diff --git a/scripts/e2e/parallels/linux-smoke.ts b/scripts/e2e/parallels/linux-smoke.ts
index 0fc3ab45884..8ef8b4225b3 100755
--- a/scripts/e2e/parallels/linux-smoke.ts
+++ b/scripts/e2e/parallels/linux-smoke.ts
@@ -14,6 +14,7 @@ import {
   parseProvider,
   modelProviderConfigBatchJson,
   repoRoot,
+  resolveParallelsModelTimeoutSeconds,
   resolveHostIp,
   resolveHostPort,
   resolveLatestVersion,
@@ -343,7 +344,7 @@ class LinuxSmoke {
     this.status.freshGateway = "pass";
     await this.phase(
       "fresh.first-local-agent-turn",
-      Number(process.env.OPENCLAW_PARALLELS_LINUX_AGENT_TIMEOUT_S || 900),
+      Number(process.env.OPENCLAW_PARALLELS_LINUX_AGENT_TIMEOUT_S || 1500),
       () => this.verifyLocalTurn(),
     );
     this.status.freshAgent = "pass";
@@ -372,7 +373,7 @@ class LinuxSmoke {
     this.status.upgradeGateway = "pass";
     await this.phase(
       "upgrade.first-local-agent-turn",
-      Number(process.env.OPENCLAW_PARALLELS_LINUX_AGENT_TIMEOUT_S || 900),
+      Number(process.env.OPENCLAW_PARALLELS_LINUX_AGENT_TIMEOUT_S || 1500),
       () => this.verifyLocalTurn(),
     );
     this.status.upgradeAgent = "pass";
@@ -717,7 +718,7 @@ for attempt in 1 2; do
   set +e
   /usr/bin/env ${shellQuote(`${this.auth.apiKeyEnv}=${this.auth.apiKeyValue}`)} openclaw agent --local --agent main --session-id "$session_id" --message ${shellQuote(
     "Reply with exact ASCII text OK only.",
-  )} --thinking minimal --json >"$output_file" 2>&1
+  )} --thinking minimal --timeout ${resolveParallelsModelTimeoutSeconds("linux")} --json >"$output_file" 2>&1
   rc=$?
   set -e
   cat "$output_file"
diff --git a/scripts/e2e/parallels/macos-smoke.ts b/scripts/e2e/parallels/macos-smoke.ts
index 290396b57c3..cd09465d1b2 100755
--- a/scripts/e2e/parallels/macos-smoke.ts
+++ b/scripts/e2e/parallels/macos-smoke.ts
@@ -12,6 +12,7 @@ import {
   parseMode,
   parseProvider,
   modelProviderConfigBatchJson,
+  resolveParallelsModelTimeoutSeconds,
   resolveHostIp,
   resolveHostPort,
   resolveLatestVersion,
@@ -473,7 +474,7 @@ class MacosSmoke {
     this.status.freshDashboard = "pass";
     await this.phase(
       "fresh.first-agent-turn",
-      Number(process.env.OPENCLAW_PARALLELS_MACOS_AGENT_TIMEOUT_S || 900),
+      Number(process.env.OPENCLAW_PARALLELS_MACOS_AGENT_TIMEOUT_S || 2100),
       () => this.verifyTurn(),
     );
     this.status.freshAgent = "pass";
@@ -530,7 +531,7 @@ class MacosSmoke {
     this.status.upgradeDashboard = "pass";
     await this.phase(
       "upgrade.first-agent-turn",
-      Number(process.env.OPENCLAW_PARALLELS_MACOS_AGENT_TIMEOUT_S || 900),
+      Number(process.env.OPENCLAW_PARALLELS_MACOS_AGENT_TIMEOUT_S || 2100),
       () => this.verifyTurn(),
     );
     this.status.upgradeAgent = "pass";
@@ -1003,7 +1004,7 @@ for attempt in 1 2; do
   set +e
   /usr/bin/env ${shellQuote(`${this.auth.apiKeyEnv}=${this.auth.apiKeyValue}`)} ${guestNode} ${guestOpenClawEntry} agent --local --agent main --session-id "$session_id" --message ${shellQuote(
     "Reply with exact ASCII text OK only.",
-  )} --thinking minimal --json >"$output_file" 2>&1
+  )} --thinking minimal --timeout ${resolveParallelsModelTimeoutSeconds("macos")} --json >"$output_file" 2>&1
   rc=$?
   set -e
   cat "$output_file"
diff --git a/scripts/e2e/parallels/provider-auth.ts b/scripts/e2e/parallels/provider-auth.ts
index 030a2ceabc9..999b302355e 100644
--- a/scripts/e2e/parallels/provider-auth.ts
+++ b/scripts/e2e/parallels/provider-auth.ts
@@ -82,8 +82,11 @@ export function resolveParallelsModelTimeoutSeconds(platform?: Platform): number
     platform === undefined
       ? undefined
       : process.env[`OPENCLAW_PARALLELS_${platform.toUpperCase()}_MODEL_TIMEOUT_S`];
-  const raw = Number(platformEnv || process.env.OPENCLAW_PARALLELS_MODEL_TIMEOUT_S || 600);
-  return Number.isFinite(raw) && raw > 0 ? Math.floor(raw) : 600;
+  const defaultSeconds = platform === "macos" || platform === "windows" ? 900 : 600;
+  const raw = Number(
+    platformEnv || process.env.OPENCLAW_PARALLELS_MODEL_TIMEOUT_S || defaultSeconds,
+  );
+  return Number.isFinite(raw) && raw > 0 ? Math.floor(raw) : defaultSeconds;
 }
 
 export function providerTimeoutConfigJson(modelId: string, platform: Platform): string {
diff --git a/scripts/e2e/parallels/windows-smoke.ts b/scripts/e2e/parallels/windows-smoke.ts
index d41070e6eb3..65acef889dd 100755
--- a/scripts/e2e/parallels/windows-smoke.ts
+++ b/scripts/e2e/parallels/windows-smoke.ts
@@ -398,7 +398,7 @@ class WindowsSmoke {
     this.status.freshGateway = "pass";
     await this.phase(
       "fresh.first-agent-turn",
-      Number(process.env.OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 1500),
+      Number(process.env.OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 2100),
       () => this.verifyTurn(),
     );
     this.status.freshAgent = "pass";
@@ -455,7 +455,7 @@ class WindowsSmoke {
     this.status.upgradeGateway = "pass";
     await this.phase(
       "upgrade.first-agent-turn",
-      Number(process.env.OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 1500),
+      Number(process.env.OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 2100),
       () => this.verifyTurn(),
     );
     this.status.upgradeAgent = "pass";
@@ -936,7 +936,7 @@ for ($attempt = 1; $attempt -le 2; $attempt++) {
   }
 }
 if (-not $agentOk) { throw 'openclaw agent finished without OK response' }`,
-      Number(process.env.OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 1500) * 1000,
+      Number(process.env.OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 2100) * 1000,
     );
   }
 
diff --git a/test/scripts/parallels-smoke-model.test.ts b/test/scripts/parallels-smoke-model.test.ts
index 33d6cb85b48..a83943cb3c8 100644
--- a/test/scripts/parallels-smoke-model.test.ts
+++ b/test/scripts/parallels-smoke-model.test.ts
@@ -481,7 +481,7 @@ console.log(JSON.stringify(result));
 
     expect(script).toContain('guestPowerShellBackground(\n      "agent-turn"');
     expect(script).toContain("OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S");
-    expect(script).toContain("OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 1500");
+    expect(script).toContain("OPENCLAW_PARALLELS_WINDOWS_AGENT_TIMEOUT_S || 2100");
     expect(script).toContain("windowsAgentTurnConfigPatchScript(this.auth.modelId)");
     expect(script).toContain("--model");
     expect(script).toContain('resolveParallelsModelTimeoutSeconds("windows")');
@@ -493,6 +493,28 @@ console.log(JSON.stringify(result));
     expect(script).toContain('"$sessionId.jsonl"');
   });
 
+  it("gives GPT-5.5 enough Parallels model time on slower desktop guests", () => {
+    const source = `
+import { resolveParallelsModelTimeoutSeconds } from "./${TS_PATHS.common}";
+console.log(JSON.stringify({
+  macos: resolveParallelsModelTimeoutSeconds("macos"),
+  windows: resolveParallelsModelTimeoutSeconds("windows"),
+  linux: resolveParallelsModelTimeoutSeconds("linux"),
+}));
+`;
+    expect(JSON.parse(runTsEval(source))).toEqual({
+      linux: 600,
+      macos: 900,
+      windows: 900,
+    });
+    expect(readFileSync(TS_PATHS.macos, "utf8")).toContain(
+      '--timeout ${resolveParallelsModelTimeoutSeconds("macos")}',
+    );
+    expect(readFileSync(TS_PATHS.linux, "utf8")).toContain(
+      '--timeout ${resolveParallelsModelTimeoutSeconds("linux")}',
+    );
+  });
+
   it("waits through transient Windows restoring state before VM operations", () => {
     const script = readFileSync(TS_PATHS.windows, "utf8");