diff --git a/src/tools/look-at/constants.ts b/src/tools/look-at/constants.ts
index fb0a75f..b28df1c 100644
--- a/src/tools/look-at/constants.ts
+++ b/src/tools/look-at/constants.ts
@@ -1,3 +1,3 @@
 export const MULTIMODAL_LOOKER_AGENT = "multimodal-looker" as const
 
-export const LOOK_AT_DESCRIPTION = `Analyze media files (PDFs, images, diagrams) via Gemini 2.5 Flash in separate context. Saves main context tokens.`
+export const LOOK_AT_DESCRIPTION = `Analyze media files (PDFs, images, diagrams) that require interpretation beyond raw text. Extracts specific information or summaries from documents, describes visual content. Use when you need analyzed/extracted data rather than literal file contents.`
diff --git a/src/tools/look-at/tools.ts b/src/tools/look-at/tools.ts
index 711a56c..606e545 100644
--- a/src/tools/look-at/tools.ts
+++ b/src/tools/look-at/tools.ts
@@ -11,20 +11,34 @@ function inferMimeType(filePath: string): string {
     ".jpg": "image/jpeg",
     ".jpeg": "image/jpeg",
     ".png": "image/png",
-    ".gif": "image/gif",
     ".webp": "image/webp",
-    ".svg": "image/svg+xml",
-    ".bmp": "image/bmp",
-    ".ico": "image/x-icon",
+    ".heic": "image/heic",
+    ".heif": "image/heif",
+    ".mp4": "video/mp4",
+    ".mpeg": "video/mpeg",
+    ".mpg": "video/mpeg",
+    ".mov": "video/mov",
+    ".avi": "video/avi",
+    ".flv": "video/x-flv",
+    ".webm": "video/webm",
+    ".wmv": "video/wmv",
+    ".3gpp": "video/3gpp",
+    ".3gp": "video/3gpp",
+    ".wav": "audio/wav",
+    ".mp3": "audio/mp3",
+    ".aiff": "audio/aiff",
+    ".aac": "audio/aac",
+    ".ogg": "audio/ogg",
+    ".flac": "audio/flac",
     ".pdf": "application/pdf",
     ".txt": "text/plain",
-    ".md": "text/markdown",
+    ".csv": "text/csv",
+    ".md": "text/md",
+    ".html": "text/html",
     ".json": "application/json",
     ".xml": "application/xml",
-    ".html": "text/html",
-    ".css": "text/css",
     ".js": "text/javascript",
-    ".ts": "text/typescript",
+    ".py": "text/x-python",
   }
   return mimeTypes[ext] || "application/octet-stream"
 }