What is the most interesting question you can ask to get to know someone?
13.06.2025 03:57
Does the thought excite you? Care to share?
How about if they talk dirty and/or call you names?
How many times do you think you have “made love”?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Would you mind if your partner watched it? How about together vs alone?
51~ Are you willing to play adult games with your partner?
When do you start "growing old"?
49~ How many times have you been married? Why did they end?
3- What Superhero or Superpower would you want to be/have?
*** Random Questions ***
Why do people love to live alone in a house?
36- Do you play video games? What is your favorite? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
5- Have you ever been hypnotized? Would you allow yourself to be?
What is your review of Kota Factory Season 3 (TVF Original)?
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?
What is your favorite toy? Ever wanted to try a specific toy?
Does CloudFlare protect blackhat sites from DDOS attacks?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
17- Have you ever done drugs? Which ones? How often?
What happened to your school bully?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
92~ Everyone needs a “safe” word. What is yours?
42~ What’s your biggest regret in life?
Can men enjoy receiving anal sex?
32- What's your greatest talent? Can I see it right now?
Do you have a favorite? Is it ok if your partner does?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
How do I cope with the fact that I will never have a girlfriend?
25~ How do you feel about PDA? (Public Display of Affection)
(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…)
15~ Have you ever been “in love”? Who? Care to Share?
Is it okay for me to wear girls’ underwear?
17- What’s your favorite holiday? What’s 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?
10- What is your favorite family tradition? What’s your least favorite?
How can someone feel more FTM when AMAB?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Family Relation Age Play
Does anyone wear see-through clothes to show off underwear?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Any that are a turn off?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Are you more of a butt guy or a boob guy?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Doctor/Nurse Stripper/Client
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
13~ Is there a difference between, making love, having sex, and fucking?
7- What are your thoughts on religion? Is there an afterlife?
23- What is your dream job? What was it as a child?
What would you say to prove to yourself that it was really you?
27- What was/ is nickname? Does it have a meaning behind it?
If yes, what?
7-What do I do in bed that drives you wild? How about, what turns you off?
12- What is the weirdest thing you've ever eaten?
What is your view on sex? Meaning, When/Where/ How often/
19~ Who/when was your first “heartbreak”?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
83~ How do you feel about Porn?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
3- What’s your favorite smell? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
36~ What is your favorite time of day to have sex/make love?
Repairman/Lonely Wife Virgin/Experienced
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
Do you watch it? What is your favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
21~ What was the best date you ever went on? What has been the worst?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
28~ What are some things that turn on? What is your biggest turn on?
34~ Do you like the lights on or off during sex?
You know that I will be 100% truthful, so ask.
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
9~ How many times over your lifetime do you think you have had sex so far?
Get this wrong and this could mean the end… :-) some funny, some not…
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would /have you ever given your partner a lap dance and Striptease?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
14- What's your favorite dessert? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
48~ Have you ever paid or been paid for sex?
33- If you could visit any time period, when would you pick? Please explain why?
62~ Have you used adult toys?
67~ Do you like it when your partner moans and/or is vocal during sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
12- What’s your favorite food? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Do you think this brought you closer together?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Will you cheat again? How can, you be sure? Define what cheating is to you.
I would allow you to do it… What would you do to me?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
39~ What are your love languages?
1- What’s your favorite animal? Do you a least favorite?
*** Questions About Me ***
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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,
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?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
84~ How do you feel about reading/listening to adult stories?
Teacher/Student Stranger/One Night Stand
19- What’s your favorite fairytale? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
37- Do you like your name? If you could change it, what would you change it too?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
Would you read them together?
47~ What would be your dream job and why?
*** Questions about Relationships/Past ***
*** Deal Breaker Questions ***
The Ice Breaker Questions
82~ Do you have any fantasies involving Role-Playing?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Escort/Client Job Applicant/Hiring Manager
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
19- Do/have you smoked? What do you prefer? How often?
18~ Who/when was your first “crush”?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
4- For a pet, Cat, dog or other?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Would you do it again, and would you rather 2 females or 2 males?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6- Do you have dreams? Can you remember them? What do you usually dream about?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
13- What is the craziest/scariest thing you've ever done?
Master/Slave Boss/Maid
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If you say it, I will stop, and we can talk about it when you are ready.
18- What’s your favorite way to relax after a long day? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What have you learned about yourself that you did not before this?
89~ Do you like taking showers together?
1~ How old were you when you had your first kiss? Who? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
9- If you could have three wishes, what would they be? Why?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
9- What’s your favorite season and why? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
81~ Do you have any kinks and/or fetishes?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
8- What are your thoughts on politics?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How many partners have you had oral sex with? Who? Care to Share?
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?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
That one or two things that made you go hmmmm, OMG or wow!
28- What are some things that people do that irritate you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
38~ Share your most embarrassing sexual memory?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Please share Did you stop?
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
52~ What are your hobbies?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
65~ Describe the best orgasm you’ve ever had? Care to share?
13- What’s your favorite drink? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
*** What’s Your Favorite…? ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
Do you like it when they show and tell you what they want?
What was the longest? What was the shortest?
11- List at least 5 things on your bucket list. Have you done any of them already?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you like the “69” position? Do you prefer to be on top or bottom?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is your favorite position? Why?
1- What was your first impression of me? Has it changed?
Can you Deep Throat? Do you like the taste of yourself?
How well do you know me? And some of your thoughts about me
21- What's your favorite way to spend a weekend or time off?
22- What is your favorite childhood memory? What is your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, 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…
11- What's your favorite restaurant? What’s your least favorite?
Have you ever? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
29~ What are some things that turn you off? What is your biggest turn off?
51~ What tends to bring a smile to your face?
2- What’s your favorite color? Do you a least favorite?
30~ What's something unexpected that turns you on?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
10- List 5 of your top pet peeves.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
7- What if a person smells a certain way? 8- How about smoking?
What do you dislike about me? I asked you to be 100% honest.
Any that are a turn off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
20- What’s your favorite candy? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
92~ Have you ever had or have an STD? How many? What was it?
5~ When you first started having sex, was it what you thought it would be?
53~ How much can you tell me about the one thing you are most passionate about?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
44~ Care to share something about yourself that no one else knows about you?
70~ Would/do you have/like anal sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
26~ What side of the bed do you sleep on?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
71~ Would you give your partner a hand or foot job? Would you receive one?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
11~ Have you ever been caught by your parents or children or others while having sex?
10~ How many dates are necessary before you to have sex with someone?
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…
* Give a rating for each one (0-100)
Over time has your thoughts on sex changed?
52~ Are you willing to make “those types” of bets with your partner?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
29- How superstitious are you?
If you win, what will you make them do?
Nurse/Patient Celebrity/Fan
31- If given a chance to be immortal, would you take it? Why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
13- How about having a certain hair cut/style?
18- How often do you drink alcohol? What is your favorite drink?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
80~ Share your top three fantasies/desires. (Be detailed) 😊
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What have you learned about me that was new and/or surprising?
76~ Have you had a threesome? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
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?
Nothing too Serious
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?
50~ How many children do you have? What are their ages?
48~ Do you have any siblings? Are you close to your family?
Model/Photographer Police/Criminal
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How old are you? Male or Female?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?