What is the most interesting question you can ask to get to know someone?
11.06.2025 01:30
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If yes, what?
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?
N95 Masks And Air Purifiers: Wildfire Smoke Protection - The Weather Channel
34- Ever been to a concert? What was your favorite? Who would you like to see?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What is your favourite summer outfit? Why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
8- What are your thoughts on politics?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Does the Hamas charter specifically call for the death of all Jews and the destruction of Israel?
16~ Do you believe in “soulmates”? Have you found yours? Who? 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.
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…
Will you cheat again? How can, you be sure? Define what cheating is to you.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
82~ Do you have any fantasies involving Role-Playing?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
26~ What side of the bed do you sleep on?
What was your worst experience while living with roommates?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
*** Deal Breaker Questions ***
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
83~ How do you feel about Porn?
Have you ever? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
What pet would you strongly not recommend?
Would you ever want to be woken up with oral and/or intercourse?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
I would allow you to do it… What would you do to me?
How old are you? Male or Female?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Why are Boomers so vehemently opposed to student loan forgiveness?
1~ How old were you when you had your first kiss? Who? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
42~ What’s your biggest regret in life?
*** Questions About Me ***
92~ Have you ever had or have an STD? How many? What was it?
9~ How many times over your lifetime do you think you have had sex so far?
Model/Photographer Police/Criminal
52~ Are you willing to make “those types” of bets with your partner?
49~ How many times have you been married? Why did they end?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Doctor/Nurse Stripper/Client
That one or two things that made you go hmmmm, OMG or wow!
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
17- What’s your favorite holiday? What’s your least favorite?
Please share Did you stop?
Do you have a favorite? Is it ok if your partner does?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Nothing too Serious
21- What's your favorite way to spend a weekend or time off?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
28- What are some things that people do that irritate you?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
17- Have you ever done drugs? Which ones? How often?
19- What’s your favorite fairytale? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How about if they talk dirty and/or call you names?
7~ How many times in one day have you had sex? Who/When/Where? 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?
51~ Are you willing to play adult games with your partner?
How many partners have you had oral sex with? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
40~ What’s the weirdest place you’ve ever had sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
51~ What tends to bring a smile to your face?
1- What was your first impression of me? Has it changed?
What is your view on sex? Meaning, When/Where/ How often/
Does the thought excite you? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
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~ Do you like the lights on or off during sex?
9- What’s your favorite season and why? What’s your least favorite?
52~ What are your hobbies?
28~ What are some things that turn on? What is your biggest turn on?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Prisoner/Prison Guard Landlord/Tenant
How many times do you think you have “made love”?
If you win, what will you make them do?
Do you watch it? What is your favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
22- What is your favorite childhood memory? What is your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Any that are a turn off?
12- What is the weirdest thing you've ever eaten?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
39~ What are your love languages?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
5~ When you first started having sex, was it what you thought it would be?
61~ How willing would you be to try new sexual positions?
10- List 5 of your top pet peeves.
* Give a rating for each one (0-100)
44~ Care to share something about yourself that no one else knows about you?
13- What’s your favorite drink? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Repairman/Lonely Wife Virgin/Experienced
89~ Do you like taking showers together?
What have you learned about yourself that you did not before this?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
33- Beach or Mountains? Or is there another place to like better?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What would you say to prove to yourself that it was really you?
10- What is your favorite family tradition? What’s your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
*** What’s Your Favorite…? ***
19~ Who/when was your first “heartbreak”?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
14- What's your favorite dessert? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
37- Do you like your name? If you could change it, what would you change it too?
What is your favorite position? Why?
27- What was/ is nickname? Does it have a meaning behind it?
5- Have you ever been hypnotized? Would you allow yourself to be?
What do you dislike about me? I asked you to be 100% honest.
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,
4- For a pet, Cat, dog or other?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
10~ How many dates are necessary before you to have sex with someone?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What is your favorite toy? Ever wanted to try a specific toy?
38~ Share your most embarrassing sexual memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Master/Slave Boss/Maid
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
20- What’s your favorite candy? What’s your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
3- What Superhero or Superpower would you want to be/have?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1- What’s your favorite animal? Do you a least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Would you allow me to clean every part of your body with my soapy hands and fingers?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Random Questions ***
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Would you read them together?
How well do you know me? And some of your thoughts about me
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
32- What's your greatest talent? Can I see it right now?
13- What is the craziest/scariest thing you've ever done?
76~ Have you had a threesome? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
What have you learned about me that was new and/or surprising?
47~ What would be your dream job and why?
50~ How many children do you have? What are their ages?
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?
48~ Do you have any siblings? Are you close to your family?
18~ Who/when was your first “crush”?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Do you like the “69” position? Do you prefer to be on top or bottom?
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
12- What’s your favorite food? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Do you think this brought you closer together?
19- Do/have you smoked? What do you prefer? How often?
7- What if a person smells a certain way? 8- How about smoking?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
36~ What is your favorite time of day to have sex/make love?
15~ Have you ever been “in love”? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
84~ How do you feel about reading/listening to adult stories?
30~ What's something unexpected that turns you on?
Would /have you ever given your partner a lap dance and Striptease?
13~ Is there a difference between, making love, having sex, and fucking?
Family Relation Age Play
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
9- If you could have three wishes, what would they be? Why?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
Nurse/Patient Celebrity/Fan
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?
70~ Would/do you have/like anal sex?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you like it when they show and tell you what they want?
*** Questions about Relationships/Past ***
15- What's your favorite saying? What word or phrase is your least favorite?
Over time has your thoughts on sex changed?
81~ Do you have any kinks and/or fetishes?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Can you Deep Throat? Do you like the taste of yourself?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Escort/Client Job Applicant/Hiring Manager
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)
11~ Have you ever been caught by your parents or children or others while having sex?
67~ Do you like it when your partner moans and/or is vocal during sex?
92~ Everyone needs a “safe” word. What is yours?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What was the longest? What was the shortest?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
If YES, was it with 2 men or 2 women? Did you enjoy it?
29- How superstitious are you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
23- What is your dream job? What was it as a child?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Teacher/Student Stranger/One Night Stand
11- What's your favorite restaurant? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you say it, I will stop, and we can talk about it when you are ready.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
29~ What are some things that turn you off? What is your biggest turn off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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…
60~ How important is oral sex? Do you like receiving? Do you like giving?
31- If given a chance to be immortal, would you take it? Why?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Would you mind if your partner watched it? How about together vs alone?
71~ Would you give your partner a hand or foot job? Would you receive one?
62~ Have you used adult toys?
65~ Describe the best orgasm you’ve ever had? Care to share?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
You know that I will be 100% truthful, so ask.
13- How about having a certain hair cut/style?
3- Should Pluto still be considered a planet? 4- How about smoking?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Any that are a turn off?
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)
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
53~ How much can you tell me about the one thing you are most passionate about?
Would you do it again, and would you rather 2 females or 2 males?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
3- What’s your favorite smell? Do you a least favorite?
The Ice Breaker Questions
What’s the longest time you gone without having sex, after, having it? How much time between the others?
(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…)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
15- What bad habit do you wish you could quit? Do you have any addictions?
2- What’s your favorite color? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?