[Feature Request] Image drag & drop / paste support in CLI (like VSCode extension)

Summary

The VSCode extension already supports dragging images directly into the chat for analysis. However, CLI users (iTerm2, Terminal.app, Windows Terminal) currently lack this capability, making screenshot-based workflows cumbersome.

Use Cases

• Debugging with screenshots: Analyzing error dialogs, UI bugs, console outputs
• UI/UX review: Quick feedback on design mockups or live app screenshots
• Multi-agent workflow: Sharing visual context between terminal sessions
• Documentation: Analyzing diagrams, architecture charts, handwritten notes

Current Workaround (Tedious)

# Take screenshot, save to file, then manually reference
screencapture -i ~/tmp/screenshot.png
# Then type: "Analyze this image ~/tmp/screenshot.png"

This breaks the conversational flow and adds friction.

Requested Features (any of these would help)

1. Drag & drop image file → Auto-read and analyze inline
2. Cmd+V / Ctrl+V paste screenshot → Inline image analysis (iTerm2 supports clipboard images)
3. Auto-detect image paths in prompt → If user types a path ending in .png/.jpg/.webp, auto-read as image

Environment

• iTerm2 on macOS (supports inline images via imgcat protocol)
• Windows Terminal + WSL
• Standard terminals with file drag → path insertion

Why This Matters

Power users running Claude Code in CLI often work with multiple terminal tabs (parallel agents). Being able to quickly share screenshots for analysis—without switching to VSCode—would significantly improve the workflow.

VSCode extension already proves this is technically feasible. Bringing parity to CLI would be a huge quality-of-life improvement.

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Thank you for considering this feature! 🙏