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