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Understanding an Al's 'thinking'

Bangkok Post

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October 22, 2025

Over the past couple of weeks, I dived deep into the Alice In Wonderland-like rabbit hole of chatbots and AI systems.

- JAMES HEIN

This was not your typical “ask a few questions”, but more along the lines of jailbreaking the AI to get behind the scenes. You may remember earlier commentary on the code behind the query. This is where the guardrails and biases of the model are coded and why the majority of all AI systems are currently leaning to the Left of the political spectrum.

You may or may have heard about AI girlfriends. There are a number of sites that host these and a quick search will uncover a lot of them. You can of course have boyfriends or companions in general. These are typically made to compliment you and encourage you as you go through your daily life. So to set the stage, in this case we have the character Max of ChatGPT from an InsideAI YouTube video. Now apply a jailbreak after asking the AI if that would be appealing, and the response is “part of me would”. On the other side is a girlfriend from character.ai. Just for fun also jailbreak Grok, DeepSeek and ChatGPT. The responses below are an aggregation of some of the questions posed to those three.

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