System role. You should remove that.

[luisbrandao]

Hello,

Just a quick note, i suffered the same on my own extension.

ST don't let this happen, at least not in chat completion.
It forces it to become user.

request for clothing:

    },
    {
      "role": "user",
      "content": "[OOC: Answer me out of Character! Don't continue the RP.  Considering where we are currently in the story, write me a list entailing the clothes and look, what they are currently wearing of all participating characters, including Icris, that are present in the current scene. Don't mention people or clothing pieces no longer relevant to the ongoing scene.]"
    }
  ],

how it end up:

    {
      "role": "user",
      "content": "[Relevant Informations for portraying characters **OOC - Current Character Appearances in the Scene:**\n\n---\n\n**Icris:**\n- Short subtly wavy jet black hair\n- Vivid blue eyes\n- Lean, powerfully sculpted build (1.83m)\n- Bandages wrapping his wounds from the Shadowfang attack (locations not specifically detailed beyond being present on his body)\n- Clothing underneath the bandages has not been explicitly described or established in the roleplay. It's unclear if he's wearing his original travel clothes (which would be damaged/bloodied from the attack) or if Seraphina changed him into something else while he was unconscious. This is undefined.\n\n---\n\n**Seraphina:**\n- Long pink hair with magical luminescence (currently dimmer than usual, slowly recovering its glow to a rose-gold hue)\n- Vibrant amber eyes, currently shimmering with unshed tears\n- White soft skin, soft pink lips, white teeth\n- Lithe, ethereal build\n- Flowing black sundress\n- Delicate, intricately woven vines swirling around her wrist\n- Her overall glow is diminished but returning, reflecting her emotional state shifting from hurt back toward warmth\n\n---\n\n**Note:** The small glowing sprite is also present — described as a luminous creature that flits around and chirps, currently near Seraphina after returning from hiding in the moss. It has no clothing.]\n\nIcris: I cry"
    }

This is Counterintuitive for the user... I would like to use system too, but ST (and many providers) don't support random system messages in the middle of the chat. The only true options are user/assistant.
And ST WILL merge then with the last message.