diff --git a/src/renderer/src/components/terminal-pane/TerminalPane.tsx b/src/renderer/src/components/terminal-pane/TerminalPane.tsx
index f92271b1b30..a4ce809e1a9 100644
--- a/src/renderer/src/components/terminal-pane/TerminalPane.tsx
+++ b/src/renderer/src/components/terminal-pane/TerminalPane.tsx
@@ -408,6 +408,9 @@ export default function TerminalPane({
   // context menu. The settings default keeps the Windows shortcut feeling native
   // without changing the other platforms' interaction model.
   const rightClickToPaste = isWindowsUserAgent() && (settings?.terminalRightClickToPaste ?? true)
+  // Why: Windows ConPTY does not forward DECSET 2004 from foreground TUIs, so
+  // xterm may not know multi-line text needs bracketed-paste protection.
+  const forceBracketedMultilineTextPaste = isWindowsUserAgent()
   const [startup] = useState(() => useAppStore.getState().pendingStartupByTabId[tabId])
   const shouldMeasureHiddenStartup = startup !== undefined && !isVisible
   const consumeTabStartupCommand = useAppStore((store) => store.consumeTabStartupCommand)
@@ -1283,9 +1286,10 @@ export default function TerminalPane({
         readClipboardText: window.api.ui.readClipboardText,
         saveClipboardImageAsTempFile: window.api.ui.saveClipboardImageAsTempFile,
         connectionId,
+        forceBracketedMultilineTextPaste,
         pasteText: (text, options) => {
           pasteTerminalText(pane.terminal, text, options)
-          if (options?.forceBracketedPaste) {
+          if (options?.recoverImagePasteWebglAtlas) {
             scheduleImagePasteWebglAtlasRecovery()
           }
         },
@@ -1391,7 +1395,7 @@ export default function TerminalPane({
       container.removeEventListener('keydown', onKeyPaste, { capture: true })
       container.removeEventListener('paste', onPaste, { capture: true })
     }
-  }, [isActive, worktreeId, keybindings])
+  }, [isActive, worktreeId, keybindings, forceBracketedMultilineTextPaste])
 
   // Why: a click inside the terminal container is a deliberate interaction
   // with the pane — dismiss the attention indicator for this tab and worktree
@@ -1720,6 +1724,7 @@ export default function TerminalPane({
     onSetTitle: handleStartRename,
     onPasteError: setTerminalError,
     onAgentSessionForkReady: setAgentSessionFork,
+    forceBracketedMultilineTextPaste,
     rightClickToPaste
   })
 
diff --git a/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.test.ts b/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.test.ts
index dcedee5eace..329901c2ac8 100644
--- a/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.test.ts
+++ b/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.test.ts
@@ -13,6 +13,7 @@ function createTerminal(bracketedPasteMode = true) {
     options: {
       ignoreBracketedPasteMode: false as boolean | undefined
     },
+    input: vi.fn(),
     paste: vi.fn()
   }
   return terminal
@@ -51,7 +52,7 @@ describe('terminal bracketed paste policy', () => {
   it('forces bracketed paste behavior when requested after Ctrl+C', () => {
     const terminal = createTerminal(true)
     const observedIgnoreValues: (boolean | undefined)[] = []
-    terminal.paste.mockImplementation(() => {
+    terminal.input.mockImplementation(() => {
       observedIgnoreValues.push(terminal.options.ignoreBracketedPasteMode)
     })
 
@@ -60,17 +61,18 @@ describe('terminal bracketed paste policy', () => {
       forceBracketedPaste: true
     })
 
-    expect(terminal.paste).toHaveBeenCalledWith(
+    expect(terminal.input).toHaveBeenCalledWith(
       '\x1b[200~/tmp/orca-paste-1760000000000-id.png\x1b[201~'
     )
-    expect(observedIgnoreValues).toEqual([true])
+    expect(terminal.paste).not.toHaveBeenCalled()
+    expect(observedIgnoreValues).toEqual([false])
     expect(terminal.options.ignoreBracketedPasteMode).toBe(false)
   })
 
   it('forces bracketed paste behavior even when terminal mode is off', () => {
     const terminal = createTerminal(false)
     const observedIgnoreValues: (boolean | undefined)[] = []
-    terminal.paste.mockImplementation(() => {
+    terminal.input.mockImplementation(() => {
       observedIgnoreValues.push(terminal.options.ignoreBracketedPasteMode)
     })
 
@@ -78,10 +80,11 @@ describe('terminal bracketed paste policy', () => {
       forceBracketedPaste: true
     })
 
-    expect(terminal.paste).toHaveBeenCalledWith(
+    expect(terminal.input).toHaveBeenCalledWith(
       '\x1b[200~/tmp/orca-paste-1760000000000-id.png\x1b[201~'
     )
-    expect(observedIgnoreValues).toEqual([true])
+    expect(terminal.paste).not.toHaveBeenCalled()
+    expect(observedIgnoreValues).toEqual([false])
     expect(terminal.options.ignoreBracketedPasteMode).toBe(false)
   })
 
@@ -92,7 +95,8 @@ describe('terminal bracketed paste policy', () => {
       forceBracketedPaste: true
     })
 
-    expect(terminal.paste).toHaveBeenCalledWith('\x1b[200~/tmp/before\u241b[201~after.png\x1b[201~')
+    expect(terminal.input).toHaveBeenCalledWith('\x1b[200~/tmp/before\u241b[201~after.png\x1b[201~')
+    expect(terminal.paste).not.toHaveBeenCalled()
   })
 
   it('does not change paste behavior when Ctrl+C happened outside bracketed paste mode', () => {
diff --git a/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.ts b/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.ts
index 68562169019..5027b0b861c 100644
--- a/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.ts
+++ b/src/renderer/src/components/terminal-pane/terminal-bracketed-paste.ts
@@ -8,6 +8,7 @@ type BracketedPasteTerminal = {
 
 type PasteTerminal = BracketedPasteTerminal & {
   options: Pick<Terminal['options'], 'ignoreBracketedPasteMode'>
+  input: (data: string) => void
   paste: (text: string) => void
 }
 
@@ -39,15 +40,11 @@ function sanitizeBracketedPasteText(text: string): string {
 }
 
 function forceBracketedPaste(terminal: PasteTerminal, text: string): void {
-  const previousIgnoreBracketedPasteMode = terminal.options.ignoreBracketedPasteMode
-  terminal.options.ignoreBracketedPasteMode = true
-  try {
-    terminal.paste(
-      `${BRACKETED_PASTE_START}${sanitizeBracketedPasteText(text)}${BRACKETED_PASTE_END}`
-    )
-  } finally {
-    terminal.options.ignoreBracketedPasteMode = previousIgnoreBracketedPasteMode
-  }
+  // Why: forced callers already built the exact paste protocol bytes. Send
+  // them as PTY input so xterm's DOM/native paste machinery cannot defer them.
+  terminal.input(
+    `${BRACKETED_PASTE_START}${sanitizeBracketedPasteText(text)}${BRACKETED_PASTE_END}`
+  )
 }
 
 export function markTerminalBracketedPasteInterrupted(terminal: BracketedPasteTerminal): void {
diff --git a/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.test.ts b/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.test.ts
index 9f2b6c3cb3c..5cf90b35fee 100644
--- a/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.test.ts
+++ b/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.test.ts
@@ -22,7 +22,7 @@ describe('terminal clipboard paste', () => {
 
     expect(pasteText).toHaveBeenCalledWith(
       '/var/folders/3l/b7w02vh17tg5r5s3nhhdf3kh0000gn/T/orca-paste-1760000000000-id.png',
-      { forceBracketedPaste: true }
+      { forceBracketedPaste: true, recoverImagePasteWebglAtlas: true }
     )
   })
 
@@ -31,6 +31,9 @@ describe('terminal clipboard paste', () => {
     const terminal = {
       modes: { bracketedPasteMode: true },
       options: { ignoreBracketedPasteMode: false },
+      input: vi.fn(() => {
+        observedIgnoreBracketedPasteMode.push(terminal.options.ignoreBracketedPasteMode)
+      }),
       paste: vi.fn(() => {
         observedIgnoreBracketedPasteMode.push(terminal.options.ignoreBracketedPasteMode)
       })
@@ -45,10 +48,11 @@ describe('terminal clipboard paste', () => {
       pasteText: (text, options) => pasteTerminalText(terminal, text, options)
     })
 
-    expect(terminal.paste).toHaveBeenCalledWith(
+    expect(terminal.input).toHaveBeenCalledWith(
       '\x1b[200~/tmp/orca-paste-1760000000000-id.png\x1b[201~'
     )
-    expect(observedIgnoreBracketedPasteMode).toEqual([true])
+    expect(terminal.paste).not.toHaveBeenCalled()
+    expect(observedIgnoreBracketedPasteMode).toEqual([false])
     expect(terminal.options.ignoreBracketedPasteMode).toBe(false)
   })
 
@@ -57,6 +61,9 @@ describe('terminal clipboard paste', () => {
     const terminal = {
       modes: { bracketedPasteMode: false },
       options: { ignoreBracketedPasteMode: false },
+      input: vi.fn(() => {
+        observedIgnoreBracketedPasteMode.push(terminal.options.ignoreBracketedPasteMode)
+      }),
       paste: vi.fn(() => {
         observedIgnoreBracketedPasteMode.push(terminal.options.ignoreBracketedPasteMode)
       })
@@ -70,10 +77,11 @@ describe('terminal clipboard paste', () => {
       pasteText: (text, options) => pasteTerminalText(terminal, text, options)
     })
 
-    expect(terminal.paste).toHaveBeenCalledWith(
+    expect(terminal.input).toHaveBeenCalledWith(
       '\x1b[200~/tmp/orca-paste-1760000000000-id.png\x1b[201~'
     )
-    expect(observedIgnoreBracketedPasteMode).toEqual([true])
+    expect(terminal.paste).not.toHaveBeenCalled()
+    expect(observedIgnoreBracketedPasteMode).toEqual([false])
     expect(terminal.options.ignoreBracketedPasteMode).toBe(false)
   })
 
@@ -92,7 +100,8 @@ describe('terminal clipboard paste', () => {
 
     expect(saveClipboardImageAsTempFile).toHaveBeenCalledWith({ connectionId: 'ssh-1' })
     expect(pasteText).toHaveBeenCalledWith('/var/tmp/orca-paste-1760000000000-id.png', {
-      forceBracketedPaste: true
+      forceBracketedPaste: true,
+      recoverImagePasteWebglAtlas: true
     })
   })
 
@@ -108,7 +117,8 @@ describe('terminal clipboard paste', () => {
     })
 
     expect(pasteText).toHaveBeenCalledWith('/tmp/orca-paste-1760000000000-id.png', {
-      forceBracketedPaste: true
+      forceBracketedPaste: true,
+      recoverImagePasteWebglAtlas: true
     })
   })
 
@@ -126,7 +136,8 @@ describe('terminal clipboard paste', () => {
 
     expect(saveClipboardImageAsTempFile).toHaveBeenCalledWith({ connectionId: undefined })
     expect(pasteText).toHaveBeenCalledWith('/tmp/orca-paste-1760000000000-id.png', {
-      forceBracketedPaste: true
+      forceBracketedPaste: true,
+      recoverImagePasteWebglAtlas: true
     })
   })
 
@@ -144,11 +155,65 @@ describe('terminal clipboard paste', () => {
     expect(saveClipboardImageAsTempFile).not.toHaveBeenCalled()
   })
 
+  it('forces Windows multi-line text paste onto the bracketed-paste path', async () => {
+    const saveClipboardImageAsTempFile = vi.fn()
+    const pasteText = vi.fn()
+
+    await pasteTerminalClipboard({
+      readClipboardText: vi.fn().mockResolvedValue('line one\nline two'),
+      saveClipboardImageAsTempFile,
+      pasteText,
+      forceBracketedMultilineTextPaste: true
+    })
+
+    expect(pasteText).toHaveBeenCalledWith('line one\nline two', {
+      forceBracketedPaste: true
+    })
+    expect(saveClipboardImageAsTempFile).not.toHaveBeenCalled()
+  })
+
+  it('sends Windows multi-line text as direct bracketed terminal input when xterm mode is off', async () => {
+    const terminal = {
+      modes: { bracketedPasteMode: false },
+      options: { ignoreBracketedPasteMode: false },
+      input: vi.fn(),
+      paste: vi.fn()
+    }
+
+    await pasteTerminalClipboard({
+      readClipboardText: vi.fn().mockResolvedValue('line one\nline two'),
+      saveClipboardImageAsTempFile: vi.fn(),
+      pasteText: (text, options) => pasteTerminalText(terminal, text, options),
+      forceBracketedMultilineTextPaste: true
+    })
+
+    expect(terminal.input).toHaveBeenCalledWith('\x1b[200~line one\nline two\x1b[201~')
+    expect(terminal.paste).not.toHaveBeenCalled()
+  })
+
+  it('keeps single-line text on the ordinary paste path when Windows multi-line protection is on', async () => {
+    const saveClipboardImageAsTempFile = vi.fn()
+    const pasteText = vi.fn()
+
+    await pasteTerminalClipboard({
+      readClipboardText: vi.fn().mockResolvedValue('hello'),
+      saveClipboardImageAsTempFile,
+      pasteText,
+      forceBracketedMultilineTextPaste: true
+    })
+
+    expect(pasteText).toHaveBeenCalledWith('hello')
+    expect(saveClipboardImageAsTempFile).not.toHaveBeenCalled()
+  })
+
   it('keeps normal single-line text paste on the stale Ctrl+C protection path', async () => {
     const observedIgnoreBracketedPasteMode: boolean[] = []
     const terminal = {
       modes: { bracketedPasteMode: true },
       options: { ignoreBracketedPasteMode: false },
+      input: vi.fn(() => {
+        observedIgnoreBracketedPasteMode.push(terminal.options.ignoreBracketedPasteMode)
+      }),
       paste: vi.fn(() => {
         observedIgnoreBracketedPasteMode.push(terminal.options.ignoreBracketedPasteMode)
       })
diff --git a/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.ts b/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.ts
index bc2bac524fa..b4c3ffdfb7c 100644
--- a/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.ts
+++ b/src/renderer/src/components/terminal-pane/terminal-clipboard-paste.ts
@@ -1,5 +1,6 @@
 type PasteTextOptions = {
   forceBracketedPaste?: boolean
+  recoverImagePasteWebglAtlas?: boolean
 }
 
 type SaveClipboardImageAsTempFile = (args?: {
@@ -11,14 +12,18 @@ type PasteTerminalClipboardDeps = {
   saveClipboardImageAsTempFile: SaveClipboardImageAsTempFile
   pasteText: (text: string, options?: PasteTextOptions) => void
   connectionId?: string | null
+  forceBracketedMultilineTextPaste?: boolean
   onImagePasteError?: (error: unknown) => void
 }
 
+const MULTILINE_TEXT_RE = /[\r\n]/
+
 export async function pasteTerminalClipboard({
   readClipboardText,
   saveClipboardImageAsTempFile,
   pasteText,
   connectionId,
+  forceBracketedMultilineTextPaste = false,
   onImagePasteError
 }: PasteTerminalClipboardDeps): Promise<void> {
   let text = ''
@@ -29,7 +34,11 @@ export async function pasteTerminalClipboard({
     // Still try the image path so Cmd/Ctrl+V works for screenshots.
   }
   if (text) {
-    pasteText(text)
+    if (forceBracketedMultilineTextPaste && MULTILINE_TEXT_RE.test(text)) {
+      pasteText(text, { forceBracketedPaste: true })
+    } else {
+      pasteText(text)
+    }
     return
   }
 
@@ -41,7 +50,8 @@ export async function pasteTerminalClipboard({
     pasteText(filePath, {
       // Why: a generated clipboard-image path is terminal image injection, not
       // ordinary one-line text. Keep it off the Ctrl+C stale-text paste path.
-      forceBracketedPaste: true
+      forceBracketedPaste: true,
+      recoverImagePasteWebglAtlas: true
     })
   } catch (error) {
     onImagePasteError?.(error)
diff --git a/src/renderer/src/components/terminal-pane/use-terminal-pane-context-menu.ts b/src/renderer/src/components/terminal-pane/use-terminal-pane-context-menu.ts
index 9e5938f9eb8..c4ce956ea71 100644
--- a/src/renderer/src/components/terminal-pane/use-terminal-pane-context-menu.ts
+++ b/src/renderer/src/components/terminal-pane/use-terminal-pane-context-menu.ts
@@ -53,6 +53,7 @@ type UseTerminalPaneContextMenuDeps = {
   onSetTitle: (paneId: number) => void
   onPasteError: (message: string) => void
   onAgentSessionForkReady: (fork: PreparedAgentSessionFork) => void
+  forceBracketedMultilineTextPaste: boolean
   rightClickToPaste: boolean
 }
 
@@ -92,6 +93,7 @@ export function useTerminalPaneContextMenu({
   onSetTitle,
   onPasteError,
   onAgentSessionForkReady,
+  forceBracketedMultilineTextPaste,
   rightClickToPaste
 }: UseTerminalPaneContextMenuDeps): TerminalMenuState {
   const contextPaneIdRef = useRef<number | null>(null)
@@ -168,9 +170,10 @@ export function useTerminalPaneContextMenu({
       readClipboardText: window.api.ui.readClipboardText,
       saveClipboardImageAsTempFile: window.api.ui.saveClipboardImageAsTempFile,
       connectionId,
+      forceBracketedMultilineTextPaste,
       pasteText: (text, options) => {
         pasteTerminalText(pane.terminal, text, options)
-        if (options?.forceBracketedPaste) {
+        if (options?.recoverImagePasteWebglAtlas) {
           scheduleImagePasteWebglAtlasRecovery()
         }
       },