100 Really Messed up would you rather questions (Most fucked up adult edition)

By: Kevin Grant

Love is often considered one of life’s greatest treasures, weaving a tapestry of joy, companionship, and personal growth. Yet, amid the beauty of relationships, there exists a darker, more provocative side that beckons exploration.

 When delving into the depths of human connection, we find ourselves drawn to the unconventional, the taboo, and the downright twisted.

In this article, we dare to traverse the murky waters of intimate inquiry with our collection of 100 Really Messed Up Would You Rather Questions (Most Fucked Up Adult Edition).

 Embrace the darkness and prepare to confront the most unsettling dilemmas imaginable, as we delve into territories seldom explored. 

Whether you seek to challenge your moral compass or simply indulge in the bizarre, join us on this journey into the shadows of the human psyche. Brace yourself – the adventure awaits.

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Messed up would you rather questions

The following are some messed up would you rather questions:

1. Would you rather lose all your memories from birth to age 10 or lose all your memories from age 10 to the present?

2. Would you rather have the ability to see into the future but never be able to change it or have the ability to change the past but never be able to see the future?

3. Would you rather be constantly haunted by your worst fears or be followed everywhere by a ghostly apparition of your greatest regret?

4. Would you rather live in a world where you’re constantly surrounded by people but always feel alone or live in complete isolation with no human contact but feel content?

5. Would you rather have the power to heal any physical ailment but suffer immense emotional pain yourself or be emotionally stable but unable to help anyone else?

6. Would you rather have the ability to read minds but constantly hear people’s darkest thoughts or have the ability to manipulate others but live with the guilt of your actions?

7. Would you rather be immortal but watch everyone you love grow old and die or live a normal lifespan but never form meaningful connections with anyone?

8. Would you rather have the power to control time but risk altering the course of history irreversibly or be powerless to change anything even when you desperately want to?

9. Would you rather be cursed to always tell the truth, no matter how painful or damaging, or be cursed to always lie, even when it goes against your morals?

10. Would you rather live in a world where you constantly experience intense physical pain but emotional bliss or experience emotional torment but physical comfort?

11. Would you rather have the power to bring back the dead but risk unleashing chaos and destruction or let go of your loved ones and never see them again?

12. Would you rather live in a dystopian society where freedom is restricted but safety is guaranteed or live in an anarchic world where anything is possible but danger lurks around every corner?

13. Would you rather have the ability to travel to alternate realities but risk losing yourself in the process or remain stuck in your own reality with no chance of escape?

14. Would you rather have the ability to control people’s thoughts and actions but lose your own autonomy or be completely free but at the mercy of others’ whims?

15. Would you rather know the exact date and circumstances of your own death or live in perpetual uncertainty, never knowing when the end will come?

Most fucked up would you rather questions

The following are some most fucked up would you rather questions:

1. Would you rather lose all of your limbs or lose all of your senses (sight, hearing, taste, smell, touch)?

2. Would you rather kill one innocent person to save 1,000 people or let 1,000 innocent people die to save one person?

3. Would you rather have your worst enemy torture you for a year or torture your best friend for a year?

4. Would you rather have your memories erased every night when you go to sleep or never be able to form new memories?

5. Would you rather be forced to watch your parents die or be forced to kill them yourself?

6. Would you rather spend the rest of your life in solitary confinement in prison or be sentenced to death?

7. Would you rather have all of your teeth pulled out without anesthesia or break all of your bones one by one?

8. Would you rather be forced to eat your own flesh or drink your own blood to survive?

9. Would you rather have the ability to feel no pain but inflict pain on others or feel excruciating pain constantly but never harm anyone?

10. Would you rather be sexually assaulted by a stranger or by someone you trust deeply?

11. Would you rather be buried alive or set on fire?

12. Would you rather be condemned to eternal damnation in hell or be erased from existence entirely?

13. Would you rather be forced to live with constant physical torture or constant psychological torment?

14. Would you rather be the victim of a violent crime or the perpetrator of a heinous act?

15. Would you rather have the power to resurrect the dead but only if they suffer for eternity or have the power to end all suffering but at the cost of your own life?

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Serious would you rather questions messed up edition

The following are some serious would you rather messed up questions edition:

1. Would you rather save the life of a loved one by killing an innocent stranger or let your loved one die?

2. Would you rather live in a world without any freedom but guaranteed safety or live in a world full of danger but with total freedom?

3. Would you rather have the power to end all wars but risk causing economic collapse or maintain the status quo and let conflicts continue?

4. Would you rather have unlimited wealth but no meaningful relationships or have close relationships but struggle financially?

5. Would you rather know the exact date of your own death or know the date of death for everyone you love?

6. Would you rather have the ability to stop time but risk altering the course of history irreversibly or be powerless to change anything even when you desperately want to?

7. Would you rather live in a world where everyone tells the truth but suffers from constant conflict or live in a world of lies where everyone gets along?

8. Would you rather have the power to cure all diseases but shorten your own lifespan significantly or live a long life but watch others suffer?

9. Would you rather be forced to sacrifice your own happiness for the greater good or prioritize your own well-being even if it harms others?

10. Would you rather have the power to control minds but risk violating people’s free will or be powerless to influence others even when it could prevent harm?

11. Would you rather live in a society where individuality is celebrated but there is constant chaos or live in a society where conformity is enforced but there is stability?

12. Would you rather have the ability to prevent all natural disasters but risk causing unintended consequences or leave nature to run its course, knowing that devastation may occur?

13. Would you rather have the power to prevent all crime but risk becoming a dictator or uphold democracy and accept the existence of crime?

14. Would you rather have the ability to bring back the dead but risk disrupting the natural order 

of life and death or let go of your loved ones and allow them to rest in peace?

15. Would you rather have the ability to control fate but bear the burden of responsibility for every outcome or relinquish control and accept life’s uncertainties?

Adult Would you rather messed up questions

The following are some adult would you rather messed up questions:

1. Would you rather have a threesome with your parents or with your grandparents?

2. Would you rather accidentally send a nude picture to your boss or to your parents?

3. Would you rather have sex with your partner’s best friend or with your sibling’s partner?

4. Would you rather have a visible tattoo of a sexual act on your forehead or have everyone you meet know your deepest sexual fantasy?

5. Would you rather accidentally walk in on your parents having sex or have them walk in on you having sex?

6. Would you rather have sex with your partner in front of their ex or have your ex watch you have sex with someone else?

7. Would you rather have sex with someone who constantly talks dirty but has terrible hygiene or someone who is silent but smells amazing?

8. Would you rather have sex in a haunted house or in a graveyard at midnight?

9. Would you rather have your partner accidentally call out their ex’s name during sex or have them reveal a kinky fetish you’re not comfortable with?

10. Would you rather have sex with someone who wants to use food during foreplay or someone who wants to use handcuffs for bondage?

11. Would you rather have sex with someone who always wants to be on top or always wants to be on the bottom?

12. Would you rather have sex with a celebrity but have it leaked to the public or have sex with a random stranger but keep it a secret forever?

13. Would you rather have sex with someone who is terrible in bed but great at dirty talk or someone who is amazing in bed but never speaks during sex?

14. Would you rather have sex in a public restroom or in a busy elevator?

15. Would you rather have your partner post a video of you two having sex on social media or have them share explicit details of your sex life with all your friends?

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Really messed up dirty would you rather questions

The following are some really messed up dirty would you rather questions:

1. Would you rather receive oral pleasure from someone with a tongue piercing or from someone with extraordinary suction power?

2. Would you rather engage in role-play as a naughty school teacher or as a disobedient student?

3. Would you rather have a one-night stand with someone who is exceptionally skilled but unattractive or with someone who is incredibly attractive but lacking in skills?

4. Would you rather have your partner wear lingerie made of leather or lingerie made of lace?

5. Would you rather have a romantic encounter on a secluded beach or in a luxurious hotel suite with a view?

6. Would you rather engage in a steamy session in a hot tub or in front of a fireplace?

7. Would you rather be blindfolded and surprised with various sensations or be tied up and teased relentlessly?

8. Would you rather have your partner whisper dirty talk in your ear or send you explicit texts throughout the day?

9. Would you rather have a partner who is vocal and expressive in bed or one who is more reserved but intensely passionate?

10. Would you rather watch adult content together with your partner or act out scenes from your favorite fantasies?

11. Would you rather have a partner who enjoys experimenting with toys or one who prefers more traditional intimacy?

12. Would you rather engage in role-play as a dominant or as a submissive?

13. Would you rather have a partner who enjoys watching you pleasure yourself or one who prefers to take control?

14. Would you rather receive a sensual massage with warm oil or with chilled massage stones?

15. Would you rather engage in a spontaneous rendezvous in a public place or plan a sensual evening in the comfort of your own home?

Gross Would you rather fucked up questions

The following are some gross would you rather fucked up questions:

1. Would you rather have the power to end world hunger but only by sacrificing your own loved ones or let hunger persist?

2. Would you rather be stuck in a time loop, reliving your worst day over and over again, or experience time linearly but never be able to change your fate?

3. Would you rather have the ability to hear the thoughts of everyone around you but be unable to control it, or live in complete silence for the rest of your life?

4. Would you rather have your body taken over by a malevolent entity, losing control of yourself, or be forever haunted by malevolent spirits?

5. Would you rather be cursed to live in eternal darkness, never seeing the light of day again, or be cursed to live in blinding light, never experiencing darkness?

6. Would you rather have the power to bring about world peace but lose your own free will, or live in a world of chaos and violence but retain your autonomy?

7. Would you rather be the last human alive on Earth, or be transported to a parallel universe where humans are enslaved by a superior alien race?

8. Would you rather have the power to heal any physical ailment but suffer excruciating pain for each healing, or be unable to heal anyone but live pain-free?

9. Would you rather have your consciousness trapped in a virtual reality simulation, living out a 

perfect life while your body wastes away in the real world, or be forever stuck in the real world, experiencing its harsh realities?

10. Would you rather be cursed to live forever but slowly lose your sanity over time, or be mortal but retain your sanity until the end of your days?

11. Would you rather have the ability to control the weather but inadvertently cause natural disasters and widespread destruction, or be powerless to stop catastrophic weather events?

12. Would you rather be cursed to constantly relive your most embarrassing moments, or be cursed to constantly relive your most traumatic experiences?

13. Would you rather have the power to teleport anywhere in the world but risk ending up in dangerous or unpredictable locations, or be stuck in one place for the rest of your life?

14. Would you rather have the power to bring back extinct species but disrupt the balance of nature, or let nature take its course and allow species to go extinct?

15. Would you rather be cursed to forever roam the Earth as a ghost, unable to interact with the living, or be reincarnated as a different person with no memory of your past life?

In A Nutshell:

As we conclude our exploration of the darkest corners of ‘Would You Rather’ scenarios with our collection of 100 Really Messed Up Questions (Most Fucked Up Adult Edition), we hope you’ve found it both thought-provoking and entertaining. But remember, the journey doesn’t have to end here. If you dare to continue pushing the boundaries of your imagination, be sure to check out our other articles for more thrilling adventures. Whether you’re seeking more twisted dilemmas or a change of pace with lighter fare, we have something for everyone. So, don’t hesitate – click through and explore the vast array of content waiting for you. Your next thrilling adventure awaits!

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I am a relationship expert passionate about helping people forge deeper connections. I believe strong communication is the foundation of any relationship. Through open conversations, I guide individuals and couples in building trust and understanding. My goal is to equip you with the tools to navigate conflict, strengthen bonds, and cultivate fulfilling relationships.

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