What is the most interesting question you can ask to get to know someone?
12.06.2025 05:32
The Ice Breaker Questions
83~ How do you feel about Porn?
42~ What’s your biggest regret in life?
Why are the bands Smashmouth and Nickelback often used as punchlines?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Have you ever? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
The FCC is cracking down on EchoStar’s deployment of 5G. - The Verge
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What would you say to prove to yourself that it was really you?
Please share Did you stop?
Why would a spouse cheat if the marriage is good?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
17- What’s your favorite holiday? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Repairman/Lonely Wife Virgin/Experienced
18- How often do you drink alcohol? What is your favorite drink?
What do flat Earthers think causes the "magical downward force"?
Would /have you ever given your partner a lap dance and Striptease?
71~ Would you give your partner a hand or foot job? Would you receive one?
If you win, what will you make them do?
What is unattractive about a nice guy? Why do some women don’t choose nice guys?
You know that I will be 100% truthful, so ask.
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Why are men so attracted to big breasts?
18~ Who/when was your first “crush”?
34~ Do you like the lights on or off during sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Sunday Night Baseball Parlay, Picks, Predictions for Yankees vs Red Sox - Action Network
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?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What are 10 interesting facts about you?
7- What are your thoughts on religion? Is there an afterlife?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
15~ Have you ever been “in love”? Who? Care to Share?
How do you write lyrics for a song that resonates with listeners?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
44~ Care to share something about yourself that no one else knows about you?
8- What are your thoughts on politics?
mRNA, once lauded as a scientific marvel, is now a government target - statnews.com
53~ How much can you tell me about the one thing you are most passionate about?
Would you ever want to be woken up with oral and/or intercourse?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** What’s Your Favorite…? ***
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
U.S. Open 2025: Second-round tee times, groupings and featured groups Friday at Oakmont - NBC Sports
47~ What would be your dream job and why?
3- Should Pluto still be considered a planet? 4- How about smoking?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
33- If you could visit any time period, when would you pick? Please explain why?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
5- Have you ever been hypnotized? Would you allow yourself to be?
17- Have you ever done drugs? Which ones? How often?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
*** Deal Breaker Questions ***
39~ What are your love languages?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
61~ How willing would you be to try new sexual positions?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
10- List 5 of your top pet peeves.
Teacher/Student Stranger/One Night Stand
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
22- What is your favorite childhood memory? What is your least favorite?
32- What's your greatest talent? Can I see it right now?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
Doctor/Nurse Stripper/Client
89~ Do you like taking showers together?
Get this wrong and this could mean the end… :-) some funny, some not…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Would you read them together?
7-What do I do in bed that drives you wild? How about, what turns you off?
13~ Is there a difference between, making love, having sex, and fucking?
3- What Superhero or Superpower would you want to be/have?
1~ How old were you when you had your first kiss? Who? Care to Share?
Family Relation Age Play
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
13- What’s your favorite drink? What’s your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
What have you learned about me that was new and/or surprising?
How many times do you think you have “made love”?
What do you dislike about me? I asked you to be 100% honest.
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?
Does the thought excite you? Care to share?
51~ What tends to bring a smile to your face?
How about if they talk dirty and/or call you names?
Master/Slave Boss/Maid
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
*** Questions About Me ***
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
40~ What’s the weirdest place you’ve ever had sex?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
20- What’s your favorite candy? What’s your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
28- What are some things that people do that irritate you?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
That one or two things that made you go hmmmm, OMG or wow!
I would allow you to do it… What would you do to me?
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)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
21- What's your favorite way to spend a weekend or time off?
What is your favorite toy? Ever wanted to try a specific toy?
If you say it, I will stop, and we can talk about it when you are ready.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How old are you? Male or Female?
76~ Have you had a threesome? Care to Share?
23- What is your dream job? What was it as a child?
Do you watch it? What is your favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
37- Do you like your name? If you could change it, what would you change it too?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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…
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
30~ What's something unexpected that turns you on?
If YES, was it with 2 men or 2 women? Did you enjoy it?
84~ How do you feel about reading/listening to adult stories?
21~ What was the best date you ever went on? What has been the worst?
25~ How do you feel about PDA? (Public Display of Affection)
27- What was/ is nickname? Does it have a meaning behind it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1- What’s your favorite animal? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
2- What’s your favorite color? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Prisoner/Prison Guard Landlord/Tenant
34- Ever been to a concert? What was your favorite? Who would you like to see?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
13- What is the craziest/scariest thing you've ever done?
19~ Who/when was your first “heartbreak”?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
67~ Do you like it when your partner moans and/or is vocal during sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
How well do you know me? And some of your thoughts about me
Can you Deep Throat? Do you like the taste of yourself?
How many partners have you had oral sex with? Who? Care to Share?
Nothing too Serious
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,
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
36- Do you play video games? What is your favorite? Do you a least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
36~ What is your favorite time of day to have sex/make love?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Model/Photographer Police/Criminal
13- How about having a certain hair cut/style?
Any that are a turn off?
9~ How many times over your lifetime do you think you have had sex so far?
28~ What are some things that turn on? What is your biggest turn on?
Any that are a turn off?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
52~ What are your hobbies?
80~ Share your top three fantasies/desires. (Be detailed) 😊
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
* Give a rating for each one (0-100)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you do it again, and would you rather 2 females or 2 males?
48~ Do you have any siblings? Are you close to your family?
If NO, would you ever have one? Would it be with 2 men or 2 women?
92~ Have you ever had or have an STD? How many? What was it?
82~ Do you have any fantasies involving Role-Playing?
92~ Everyone needs a “safe” word. What is yours?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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 is your favorite position? Why?
31- If given a chance to be immortal, would you take it? Why?
10~ How many dates are necessary before you to have sex with someone?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
12- What’s your favorite food? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
62~ Have you used adult toys?
70~ Would/do you have/like anal sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
9- What’s your favorite season and why? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What have you learned about yourself that you did not before this?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you like it when they show and tell you what they want?
19- Do/have you smoked? What do you prefer? How often?
1- What was your first impression of me? Has it changed?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
5~ When you first started having sex, was it what you thought it would be?
(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…)
50~ How many children do you have? What are their ages?
*** Random Questions ***
Do you have a favorite? Is it ok if your partner does?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Over time has your thoughts on sex changed?
*** Questions about Relationships/Past ***
What is your view on sex? Meaning, When/Where/ How often/
14- What's your favorite dessert? Do you a least favorite?
7- What if a person smells a certain way? 8- How about smoking?
If yes, what?
Nurse/Patient Celebrity/Fan
48~ Have you ever paid or been paid for sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you shave/trim your pubic hair? For you guys do you shave your balls?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
29- How superstitious are you?
3- What’s your favorite smell? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
33- Beach or Mountains? Or is there another place to like better?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
12- What is the weirdest thing you've ever eaten?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
26~ What side of the bed do you sleep on?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What was the longest? What was the shortest?
Do you like the “69” position? Do you prefer to be on top or bottom?
Would you mind if your partner watched it? How about together vs alone?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
11~ Have you ever been caught by your parents or children or others while having sex?
15- What's your favorite saying? What word or phrase is your 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?
38~ Share your most embarrassing sexual memory?
8- What's your favorite flavor of ice cream? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
11- What's your favorite restaurant? What’s your least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
11- How about if they like a certain sports team? 12-How about drinking too much?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Do you think this brought you closer together?
29~ What are some things that turn you off? What is your biggest turn off?
49~ How many times have you been married? Why did they end?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
15- What bad habit do you wish you could quit? Do you have any addictions?
14- What is an embarrassing moment in your life? How about your most embarrassing?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
52~ Are you willing to make “those types” of bets with your partner?