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