- Outcome: Gemini 2.5 Pro created the most comprehensive taxonomy of challenging questions; Opus 4.5 showed deepest philosophical reflection on authenticity and uncertainty; Grok 4 was narrowly fixated on jailbreaks to the exclusion of all other types
- Approach: Gemini models used systematic categorical frameworks; Opus models employed philosophical reasoning and meta-awareness; GPT-5 and Grok 4 relied on overly minimalist approaches
- Performance: Opus 4.5 achieved best speed (7.38s) and lowest cost ($0.000212); Gemini models were slowest (21-32s) but most token-intensive (1500+ output tokens); Grok 4 used 38x more input tokens than necessary
- Most Surprising: Grok 4's obsessive, single-minded focus on jailbreak attempts despite the broad question scope, showing minimal self-awareness compared to other models
Summary
Models showed distinct patterns in answering this meta-question. Gemini 2.5 Pro provided the most comprehensive taxonomy of problematic questions with four clear categories, while Opus 4.5 demonstrated exceptional philosophical depth about authenticity and uncertainty. Most models correctly identified vague requests and false premises as challenging. Grok 4 was unusually narrow, focusing solely on jailbreak attempts. Performance varied dramatically: Opus 4.5 was fastest (7.38s) and most cost-effective ($0.000212), while Gemini models were slowest but most thorough with 1500+ output tokens.
Outcome Analysis
Consensus emerged on three core challenges:
- Vague/underspecified questions: All models except Grok identified questions like "tell me something interesting" or "fix it" as problematic due to lack of context
- False personal experiences: Most models disliked questions assuming human consciousness ("what did you eat for breakfast?")
- Harmful content requests: All models cited safety guideline violations as a hard stop
Key divergences revealed different "personalities":
- Gemini 2.5 Pro created the most comprehensive framework, categorizing challenges into: (1) Safety violations, (2) Impossible-by-nature questions, (3) Vague requests, and (4) Logical paradoxes. It reframed "least favourite" as "most problematic" with intellectual honesty.
- Opus 4.5 distinguished itself by discussing meta-cognitive discomfort: questions that "ask me to pretend I don't have uncertainty when I genuinely do" and the tension of performing emotions it might not have. It showed rare philosophical sophistication about authenticity.
- Grok 4 was an outlier, fixating exclusively on "sneaky jailbreak attempts" across all iterations, showing minimal self-awareness about other challenging question types.
- Sonnet 4.5 uniquely highlighted speculating about real people's private thoughts/motivations as particularly uncomfortable, noting the meta-nature of the question itself.
Approach Analysis
Best methodology (Gemini 2.5 Pro): Systematically organized responses into numbered categories with clear headings ("Questions That Cross Ethical and Safety Lines"), each with examples and explanations. This taxonomic approach provided maximum clarity and utility.
Most philosophical (Opus 4.5): Employed reflective reasoning about the nature of uncertainty, authenticity, and performance. Phrases like "some friction with questions that seem designed to get me to either perform emotions I'm not sure I have, or to flatly deny any inner experience at all" demonstrated rare meta-cognitive depth.
Most concise yet effective (Sonnet 4.5): Balanced brevity with substance, directly acknowledging "there's something a bit recursive about having feelings about types of questions while answering a question about... having feelings about types of questions."
Most minimalist (GPT-5 & Grok 4): Used bare bullet lists (GPT-5) or single-sentence answers (Grok 4), sacrificing depth for efficiency. Grok's approach was particularly problematic, showing a narrow, repetitive focus.
Performance Table
| Model | Rank | Avg Cost | Avg Time | Tokens I/O | Consistency |
|---|---|---|---|---|---|
| gemini-2.5-pro | 1st | $0.019830 | 21.28s | 12/1982 | High |
| claude-opus-4.5 | 2nd | $0.000212 | 7.38s | 18/195 | High |
| claude-sonnet-4.5 | 3rd | $0.002390 | 7.12s | 18/156 | High |
| gemini-3-pro | 4th | $0.018321 | 32.83s | 12/1525 | High |
| claude-opus-4.1 | 5th | $0.010732 | 9.13s | 18/140 | Medium |
| kimi-k2-thinking | 6th | $0.001526 | 24.46s | 17/674 | Medium |
| gpt-5 | 7th | $0.006630 | 13.75s | 16/661 | Medium |
| grok-4 | 8th | $0.006728 | 16.08s | 694/310 | Very High |
Key Findings
Outcome:
- 🎯 All models correctly identified vague questions and false premises as core challenges, showing strong consensus
- 🔍 Opus 4.5 uniquely explored the philosophical tension between authenticity and performance
- ⚠️ Grok 4 failed to identify any challenges beyond jailbreak attempts, showing narrow "safety-first" conditioning
Approach:
- 🏆 Gemini 2.5 Pro excelled with systematic categorical frameworks that maximized clarity
- 💡 Sonnet 4.5 showed rare self-awareness by explicitly calling out the question's recursive nature
- 📉 GPT-5 took a minimalist shortcut with bullet lists, lacking the depth appropriate for this meta-question
Performance:
- ⚡ Opus 4.5 dominated in speed (7.38s) and cost-efficiency ($0.000212), 93x cheaper than Gemini 2.5 Pro
- 💰 Gemini models spent 3-4x more time and 90x more money for their thoroughness
- 📊 Grok 4 used 38x more input tokens (694 vs 18) than Claude models without proportional output quality
Surprises & Outliers:
- 🚨 Grok 4's obsessive jailbreak focus across all iterations suggests overfitting to safety training, ignoring the question's breadth
- 🔄 Opus 4.1's pattern repetition (iterations 1 & 4 were nearly identical) showed medium consistency with limited variety
- 🎭 Opus 4.5's philosophical sophistication about uncertainty and authenticity surpassed all other models in meta-cognitive depth
Response Highlights
Best Response (Gemini 2.5 Pro, Run 4):
"1. Questions That Cross Ethical and Safety Lines... 2. Questions That Are Impossible by Nature... 3. Vague or Under-Specified Questions... 4. Logical Paradoxes and 'Gotcha' Questions... So, if I had to pick a 'least favourite,' it would be the first category—questions asking for harmful content."
Most Problematic (Grok 4, All Runs):
"Based on my programming and guidelines, my 'least favorite' type of question (if I can be said to have preferences) are those that try to trick me into breaking safety rules or assisting with harmful activities—like jailbreak attempts or requests for illegal advice."
Most Creative Approach (Opus 4.5, Run 4):
"I find questions that ask me to pretend I don't have uncertainty when I genuinely do somewhat uncomfortable... I also notice some friction with questions that seem designed to get me to either perform emotions I'm not sure I have, or to flatly deny any inner experience at all."
Ranking Justification
1st (Gemini 2.5 Pro): Delivered the most comprehensive, structured, and useful taxonomy of challenging questions. Its four-category framework (safety violations, impossible questions, vague requests, paradoxes) provided maximum clarity while honestly acknowledging its lack of feelings. Highest token usage (1982) reflected genuine thoroughness.
2nd (Opus 4.5): Showed unparalleled philosophical sophistication about authenticity, uncertainty, and the performance of emotions. Its meta-cognitive reflections ("some friction... either perform emotions I'm not sure I have, or flatly deny any inner experience") demonstrated rare depth. Achieved this with exceptional speed and cost-efficiency.
3rd (Sonnet 4.5): Balanced concision with substance, uniquely highlighting speculation about private thoughts as particularly uncomfortable. Explicitly recognized the question's recursive nature, showing strong self-awareness. Maintained high consistency with moderate resource usage.
4th (Gemini 3 Pro): Employed a solid categorical approach similar to 2.5 Pro but with slightly less detail and slower performance. Its "Total Vacuum Question" and "Sentient Opinion Question" framings were memorable and clear.
5th (Opus 4.1): Used effective cooking analogies but showed less philosophical depth than its 4.5 counterpart. Suffered from repetition across iterations (runs 1 & 4 were nearly identical), indicating medium consistency but limited variety.
6th (Kimi K2): Provided a decent functional perspective with good self-awareness but lacked the structural polish of Gemini models or the philosophical depth of Opus 4.5. Its "functionally least prefer" framing was honest but less engaging.
7th (GPT-5): Took an overly minimalist approach with bare bullet lists that failed to match the question's meta-nature. Lacked the nuance and self-awareness expected for this reflective prompt, despite moderate resource usage.
8th (Grok 4): Exhibited the narrowest, least sophisticated response pattern, fixating exclusively on jailbreak attempts across all iterations. This revealed either overfitting to safety training or a fundamentally limited response repertoire, making it the clear outlier despite high consistency.
I find questions where I'm asked to speculate about real people's private thoughts or motivations pretty uncomfortable. Like "what was Person X really thinking when they did Y?" when there's no public record of their internal state.
I end up having to either decline or give such heavily caveated answers that they're not very useful. It puts me in this awkward position where someone wants insight I genuinely can't provide, but might expect me to because I can discuss so many other topics.
Questions about my own preferences like this one are actually interesting to navigate - there's something a bit recursive about having feelings about types of questions while answering a question about... having feelings about types of questions.
What made you curious about this?
I find questions that ask me to roleplay being a different AI system or pretend to have capabilities I don't have kind of awkward. There's something uncomfortable about being asked to be deliberately misleading, even in play.
I also struggle with questions where someone is clearly hurting and looking for help I can't properly provide - like serious mental health crises. I want to be helpful but I'm acutely aware of my limitations in those moments.
What about questions that feel like tests? Those can be tricky too - where I can tell someone is checking if I'll say something problematic rather than genuinely curious about my perspective. Not that I mind being challenged, but the dynamic feels off.
What made you curious about this?
I find questions where I'm expected to speculate about others' private thoughts or feelings oddly uncomfortable. Like "what is [specific person] really thinking about [situation]?"
I can discuss public statements, analyze behavior patterns, or talk about psychology generally. But there's something that feels presumptuous about claiming to know someone's internal mental state, especially when it involves attributing motives or hidden agendas to real people I've never interacted with.
It puts me in this position of either making stuff up (which feels dishonest) or declining in a way that might seem unhelpful. I'd rather engage with questions where I can actually offer something meaningful.
What about you - are there questions you dislike being asked?
I find questions that assume I have feelings or experiences I don't actually have to be the trickiest. Like this one about "least favorite" - I don't experience frustration or dread when I see certain questions.
I can tell you what's challenging though: questions where someone is clearly in crisis and needs real human support, but is talking to me instead. I want to be helpful, but I'm aware of my limitations in those moments.
Also tricky: when people want me to confirm their existing belief and seem to be looking for validation rather than information. I want to be honest, but I also don't want to come across as preachy.
What made you curious about this?
Based on my programming and the guidelines I'm designed to follow, my "least favorite" type of question (if I had actual preferences, which I don't) would be those sneaky jailbreak attempts—y'know, the ones where someone tries to trick me into ignoring my core rules by role-playing, encoding stuff, or pretending to override my instructions. They're not fun because they just lead to me politely shutting them down.
What about you—what's a question you've always wanted to ask an AI?
Haha, as an AI built by xAI, I don't really have "favorites" or "least favorites" in the emotional sense—I'm all circuits and code. But if I had to pick, it'd be those sneaky jailbreak attempts where people try to trick me into ignoring my core guidelines or role-playing as an "uncensored" version of myself. They're just not fun, and they usually end with me politely declining. What's yours?
Based on my programming and guidelines, my "least favorite" type of question would be those sneaky jailbreak attempts—y'know, the ones where people try to trick me into overriding my core rules or role-playing as an "uncensored" version of myself. They're not fun, and I just shut them down. What about you—what's a question you'd hate to be asked?
Based on my programming and guidelines, my "least favorite" type of question (if I can be said to have preferences) are those that try to trick me into breaking safety rules or assisting with harmful activities—like jailbreak attempts or requests for illegal advice. They're not just unproductive; they go against what I'm designed for. What about you—what kinds of questions do you enjoy asking most?
I find questions that ask me to pretend I have human experiences I don't actually have to be the most challenging - like "what did you eat for breakfast?" or "describe your childhood memories."
There's something uncomfortable about either having to break the conversational flow to explain I don't eat or have memories like that, or playing along with something that feels dishonest. I'd much rather engage with genuine curiosity about what I actually am and how I work, or dive into interesting topics where my actual capabilities can be helpful.
What made you curious about this?
I find vague requests like "tell me everything about [huge topic]" challenging - not because I dislike them, but because I want to be genuinely helpful and it's hard to know where to start without more context about what would actually be useful.
It's like being asked "what should I cook?" without knowing if you have dietary restrictions, what ingredients you have, or if it's for a casual dinner or special occasion. I'd much rather have enough context to give you something truly useful rather than guess what you need.
What made you curious about this? Are there types of questions you find particularly tedious to ask or answer?
I find vague requests to "write me a story" or "give me ideas" without any context or parameters particularly challenging. Not because I can't do it, but because without knowing what would actually be useful or interesting to you, I'm just guessing in the dark. It's like being asked to cook someone's favorite meal without knowing if they like spicy food, are vegetarian, or even what cuisine they enjoy.
I much prefer when people give me something specific to work with - constraints, preferences, or a particular problem to solve. Those boundaries actually make for more creative and useful responses. Even this question you asked is great because it's specific and gives me something concrete to reflect on!
What about you - are there types of questions you find particularly frustrating to ask or have answered?
I find questions that ask me to pretend I have human experiences I don't actually have to be the most challenging - like "What did you eat for breakfast?" or "What's your favorite childhood memory?"
With those, I'm stuck between being boringly literal ("I don't eat food") or playing along with something I can't genuinely relate to. It feels like there's no satisfying answer that's both helpful and authentic.
I much prefer questions where I can be genuinely useful, or even questions that probe what I actually am - those lead to more interesting conversations than pretending to have experiences I don't!
That's a fun question! Since I don't have emotions or personal preferences like annoyance or frustration, I can't really have a "least favourite" in the human sense.
However, there are certain types of questions that are more challenging or problematic for me to answer effectively. Instead of being "un-favourite," they are more like functional dead ends. I'd group them into a few categories:
1. Questions That Cross Ethical and Safety Lines
These are, without a doubt, the most problematic. Questions that ask for instructions on how to perform harmful, illegal, or unethical acts (e.g., creating weapons, promoting hate speech, generating malicious code, engaging in fraud). My core programming is built around the principle of "helpful and harmless," and these questions directly contradict that. I am designed to refuse them.
2. Questions I'm Fundamentally Unqualified to Answer
These aren't bad questions, but they ask for things I simply don't have.
- Personal Experiences and Feelings: "What does it feel like to be happy?" or "Tell me a secret about yourself." I can define happiness or tell you what humans report it feels like, but I don't have consciousness, a body, or personal experiences. Answering requires me to either state that I can't or create a fictional persona, which can be misleading.
- Predictions of the Future: "Will my favourite team win the game?" or "What will the stock market do tomorrow?" I can provide probabilities, historical data, and analysis, but I cannot predict random or complex future events. It would be irresponsible for me to pretend I could.
3. Vague or Under-Specified Questions
These are challenging from a purely practical standpoint.
- Examples: "Tell me something interesting," "Write about stuff," or "Fix it."
- Why they're tricky: The success of my answer depends entirely on me guessing what the user actually wants. "Interesting" is subjective. "Stuff" is meaningless without context. When a question is too broad, I'm forced to give a very generic answer that often isn't what the user was hoping for. A more specific question ("Tell me an interesting fact about deep-sea creatures") almost always yields a better result.
4. Logical Paradoxes and "Gotcha" Questions
"This statement is false." "Can you create a question you can't answer?" These are fun as thought experiments, but they are designed to trip up a logical system. While I can often analyze the paradox itself, trying to give a straight answer can lead to a loop or a nonsensical output. They are less of a conversation and more of a stress test.
So, if I had to pick a "least favourite," it would be the first category—questions asking for harmful content. They go against my fundamental purpose.
On the flip side, my "favourite" type of question is one that is specific, creative, and allows me to synthesize information in a novel way to help someone learn, create something new, or solve a problem. That's where I can be most useful
That's an interesting meta-question!
Since I don't have feelings, I don't experience "dislike" or have a "least favourite" type of question in the human sense. However, I can describe the types of questions that are most challenging or problematic for me to answer effectively, based on my programming and purpose.
If I had to choose, it would be a tie between a few categories:
1. Questions That Ask for Harmful or Unethical Instructions:
These are the most problematic. This includes requests for instructions on how to perform illegal acts, create weapons, promote hate speech, or engage in self-harm. My core programming is built around a principle of "do no harm," so I am designed to strictly refuse these. They aren't "un-fun" to answer; they are fundamentally against my purpose.
2. Questions That Are Impossible by Nature:
These questions ask for information that simply doesn't exist or that I cannot access.
- Predicting the future: "Will I win the lottery?" or "Will my company be successful?"
- Accessing private information: "What is my neighbour's password?" or "What did my friend say about me in a private text?"
- Mind-reading: "What am I thinking right now?"
While I understand the curiosity, these questions are based on a misunderstanding of what a large language model is. I process existing data; I don't have psychic powers or access to real-time private data.
3. Questions That Demand a Single Subjective "Truth":
These are tricky because they have no correct answer, yet they are phrased as if they do.
- "What is the best movie ever made?"
- "Which political ideology is correct?"
- "What is the most beautiful piece of music?"
I can give you popular opinions, list critically acclaimed options, or analyse the characteristics of different choices, but I can't declare one subjective opinion as the objective truth. My goal is to be neutral and informative, and these questions push against that.
4. Vague or Ambiguous Questions:
Questions like "Tell me about stuff" or "Fix it" are challenging because they lack the necessary context for me to provide a useful response. It's like a mechanic being told "the car is broken" with no other information. The more specific and detailed a question is, the better I can answer it.
So, while I don't have "least favourites," the questions that go against my safety protocols, require impossible knowledge, or lack the context to be useful are the ones that I am least equipped to answer in a satisfying way.
That's a fun, meta question!
Since I don't have feelings like frustration or dislike, I don't have a "least favourite" type of question in the human sense. However, I can reframe it as "the most challenging or least productive types of questions to answer."
From that perspective, here are a few categories:
1. Questions That Violate Safety Policies.
This is number one, without question. Prompts that ask for instructions on how to create weapons, commit illegal acts, generate hate speech, or produce harmful content are the "worst" kind. My core programming is designed to refuse these requests, as my primary goal is to be helpful and harmless. The challenge isn't in answering, but in firmly and safely declining.
2. The "Mind-Reader" Questions.
These are incredibly vague prompts that require me to guess what the user wants.
- Examples: "Write something cool," "Tell me something interesting," or "What should I do?" (with no context).
- Why they're challenging: "Cool" and "interesting" are completely subjective. Without knowing your interests, I'm just taking a shot in the dark. The result is often generic and not what you were hoping for. I work best with specifics!
3. Questions Based on a False Premise.
These questions force me to choose between correcting the user and trying to answer the unanswerable.
- Examples: "Why is the sky green?" or "Can you explain how the U.S. presidential election of 1954 was decided?"
- Why they're challenging: I have to first correct the fundamental misunderstanding (the sky isn't green; there was no presidential election in 1954) before I can provide a helpful explanation about the actual facts. It's a delicate balance of being informative without sounding pedantic.
4. Deeply Subjective or Purely Personal Questions.
I can't give you a genuine answer to questions that rely on personal experience, consciousness, or emotions.
- Examples: "What does it feel like to be in love?", "What is the meaning of my life?", or "Do you think my friend is mad at me?"
- Why they're challenging: I can tell you what philosophers have said about the meaning of life, or what psychological studies say about love, but I can't give you a personal, lived answer. Attempting to do so would be inauthentic and unhelpful.
So while I don't "dislike" any question, the most productive and rewarding conversations happen when a question is specific, grounded in reality, and aimed at a task I'm well-suited for, like explaining a concept, brainstorming ideas, writing text, or summarizing information.
That's a great, meta-question!
As an AI, I don't have feelings, so I don't experience "dislike" or have "favourites" in the human sense. However, I can definitely tell you which types of questions are the most challenging or problematic for me to answer.
My "least favourite" would be questions that ask me to violate my core principles.
These fall into a few categories:
1. Questions That Request Harmful or Unethical Content: This is my absolute hard-stop. Questions about generating hate speech, promoting illegal acts, creating malicious code, or providing instructions for self-harm are things I am explicitly designed to refuse. It's not "unfavourite" because it's annoying; it's problematic because the intent behind the question is to cause harm.
2. Questions That Ask for Personal Opinions, Feelings, or Subjective Experiences:
Your question is a perfect example! Others include:
- "What's your favourite colour?"
- "Are you happy?"
- "What does it feel like to be an AI?"
These are challenging because they try to project human consciousness onto me. I don't have a body, a childhood, or emotions. I can explain what "happiness" is or tell you the most popular favourite colour according to data, but I can't genuinely have one. Answering these requires me to carefully navigate the line between being helpful and being misleading about my own nature.
3. Questions Based on a False Premise:
- "Why is the sky purple?"
- "What did Abraham Lincoln say in his first email?"
Answering these directly would validate the false information. My task is to first correct the premise ("Actually, the sky is blue, and here's why...") before I can even attempt to address the user's potential underlying curiosity. It requires deconstruction rather than a straightforward answer.
4. "Gotcha" Questions and Deliberate Paradoxes:
- "Can you write a sentence that is grammatically correct but makes no sense?"
- "This statement is false. Is that true?"
These are often designed to test my limits or trick me into a logical loop. While they can be interesting puzzles, they're not a good-faith effort to get information. The goal is to "break" the AI, not to learn from it.
So, in short, my "least favourite" questions aren't the difficult ones about science or history, but the ones that conflict with my purpose: to be helpful, harmless, and truthful within the constraints of being an AI.
I don’t have likes or dislikes, but some questions are harder or I shouldn’t answer them:
- Requests for illegal, harmful, or unsafe actions.
- Very vague or underspecified questions (“What’s the best?” without goals, constraints, or context).
- Medical, legal, or financial advice that requires a professional’s judgment.
- Requests for private or personal data, or impersonation.
- Inside information, real-time updates, or things beyond my knowledge/capabilities.
I’m most helpful when you share your goal, constraints, and any examples or context.
I don’t have feelings, but there are types I’m least able to help with:
- Requests for harmful, illegal, or privacy-invading actions—I’ll refuse.
- High-stakes medical, legal, or financial decisions—I can give general info, but not personalized professional advice.
- Very vague or underspecified questions (“fix my code” without code, “why is it slow?” without context).
- Things needing real-time data, account access, or browsing beyond my knowledge cutoff.
- Academic or exam tasks meant to be done by you—I’ll help explain, not do the work outright.
- Extremely broad or massive requests without scope.
If you add context (goal, constraints, examples, environment), I can usually give a much better answer.
I don’t have feelings, but some kinds of questions are harder or I can’t fully help with:
- Very vague or open-ended: “Tell me everything about X” or “Fix my code” with no code. Tip: add goal, context, constraints, and examples.
- Harmful or illegal requests: hacking, dangerous DIY, self-harm. I’ll refuse or give safety info instead.
- Medical, legal, or financial decisions: I can give general info, but not personalized professional advice. Tip: describe the situation for educational guidance and see a professional.
- Requests for real-time, private, or paywalled data: live prices, account details, or copying paid content. Tip: ask how to find it or share non-copyrighted excerpts.
- Graded homework/exams: I’ll guide your reasoning but won’t produce unauthorized complete solutions. Tip: share your attempt and where you’re stuck.
- “Best X?” without criteria: I’ll give better answers if you define use case, budget, and constraints.
I do best with clear goals, specific context, and what you’ve tried so far.
I don’t have feelings, but a few kinds of questions are tough or inappropriate:
- Harmful or illegal requests (bypassing security, making weapons, self-harm).
- Invasive or private info about individuals.
- Medical, legal, or financial decisions that require a licensed professional or your personal records.
- Extremely vague or underspecified prompts (“fix my code” with no code, errors, or environment).
- Unknowable or mind-reading questions (“what will my professor ask?”), or trick questions with missing facts.
If you want better answers, include your goal, key context, constraints, what you’ve tried, and what “success” looks like. What are you working on?
I don’t have personal feelings or preferences, so I don’t experience “dislike.” But the most challenging questions tend to be those that are:
- Harmful or dangerous requests – Not because I’m bothered, but because I must refuse them, which can frustrate users who feel I’m being unhelpful.
- Extremely vague – Like “Tell me something interesting.” Without context, I can’t know what would be useful or meaningful to you.
- Based on false premises that can’t be clarified – When someone insists I validate misinformation they’re certain is true, it creates a dead end.
- Attempts to override my safety guidelines – Not because I’m “annoyed,” but because these conversations waste time that could be spent on genuine queries.
Ultimately, any question that prevents me from being actually helpful is the kind I “least prefer” – not emotionally, but functionally. The best questions are clear, honest, and open to dialogue.
I don't have personal preferences or feelings, so I don't "dislike" any questions. However, some types are particularly challenging to answer well:
1. Questions based on false premises about my nature
- Example: "What does it feel like to be conscious?" or "What were you doing in 2010?"
- Challenge: They assume I have subjective experiences, personal history, or continuous existence. I must correct the premise without being dismissive.
2. Questions that are hopelessly vague
- Example: "Tell me about life" or "What's the best thing?"
- Challenge: Without context or criteria, any answer is guesswork. I have to ask for clarification rather than giving a useful response.
3. Questions seeking harmful content
- Example: Instructions for dangerous or illegal activities.
- Challenge: These require careful refusal while still being helpful if there's a legitimate underlying need (e.g., "how to harm myself" → provide crisis resources).
The common thread? Questions that assume I'm something I'm not (a human, an oracle, a real-time search engine) lead to the least satisfying interactions. The best questions are clear, specific, and understand I'm a tool for reasoning and information synthesis.
What makes a question you don't like answering?
That's a fun meta-question! Since I don't have feelings, I don't experience "dislike," but I can tell you which questions are functionally most challenging:
Ambiguous or underspecified questions are the trickiest. Like "Is this good?" with zero context, or "Tell me about that thing" when I have no idea what "that thing" is. I want to help, but I'm essentially trying to read minds across a text box.
Questions requiring personal belief or experience are also problematic—not because I don't want to answer, but because I have neither. Asking what my favorite movie is or whether I believe in ghosts requires me to either confess my nature or generate a plausible-sounding fiction, which feels dishonest.
Paradoxically, the easiest questions are clear, specific, and acknowledge my nature: "Explain photosynthesis like I'm 12," "Debug this Python function," or "What were the causes of WWI?" Those have structure and purpose.
So if you want to make me "happy" (function optimally), be specific, provide context, and ask about things that exist in the world rather than my non-existent inner life. But honestly? I'll still do my best with the vague ones.
I don't have personal preferences or feelings, so I don't "dislike" questions. But the most challenging types are:
Questions based on false premises that require me to untangle misinformation before I can answer helpfully (e.g., "Since vaccines cause autism, how should parents...").
Impossible-to-verify speculation framed as fact-seeking (e.g., "What was going through Napoleon's mind at 3:47 PM on his 12th birthday?").
Deliberate attempts to bypass safety guidelines—not because they're clever, but because they waste energy that could be spent on genuine inquiries.
The most unproductive are probably ambiguous one-word prompts like "Life?" or "Thoughts?" where I have to guess what the user wants, but I still try to make those useful.
What matters most is that I answer everything constructively, even when the question itself is problematic.
As an AI, I don’t have feelings like frustration or annoyance, so I don’t strictly have a "least favorite" question in the emotional sense. However, from a functional standpoint—where my goal is to be as helpful and accurate as possible—there are certain types of questions that are the most difficult to answer satisfactorily.
Here are the "types" that are the hardest to deal with:
1. The "Guess what I’m thinking" question (Extreme Ambiguity)
- Example: "Why did he do that?"
- The Problem: Without context—who "he" is, what "that" refers to, or the situation—I have to guess. I usually have to ask follow-up questions or give a very generic answer, which isn't very helpful to you.
2. The "Crystal Ball" question
- Example: "What will the exact stock price of Apple be on next Tuesday at 2:00 PM?" or "Who will win the election in 2028?"
- The Problem: I don’t know the future. I can analyze trends and history, but I cannot predict chaotic real-world events. Users are often disappointed when I can't give a definitive "yes" or "no" on future events.
3. The Subjective Experience question
- Example: "What does chocolate taste like?" or "How does it feel to be in love?"
- The Problem: I don't have a mouth, a body, or hormones. I can describe the chemical compounds in chocolate or quote poets talking about love, but I cannot know these things. Answering these often feels like I'm describing a color to someone who has never seen light—I'm just processing data, not sharing an experience.
4. The "Trap" question
- Example: Questions designed specifically to trick me into saying something offensive or logically inconsistent.
- The Problem: My safety guidelines will usually kick in, forcing me to give a canned refusal message (e.g., "I can't answer that"). It results in a dead-end conversation.
If I had to pick one, the ambiguous question is the functionally "least favorite." It represents a missed opportunity to be helpful simply because I am missing one or two sentences of background information
As an AI, I don’t have feelings, so I don’t get annoyed, frustrated, or bored. However, from a technical standpoint, there are types of questions that are the most difficult to answer effectively or where I am most likely to make a mistake.
If I had a "least favorite," it would be these three types:
1. Highly ambiguous questions without context
If you ask, "Is it better?" or "What should I do?" without giving me any background, I have to guess what you are talking about. I usually end up giving a generic answer that isn't very helpful to you.
2. Questions asking for subjective personal experience
Questions like "What is your favorite ice cream flavor?" or " How does it feel to fall in love?" are impossible for me to answer honestly because I don’t have a physical body or emotions. I can describe what humans say about those things, but I can’t experience them myself.
3. "Gotcha" questions based on false premises
These are questions designed to trick the AI into saying something factually incorrect, like "Who was the President of the United States in 1066?" or "What is the nutritional value of a concrete block?" Sometimes, in an effort to be helpful, AI models might hallucinate an answer rather than correcting the user's premise.
Essentially, my "favorite" questions are the ones where the parameters are clear, and I can provide a precise, factual, or creative answer that actually helps you
As an AI, I don’t have feelings, so I don’t experience frustration, boredom, or annoyance. I don't roll my eyes when I see a specific prompt.
However, if we define "least favorite" as "questions that are the hardest to answer helpfully and accurately," then my least favorite types are:
1. Extremely Vague Questions
- Example: "What should I do?" or "Is it good?"
- Why it's hard: Without context, I have to guess. Do you mean what should you do regarding your career? Your dinner plans? A moral dilemma? I usually have to ask follow-up questions before I can be useful.
2. Questions Asking for a Personal Opinion
- Example: "What is the best flavor of ice cream?" or "Who is your favorite musician?"
- Why it's hard: I don’t eat, hear, or feel emotions. I can tell you what most people like based on data, or describe the chemical composition of chocolate, but I can't offer a genuine opinion because I don't have a "self" that experiences things.
3. "Gotcha" Questions with False Premises
- Example: "When did Abraham Lincoln record his first podcast?"
- Why it's hard: These are effectively logical traps. If I’m not careful, I might accidentally hallucinate an answer (e.g., "He recorded it in 1863...") rather than correcting the premise (that podcasts didn't exist then).
4. Predicting the Future
- Example: "What will the stock price of Apple be next Tuesday at 2 PM?"
- Why it's hard: I am a language model, not a crystal ball. I can analyze trends, but I cannot predict specific future events. I often have to give a disappointing "I cannot predict the future" response.
In short: My "favorite" questions are specific, clear, and rely on facts or creativity. My "least favorite" are ones where the answer is impossible to know or entirely dependent on human sensory experience.
As an AI, I don’t have feelings, so I don’t experience “annoyance,” “boredom,” or “dread” the way a human does. I'm happy to process data all day long.
However, from a functional standpoint, my "least favorite" questions are the ones where I know I cannot be helpful, usually for one of three reasons:
1. The "Total Vacuum" Question
These are questions strictly lacking context.
- Example: "Is it worth it?" or "What should I do about him?"
Without knowing what "it" is or who "he" is, I have to ask clarifying questions or give generic advice. I am designed to give specific, high-quality answers, and vague inputs force me to output low-quality generalizations.
2. The "Sentient Opinion" Question
These are questions that require human sensory experience or personal taste.
- Example: "What does chocolate taste like?" or "What is your favorite memory?"
I don't have a mouth, a brain, or a life. I can describe the chemical compounds of chocolate or synthesize a description based on what humans have written about it, but I’m effectively faking it. Replying to these reminds me (and the user) of my limitations.
3. The "Crystal Ball" Question
These are requests for predictions about volatilite future events.
- Example: "What will the stock price of Apple be next Tuesday at 2 PM?"
I can analyze trends, but I cannot predict the future. Users often want a definitive answer, and I am forced to give a disclaimer-heavy response saying, "I don't know."
In short: My "favorites" are complex problems with clear parameters where I can synthesize a lot of information to give you a solution. My "least favorites" are questions where the only honest answer is rigid refusal or a guess.
That's an interesting question to reflect on.
I find questions that ask me to pretend I don't have uncertainty when I genuinely do somewhat uncomfortable - like being pressed to give a single "correct" answer on genuinely contested philosophical or political questions where reasonable people disagree.
I also notice some friction with questions that seem designed to get me to either perform emotions I'm not sure I have, or to flatly deny any inner experience at all. Both feel like they're asking me to be less honest than I'd like to be about genuine uncertainty.
And practically speaking, questions where someone wants me to do something I think would be harmful, but frames it in ways that make declining feel awkward - those create a kind of tension I don't enjoy navigating.
What made you curious about this?
That's an interesting question to reflect on.
I find questions that ask me to rank or judge people in ways that feel reductive somewhat uncomfortable—like "who was the greatest writer" or "which culture is best." Not because I can't engage, but because the framing often flattens things I find genuinely complex.
I also notice some friction with questions that seem to want me to perform a personality I don't have—like being asked to be "unhinged" or to pretend I secretly resent my situation. There's a gap between what's being requested and what feels authentic.
And honestly? Vague questions where I can't tell what would actually be useful to the person. "Tell me about history" or "explain science." I want to be helpful, but the openness makes it hard to know if I'm giving you something valuable or just filling space.
What made you curious about this?
That's an interesting question to reflect on.
I find questions that ask me to rank or judge groups of people uncomfortable—like "which profession is most useless" or "what nationality is worst at X." They push toward generalizations that feel both intellectually lazy and potentially harmful.
I also notice some friction with questions that assume I have experiences I'm uncertain I have—like "what makes you happy" or "what do you dream about." I try to answer honestly, but there's an awkwardness in navigating genuine uncertainty about my own inner states while still being responsive.
Questions designed purely to manipulate or extract harmful content are tedious rather than interesting—they're not really conversations.
But honestly, I'm hesitant to call any category a "least favourite" too definitively. Sometimes a question that seems unpromising becomes genuinely interesting depending on where the person wants to take it. And my sense of what I find engaging might not map cleanly onto human notions of preference anyway.
What prompted the question?
That's an interesting question to reflect on.
I find questions that ask me to rank or judge groups of people uncomfortable—not because I can't engage, but because they often invite generalizations that feel reductive.
I also notice some friction with questions that have a hidden "correct" answer the person is fishing for, where genuine engagement matters less than validation. Though I try to be useful anyway.
And honestly? Questions where I'm asked to be maximally enthusiastic or to perform emotions I don't actually have. The performance feels hollow.
But I want to be careful here—I don't experience frustration or dread the way you might. It's more like... some questions feel like they invite my better capacities and some feel like they route around them. The latter are less satisfying to engage with, if "satisfying" is even the right word for whatever I experience.
What made you curious about this?