had or have an STD? How many? What was it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Master/Slave Boss/Maid
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Any that are a turn off?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Have you ever been instructed/forced to crossdress for the benefit of others?
14- What is an embarrassing moment in your life? How about your most embarrassing?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
U.S. Home Sellers Are Sitting on Nearly $700 Billion Worth of Listings, an All-Time High - Redfin
Would you allow me to clean every part of your body with my soapy hands and fingers?
Please share Did you stop?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
iFixit is retroactively giving the Nintendo Switch a 4/10 on repairability - The Verge
76~ Have you had a threesome? Care to Share?
13- How about having a certain hair cut/style?
48~ Have you ever paid or been paid for sex?
Jonathan Anderson has been appointed sole creative director of Dior - Vogue Business
20- What’s your favorite candy? What’s your least favorite?
18~ Who/when was your first “crush”?
Do you have a favorite? Is it ok if your partner does?
13- What’s your favorite drink? What’s your least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
Do you watch it? What is your favorite?
11- What's your favorite restaurant? What’s your least favorite?
Have you ever? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
* Give a rating for each one (0-100)
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?
25~ How do you feel about PDA? (Public Display of Affection)
31- If given a chance to be immortal, would you take it? Why?
17- Have you ever done drugs? Which ones? How often?
(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…)
10- What is your favorite family tradition? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9~ How many times over your lifetime do you think you have had sex so far?
12- What’s your favorite food? What’s your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
15~ Have you ever been “in love”? Who? Care to Share?
81~ Do you have any kinks and/or fetishes?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
82~ Do you have any fantasies involving Role-Playing?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
28~ What are some things that turn on? What is your biggest turn on?
29- How superstitious are you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7- What are your thoughts on religion? Is there an afterlife?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
49~ How many times have you been married? Why did they end?
10~ How many dates are necessary before you to have sex with someone?
11- How about if they like a certain sports team? 12-How about drinking too much?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
1- What was your first impression of me? Has it changed?
34- Ever been to a concert? What was your favorite? Who would you like to see?
11- List at least 5 things on your bucket list. Have you done any of them already?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How about if they talk dirty and/or call you names?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Does the thought excite you? Care to share?
28- What are some things that people do that irritate you?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
*** What’s Your Favorite…? ***
*** Deal Breaker Questions ***
Nothing too Serious
Teacher/Student Stranger/One Night Stand
67~ Do you like it when your partner moans and/or is vocal during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
33- Beach or Mountains? Or is there another place to like better?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Do you like it when they show and tell you what they want?
3- What Superhero or Superpower would you want to be/have?
84~ How do you feel about reading/listening to adult stories?
52~ What are your hobbies?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Over time has your thoughts on sex changed?
Would you ever want to be woken up with oral and/or intercourse?
9- What’s your favorite season and why? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
11~ Have you ever been caught by your parents or children or others while having sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
47~ What would be your dream job and why?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
92~ Everyone needs a “safe” word. What is yours?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
19- What’s your favorite fairytale? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
36~ What is your favorite time of day to have sex/make love?
Would you do it again, and would you rather 2 females or 2 males?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
62~ Have you used adult toys?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
*** Questions About Me ***
Nurse/Patient Celebrity/Fan
6- Do you have dreams? Can you remember them? What do you usually dream about?
9- If you could have three wishes, what would they be? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is your favorite position? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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)
21- What's your favorite way to spend a weekend or time off?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
13- What is the craziest/scariest thing you've ever done?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
5~ When you first started having sex, was it what you thought it would be?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
22- Do you have any birth marks? How about scars? Care to share how you got them?
8- What's your favorite flavor of ice cream? Do you a least favorite?
4- For a pet, Cat, dog or other?
37- Do you like your name? If you could change it, what would you change it too?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
23- What is your dream job? What was it as a child?
What was the longest? What was the shortest?
10- List 5 of your top pet peeves.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
*** Questions about Relationships/Past ***
22- What is your favorite childhood memory? What is your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If you say it, I will stop, and we can talk about it when you are ready.
If NO, would you ever have one? Would it be with 2 men or 2 women?
2- What’s your favorite color? Do you a least favorite?
If yes, what?
7-What do I do in bed that drives you wild? How about, what turns you off?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
70~ Would/do you have/like anal sex?
40~ What’s the weirdest place you’ve ever had sex?
8- What are your thoughts on politics?
Would /have you ever given your partner a lap dance and Striptease?
89~ Do you like taking showers together?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
Prisoner/Prison Guard Landlord/Tenant
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What do you dislike about me? I asked you to be 100% honest.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Would you read them together?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
15- What's your favorite saying? What word or phrase is your least favorite?
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?
19~ Who/when was your first “heartbreak”?
80~ Share your top three fantasies/desires. (Be detailed) 😊
51~ Are you willing to play adult games with your partner?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
5- Have you ever been hypnotized? Would you allow yourself to be?
83~ How do you feel about Porn?
29~ What are some things that turn you off? What is your biggest turn off?
32- What's your greatest talent? Can I see it right now?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
38~ Share your most embarrassing sexual memory?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
19- Do/have you smoked? What do you prefer? How often?
Escort/Client Job Applicant/Hiring Manager
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?
Get this wrong and this could mean the end… :-) some funny, some not…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
I would allow you to do it… What would you do to me?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
33- If you could visit any time period, when would you pick? Please explain why?
27- What was/ is nickname? Does it have a meaning behind it?
How many times do you think you have “made love”?
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?
61~ How willing would you be to try new sexual positions?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
21~ What was the best date you ever went on? What has been the worst?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
1~ How old were you when you had your first kiss? Who? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
3- What’s your favorite smell? Do you a least favorite?
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?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What have you learned about yourself that you did not before this?
That one or two things that made you go hmmmm, OMG or wow!
14- What's your favorite dessert? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
26~ What side of the bed do you sleep on?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
The Ice Breaker Questions
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
You know that I will be 100% truthful, so ask.
What is your view on sex? Meaning, When/Where/ How often/
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Doctor/Nurse Stripper/Client
If you win, what will you make them do?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
42~ What’s your biggest regret in life?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How many partners have you had oral sex with? Who? Care to Share?
50~ How many children do you have? What are their ages?
13~ Is there a difference between, making love, having sex, and fucking?
What have you learned about me that was new and/or surprising?
34~ Do you like the lights on or off during sex?
44~ Care to share something about yourself that no one else knows about you?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Can you Deep Throat? Do you like the taste of yourself?
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,
Model/Photographer Police/Criminal
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
7- What if a person smells a certain way? 8- How about smoking?
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~ How many times in one day have you had sex? Who/When/Where? Care to Share?
39~ What are your love languages?
30~ What's something unexpected that turns you on?
How old are you? Male or Female?
48~ Do you have any siblings? Are you close to your family?
Family Relation Age Play
How well do you know me? And some of your thoughts about me
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
51~ What tends to bring a smile to your face?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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…
12- What is the weirdest thing you've ever eaten?