At some point in life, you may have had cringe moments. It could be something that happened at school, a wardrobe malfunction, or something your parents caught you doing. While all that could be in the past, uncomfortable questions to ask friends will make you relive those moments while making some interesting and funny conversations.

Uncomfortable questions serve as great icebreakers for a new crowd. Ask them and watch your friend’s faces contort with agony as they relive some of their most embarrassing truths.

Uncomfortable questions to ask friends

In a world where everyone's sense of humour differs, you never know what will make someone laugh or feel awkward. But if you are curious, here is a list of some of the most uncomfortable questions to ask friends for funny reactions:

Embarrassing questions for truth or dare

Whether attending a party, going for a sleepover, or getting together with friends, you may play truth or dare. If it wasn't in the plans, you should suggest uncomfortable questions to ask your best friend. Below are uncomfortable questions to ask to deepen your friendship:

• Can you show everyone an embarrassing picture on your phone?
• Can you place three ice cubes in your mouth for one minute?
• Can you yell the first word that comes to your mind?
• Can you pretend to be the person on your right for five minutes?
• Can you whisper a secret to the person on your left?
• Can you tell us the saddest story you know?
• Can you eat two pieces of raw garlic?
• Can you seductively eat a full banana?
• Can you twerk for two minutes?
• Can you play the air guitar for two minutes?
• Can you dance without music for three minutes?
• Can you let the person on your right tickle you for a minute without laughing?
• Can you make yourself cry in front of everyone?
• Can you impersonate your parents?
• Can you put all the toes on your right foot in your mouth?
• Can you try and lick your elbow?
• Can you smell the armpits of the person on your left?
• Can you put as much popcorn in your mouth as you can?
• Can you smile as widely as possible and hold it for 60 seconds?
• Can you eat a spoon of mayo?
• Can you eat a whole block of cheese?
• Can you tell everyone two truths and two lies about you?
• Can you update your Instagram status to married?
• Can you post a random baby scan on your Instagram?
• Can you add a family member to your girl's group and start a weird conversation?
• Can you pocket-dial your best friend and say bad things about her?
• Can you remove four items of clothing you have worn?
• What is the last thing you Googled on your phone?
• How long have you ever gone without taking a shower?
• Who would you hate to see naked?
• How long have you ever stayed without brushing your teeth?
• What have you ever seen that you wish you could unsee?
• Who would you want to become if you were reincarnated into someone else's body?
• If you were switched genders for a week, what would you do?
• If you run out of toilet paper, would you consider using the empty roll to wipe?
• Do you have a crush on anyone? If yes, who?
• What is the one thing you want to change in your life?
• Do you have a guilty pleasure? If yes, what?
• Who's the last person you searched on Instagram?
• Have you ever cheated on an exam?
• What is your relationship dealbreaker?
• What is the biggest mistake you've ever made?
• What is the best thing anyone has ever done for you?
• What's the drunkest you've ever been?
• What's the silliest reason you've left a club early?
• Have you ever had sex on the beach?
• Have you ever done a strip tease for a partner?
• Where's the weirdest place you peed?
• Have you ever lied to get out of a bad date?
• What's the most trouble you've been in?
• What's one thing you only do when you're alone?
• Do you have any fake social media accounts?
• What's the worst love-making experience you've ever had?
• What's the worst date you've been on?
• Who would it be if you had to cut one friend out of your life?
• What is something you would do if you knew there were no consequences?
• Show the most embarrassing photo on your phone.
• Have you ever pocket-dialed someone?
• Who is the most attractive person in this room?
• If you could be invisible for a day, what would you do?
• Who was your first kiss?
• What is the most embarrassing thing you have in your room?
• Which nickname do you have that embarrasses you?
• Have you ever walked into a wall?
• Have you ever farted loudly in class?
• Do you have a hidden talent?
• What is the one thing people hate about knowing you?
• What do you wish people knew about you?
• Have you ever re-gifted a present?
• What's the most you have ever spent on an outfit?
• What is your worst purchase ever?
• Which is the worst piece of advice you've ever been given?
• What's the most embarrassing thing you've ever done drunk?
• When was the last time you cried over a guy?

Uncomfortable questions to ask a guy

Sometimes, all you need to do to have a great time with a guy is ask nonsensical questions. The most uncomfortable questions to ask your male friends guarantee hilarious reactions. Ask the following questions to begin a funny conversation with your friends:

• How do you handle emotional openness?
• Have the societal expectations of a man ever made you suppress yourself?
• How do you handle rejection in a romantic situation?
• Are you afraid of being labelled weak when you show your emotions?
• Do you have hobbies you fear others might judge them as unmanly?
• Would you feel intimated by a woman who made more money than you?
• What would be your reaction if a woman made the first move?
• What are your thoughts on sleeping with or dating a maiden?
• How do you differentiate assertiveness from coming off as too domineering or aggressive?
• Do gender expectations make you feel unable to ask for help?
• Have you ever felt the urge to prove yourself in stereotypically male activities?
• Do you care about your significant other’s body count?
• What feature attracts you most to women?
• Can you handle conflict without aggressive reactions with male friends?
• Between love and career, which would you choose?
• Would you feel intimidated by a woman who makes more money than you?
• Have you ever ghosted anyone? If yes, why?
• Are you afraid of being perceived as intimidating or overbearing?
• Have you ever sent unclothed photos?
• Would you want to experience childbirth?
• Have you ever been attracted to a guy?
• What would you do if a woman cheated on you?
• How do you handle feelings of jealousy in romantic relationships?
• When did you lose your virtuousness?
• What would be your reaction if your partner said she was pregnant?
• Have you ever gone to therapy?
• How do you go about boundaries and consent in love-making settings?
• Have you ever had a one-night stand?
• How many times do you self-pleasure in a week?
• Would you date someone who has a kid?
• When was the last time you cried, and why?
• Are you sexually experienced?
• Have you done an STI test recently?
• Would you date someone who can’t have kids?
• Have you ever cheated on your girlfriend?
• Which is the worst gift you have ever received?
• Have you ever had a crush on someone at work?
• Have you ever felt like there was a barrier to having a deep connection with men?
• If you could spend a night with a celebrity, who would they be?
• Would you leave your partner for a more beautiful one?
• Which are your two most disgusting habits?
• Why did your last relationship end?
• Do you ever feel objectified or reduced to just your physical appearance?
• What happened during your most awkward date?
• What was the last thing you lied about, and to whom?
• What is your biggest phobia?
• How do you feel about your ex-partner now?
• How do you feel when your partner is more knowledgeable in male domains?
• Which is your most embarrassing moment with a woman?
• What do you hate most about being a man?
• What is your worst secret?
• What is the dirtiest thought you have ever had?
• What is the worst thing you have ever done for love?
• Do you talk in your sleep?
• How would you react to challenges or criticism related to your masculinity?
• What is your body count?
• Have you taken an attractive picture of yourself?
• What is the most embarrassing thing that has ever happened to you in public?
• What nickname have your workmates given you?
• Have you ever contracted an STI?
• Does your beer belly make you feel awkward?
• What have you ever done in the past that would potentially push me away if I knew?
• Who is your man crush?
• What is the worst thing you have ever smelt?
• Which part of your body would you wish to change?
• What would you do if you won the lottery?
• Would you betray your best friend?
• How do you feel about my best friends?
• What turns you off in a woman?
• What are your secret fantasies?
• Which is the most sensitive part of your body?
• Should people split the bill on the first date?
• What would you choose, money or love?
• What would you never tell your crush?
• Have you ever stalked your ex-partner on social media after a breakup?
• Have you ever cried in front of someone?
• Who did you last try to impress?

Uncomfortable questions to ask a girl

Do you want to get to know your significant other better? Asking your partner uncomfortable questions will allow you to investigate little-known aspects of the person you love. Here are some uncomfortable questions to ask your partner:

• Have you ever tried to make your behind look bigger?
• How long did you stay single?
• Do you regret knowing me?
• How much should a man make to comfortably raise a family?
• Would you date a broke man?
• Would you marry an emotionally unavailable man for his money?
• Why did you break up with your ex?
• Have you ever gone on a blind date?
• Are you still in touch with your ex-boyfriend?
• If your ex wanted you, would you leave me for him?
• Do you feel jealous when your man talks to other girls?
• Which is your most sensitive body part?
• Have you ever had a crush on your teacher?
• Have you ever scared anyone with your sexual fantasies?
• Have you ever tried adult phone chat?
• Would you date one of their friends if your partner cheated for revenge?
• Do you check out other girls' bottoms when they walk past you?
• What is your pet peeve?
• What would be your reaction if your partner skipped foreplay?
• Have you ever wished you were not a woman?
• Has anyone ever walked on you when changing?
• Do you like to dominate or be dominated in the bedroom?
• Have you ever watched an adult film?
• What do you think matters most, technique or size?
• Is there a sex position you are too afraid to try?
• What is your biggest turn-off?
• Which is one of the most awkward places you have ever had sex?
• Do you own any sex toys?
• Have you ever had a threesome?
• Have you ever wanted to be an exotic dancer?
• Do you prefer sex at night or in the morning?
• Did you ever get stalked?
• Have you ever used pepper spray on anyone?
• What would you prefer between beauty without brains and brains without beauty?
• What is your worst memory as a child?
• Do you carry any safety tools on your first date?
• What would you do if your favourite body was damaged?
• What is the best punishment for a cheating spouse?
• What would you do if you weren't able to conceive?
• How long did your longest relationship last?
• Have you ever had a pregnancy scare?
• Can you support or call out white lies?
• If you could change one body part, which would it be?
• Who is your celebrity crush?
• Have you ever made out in a public place?
• Would you have sex with zombies if it was the only way to stop them from biting you?
• How can you rate yourself in the bedroom?
• How old were you when you first learnt about sex?
• Which is the naughtiest thing on your bucket list?
• How many people do you think your boyfriend has slept with?
• How many times should married people have sex?
• What is the colour of your most attractive lingerie?
• Do you prefer a gentle or aggressive man in bed?
• How long do you last in bed?
• Do you think you are a good kisser?
• At what age were you when you lost your virtuousness?
• Which male friend have you ever secretly had a crush on?
• Have you ever been abused by someone close to you?
• Can you have sex at your place of work?
• Have you ever shoplifted? If yes, were you caught?
• Do you prefer sleeping naked or with your clothes on?
• Have you ever been in a toxic relationship?
• Have you ever had sex in the shower?
• Have you ever lied about your age?
• Have you ever moaned another person’s name during sex?
• Have you ever been caught picking your nose?
• When was the last time you peed in the shower?
• What is the deepest secret your parents don’t know about you?
• How old were you when you stopped wetting the bed?
• Have you ever farted in an elevator with other people?
• Do you lick your fingers after eating with your hands?
• What is the worst reason you have ever been grounded for?
• Have you ever had sex for money?
• How frequently do you fake your climax?
• What is the worst thing you have ever gotten away with?
• Have you ever licked your mucus?
• Would you pick food from the ground and eat it?

Funny uncomfortable questions to ask friends

Uncomfortable questions to ask friends about yourself or others should cover everything from dirty secrets and crushes to close friendships and school. The questions below will make even the boldest person uncomfortable and awkward:

• Have you ever been addicted to narcotics?
• Which is the most embarrassing thing you have ever experienced?
• What is the craziest thing you have ever done in public?
• Have you ever tried to urinate while standing?
• Have you ever regretted being with someone?
• Which joke do you say the most, even if it's not funny?
• Have you ever been caught snooping on another person’s phone?
• Do you sing in the shower?
• Have you ever seen anyone naked accidentally?
• How often do you dance by yourself?
• Have you ever practised kissing in the mirror?
• Have you ever been stood up on a date?
• Do you keep dirty pictures on your phone?
• What is your biggest insecurity?
• What is your weird fetish?
• Have you ever shared a toothbrush with anyone?
• Who do you regret kissing?
• What is the longest you have ever stayed without sex?
• Which is the strangest place you have ever gone on a date?
• Who do you hate the most in your life?
• What are some of your unfulfilled wishes?
• Which is the worst lie you have ever told someone?
• Have you ever told anyone you loved them, and it wasn't true?
• What disgusts you the most?
• Who were you last rude to, and why?
• What is the one thing you would never do again in life?
• Have you ever been betrayed?
• What is the most beautiful thing you have ever done in the name of love?
• What weird things do you do when you are alone?
• Have you ever been caught doing something you shouldn’t?
• If you could travel in time, what moment would you relive?
• What haven’t you experienced but hope to?
• Have you ever satisfied your most bizarre sexual fantasy?
• What would you do if the world ended and you were the only survivor?
• Have you ever fallen in love with one of your friend's partners?
• What is the worst nightmare you have ever had?
• Would you forgive a cheating spouse?
• Have you ever done anything illegal? If yes, what?
• Which is the most absurd superstition you believe in?
• Have you ever been rejected for being unattractive?
• What is the most racist thing you have ever done?
• Have you ever peed in a pool?
• Have you ever felt uncomfortable with your private parts?
• Has anyone ever caught you looking at them inappropriately?
• What is the dumbest thing that has ever made you cry?
• What is the worst thing one can find in your web history?
• Name something you adore but others find ridiculous.
• Do you have podophilia?
• What is the worst thing you have ever done out of jealousy?
• What is the worst thing you have ever done to an animal?
• What do you hate most about your significant other?
• Have you ever taken someone’s money out of necessity?
• What is the worst thing you have ever done for a friend?
• Would you date two people simultaneously if you could get away with it?
• Who was the last person you stalked on social media?
• Have you ever accidentally heard your friends speak badly about you?
• What is the most disgusting thing you have ever eaten?
• Who is the least attractive among your friends?
• Would you marry an adult film actor?
• Have you ever caught people having sex?
• Have you ever cheated to get better grades in school?
• Have you ever used an unusual object for sexual pleasure?
• Have you ever had sex with a person you met on the same day?
• Is there someone you regret ever sleeping with?
• Have you ever fallen down an awkward place?
• Have you ever ruined a surprise?
• Have you ever fallen asleep in an inappropriate place?
• Have you ever sent a wrong message, and what was it about?
• Have you ever cried uncontrollably in public?
• Have you ever had a wardrobe malfunction in public?
• What is the weirdest thing that turns you on?
• Have you ever been caught scratching your bum?
• Have you ever tasted ear wax?
• Have you ever gone to an adult entertainment club?
• Have you ever pooped your pants?

Wrapping up

Whatever the occasion, never miss out on the opportunity to create good memories with your dear ones by asking uncomfortable questions. If you want to keep the game fair, consider printing these uncomfortable questions to ask friends and placing them in a box for each person to pick whenever it is their turn to play.

Tuko.co.ke shared an interesting article about encouraging words for police officers to inspire and motivate them. Police officers perform an important role in the country to maintain order.

Officers encounter numerous mental and physical hurdles. Encouraging words for police officers are more than a nice gesture; they are a powerful reminder that you recognise and value their efforts.

Source: TUKO.co.ke

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