fix: exclude temporary paste writes from clipboard manager history

Fluid.xcodeproj/project.pbxproj

@@ -15,6 +15,7 @@
 		7CDB0A2D2F3C4D5600FB7CAD /* DictationE2ETests.swift in Sources */ = {isa = PBXBuildFile; fileRef = 7CDB0A292F3C4D5600FB7CAD /* DictationE2ETests.swift */; };
 		7CDB0A2E2F3C4D5600FB7CAD /* AudioFixtureLoader.swift in Sources */ = {isa = PBXBuildFile; fileRef = 7CDB0A2A2F3C4D5600FB7CAD /* AudioFixtureLoader.swift */; };
 		86CAA2D4EF18433096185602 /* LLMClientRequestBodyTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = 343B29013F4441D6A797D12D /* LLMClientRequestBodyTests.swift */; };
+		7CFA1D0B2F500000C0DEF001 /* TypingServiceTransientPasteboardTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = 7CFA1D0B2F500000C0DEF002 /* TypingServiceTransientPasteboardTests.swift */; };
 		7CDB0A2F2F3C4D5600FB7CAD /* dictation_fixture.wav in Resources */ = {isa = PBXBuildFile; fileRef = 7CDB0A2B2F3C4D5600FB7CAD /* dictation_fixture.wav */; };
 		7CDB0A302F3C4D5600FB7CAD /* XCTest.framework in Frameworks */ = {isa = PBXBuildFile; fileRef = 7CDB0A2C2F3C4D5600FB7CAD /* XCTest.framework */; };
 		7CE006BD2E80EBE600DDCCD6 /* AppUpdater in Frameworks */ = {isa = PBXBuildFile; productRef = 7CE006BC2E80EBE600DDCCD6 /* AppUpdater */; };
@@ -36,6 +37,7 @@
 		7C91B0022F42AA0100C0DEF0 /* HotkeyShortcutTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = HotkeyShortcutTests.swift; sourceTree = "<group>"; };
 		7CDB0A292F3C4D5600FB7CAD /* DictationE2ETests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = DictationE2ETests.swift; sourceTree = "<group>"; };
 		343B29013F4441D6A797D12D /* LLMClientRequestBodyTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = LLMClientRequestBodyTests.swift; sourceTree = "<group>"; };
+		7CFA1D0B2F500000C0DEF002 /* TypingServiceTransientPasteboardTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = TypingServiceTransientPasteboardTests.swift; sourceTree = "<group>"; };
 		7CDB0A2A2F3C4D5600FB7CAD /* AudioFixtureLoader.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = AudioFixtureLoader.swift; sourceTree = "<group>"; };
 		7CDB0A2B2F3C4D5600FB7CAD /* dictation_fixture.wav */ = {isa = PBXFileReference; lastKnownFileType = audio.wav; path = dictation_fixture.wav; sourceTree = "<group>"; };
 		7CDB0A2C2F3C4D5600FB7CAD /* XCTest.framework */ = {isa = PBXFileReference; lastKnownFileType = wrapper.framework; name = XCTest.framework; path = Platforms/MacOSX.platform/Developer/Library/Frameworks/XCTest.framework; sourceTree = DEVELOPER_DIR; };
@@ -107,6 +109,7 @@
 				7CDB0A292F3C4D5600FB7CAD /* DictationE2ETests.swift */,
 				7C91B0022F42AA0100C0DEF0 /* HotkeyShortcutTests.swift */,
 				343B29013F4441D6A797D12D /* LLMClientRequestBodyTests.swift */,
+				7CFA1D0B2F500000C0DEF002 /* TypingServiceTransientPasteboardTests.swift */,
 			);
 			path = FluidDictationIntegrationTests;
 			sourceTree = "<group>";
@@ -262,6 +265,7 @@
 				7CDB0A2D2F3C4D5600FB7CAD /* DictationE2ETests.swift in Sources */,
 				7C91B0012F42AA0100C0DEF0 /* HotkeyShortcutTests.swift in Sources */,
 				86CAA2D4EF18433096185602 /* LLMClientRequestBodyTests.swift in Sources */,
+				7CFA1D0B2F500000C0DEF001 /* TypingServiceTransientPasteboardTests.swift in Sources */,
 			);
 			runOnlyForDeploymentPostprocessing = 0;
 		};

Sources/Fluid/Services/TypingService.swift

@@ -570,6 +570,18 @@ final class TypingService {
         _ = pasteboard.writeObjects(restoredItems)
     }
 
+    /// Builds the pasteboard item for a temporary paste write, tagged with the nspasteboard.org
+    /// Transient and AutoGenerated marker types so clipboard managers exclude it from history.
+    /// `ConcealedType` is deliberately not used: it signals sensitive/password content, which
+    /// would be misleading for a dictation transcript.
+    static func makeTransientPasteboardItem(_ text: String) -> NSPasteboardItem {
+        let item = NSPasteboardItem()
+        item.setString(text, forType: .string)
+        item.setData(Data(), forType: NSPasteboard.PasteboardType("org.nspasteboard.TransientType"))
+        item.setData(Data(), forType: NSPasteboard.PasteboardType("org.nspasteboard.AutoGeneratedType"))
+        return item
+    }
+
     private func withTemporaryPasteboardString(
         _ text: String,
         restoreDelayMicros: useconds_t,
@@ -587,7 +599,10 @@ final class TypingService {
         let snapshot = self.capturePasteboardSnapshot(pasteboard)
 
         pasteboard.clearContents()
-        guard pasteboard.setString(text, forType: .string) else {
+        // Mark this temporary write so clipboard managers (Maccy, Raycast, Paste, etc.) skip it.
+        // The string is written only to drive a synthetic Cmd+V and the previous clipboard is
+        // restored immediately afterward, so it is ephemeral, not something the user copied.
+        guard pasteboard.writeObjects([Self.makeTransientPasteboardItem(text)]) else {
             self.log("[TypingService] ERROR: Failed to set temporary clipboard string")
             self.restorePasteboardSnapshot(snapshot, to: pasteboard)
             return false

Tests/FluidDictationIntegrationTests/TypingServiceTransientPasteboardTests.swift

@@ -0,0 +1,51 @@
+import AppKit
+@testable import FluidVoice_Debug
+import XCTest
+
+// The temporary clipboard write used to drive synthetic Cmd+V must be tagged so clipboard
+// managers exclude it from history. It is restored immediately and is not user-copied content.
+final class TypingServiceTransientPasteboardTests: XCTestCase {
+
+    func testTransientPasteboardItem_carriesText() {
+        let item = TypingService.makeTransientPasteboardItem("hello world")
+        XCTAssertEqual(
+            item.string(forType: .string),
+            "hello world",
+            "the plain string must survive so paste and clipboard restore behave unchanged"
+        )
+    }
+
+    func testTransientPasteboardItem_isMarkedForClipboardManagers() {
+        let item = TypingService.makeTransientPasteboardItem("hello world")
+        let transientType = NSPasteboard.PasteboardType("org.nspasteboard.TransientType")
+        let autoGeneratedType = NSPasteboard.PasteboardType("org.nspasteboard.AutoGeneratedType")
+        let types = item.types.map(\.rawValue)
+        XCTAssertTrue(
+            types.contains(transientType.rawValue),
+            "temporary write must be marked Transient so clipboard managers skip it"
+        )
+        XCTAssertTrue(
+            types.contains(autoGeneratedType.rawValue),
+            "temporary write must be marked AutoGenerated so clipboard managers skip it"
+        )
+        XCTAssertEqual(
+            item.data(forType: transientType)?.count,
+            0,
+            "TransientType should be a marker-only zero-length payload"
+        )
+        XCTAssertEqual(
+            item.data(forType: autoGeneratedType)?.count,
+            0,
+            "AutoGeneratedType should be a marker-only zero-length payload"
+        )
+    }
+
+    func testTransientPasteboardItem_isNotMarkedConcealed() {
+        let item = TypingService.makeTransientPasteboardItem("hello world")
+        let types = item.types.map(\.rawValue)
+        XCTAssertFalse(
+            types.contains("org.nspasteboard.ConcealedType"),
+            "ConcealedType signals sensitive content and must not be applied to a transcript"
+        )
+    }
+}