diff --git a/webview-ui/src/components/chat/CommandExecution.tsx b/webview-ui/src/components/chat/CommandExecution.tsx
index 6424483383..dca2a9d923 100644
--- a/webview-ui/src/components/chat/CommandExecution.tsx
+++ b/webview-ui/src/components/chat/CommandExecution.tsx
@@ -26,7 +26,7 @@ interface CommandExecutionProps {
 
 export const CommandExecution = ({ executionId, text, icon, title }: CommandExecutionProps) => {
 	const { t } = useAppTranslation()
-	const { terminalShellIntegrationDisabled = false, allowedCommands = [] } = useExtensionState()
+	const { terminalShellIntegrationDisabled = false, allowedCommands = [], deniedCommands = [] } = useExtensionState()
 
 	const { command, output: parsedOutput, suggestions } = useMemo(() => parseCommandAndOutput(text), [text])
 
@@ -266,6 +266,30 @@ export const CommandExecution = ({ executionId, text, icon, title }: CommandExec
 		[allowedCommands],
 	)
 
+	const handleDenyPatternChange = useCallback(
+		(pattern: string) => {
+			if (!pattern) return
+
+			const isDenied = deniedCommands.includes(pattern)
+			let updatedDeniedCommands: string[]
+
+			if (isDenied) {
+				// Remove from deny list
+				updatedDeniedCommands = deniedCommands.filter((p) => p !== pattern)
+			} else {
+				// Add to deny list
+				updatedDeniedCommands = [...deniedCommands, pattern]
+			}
+
+			// Send message to update denied commands
+			vscode.postMessage({
+				type: "deniedCommands",
+				commands: updatedDeniedCommands,
+			})
+		},
+		[deniedCommands],
+	)
+
 	return (
 		<div className="w-full">
 			{/* Header section */}
@@ -337,12 +361,14 @@ export const CommandExecution = ({ executionId, text, icon, title }: CommandExec
 					<CodeBlock source={command} language="shell" />
 				</div>
 
-				{/* Whitelist section */}
+				{/* Command management section */}
 				{showSuggestions && (
 					<CommandPatternSelector
 						patterns={commandPatterns}
 						allowedCommands={allowedCommands}
-						onPatternChange={handleAllowPatternChange}
+						deniedCommands={deniedCommands}
+						onAllowPatternChange={handleAllowPatternChange}
+						onDenyPatternChange={handleDenyPatternChange}
 					/>
 				)}
 
diff --git a/webview-ui/src/components/chat/CommandPatternSelector.tsx b/webview-ui/src/components/chat/CommandPatternSelector.tsx
index 706d43ea62..9c93ac6d21 100644
--- a/webview-ui/src/components/chat/CommandPatternSelector.tsx
+++ b/webview-ui/src/components/chat/CommandPatternSelector.tsx
@@ -1,6 +1,5 @@
 import { useState } from "react"
-import { ChevronDown } from "lucide-react"
-import { VSCodeCheckbox } from "@vscode/webview-ui-toolkit/react"
+import { ChevronDown, Check, X } from "lucide-react"
 import { useAppTranslation } from "@src/i18n/TranslationContext"
 import { cn } from "@src/lib/utils"
 
@@ -12,10 +11,18 @@ interface CommandPattern {
 interface CommandPatternSelectorProps {
 	patterns: CommandPattern[]
 	allowedCommands: string[]
-	onPatternChange: (pattern: string) => void
+	deniedCommands: string[]
+	onAllowPatternChange: (pattern: string) => void
+	onDenyPatternChange: (pattern: string) => void
 }
 
-export const CommandPatternSelector = ({ patterns, allowedCommands, onPatternChange }: CommandPatternSelectorProps) => {
+export const CommandPatternSelector = ({
+	patterns,
+	allowedCommands,
+	deniedCommands,
+	onAllowPatternChange,
+	onDenyPatternChange,
+}: CommandPatternSelectorProps) => {
 	const { t } = useAppTranslation()
 	const [isExpanded, setIsExpanded] = useState(false)
 
@@ -23,12 +30,38 @@ export const CommandPatternSelector = ({ patterns, allowedCommands, onPatternCha
 		return null
 	}
 
+	const getPatternStatus = (pattern: string): "allowed" | "denied" | "none" => {
+		if (allowedCommands.includes(pattern)) return "allowed"
+		if (deniedCommands.includes(pattern)) return "denied"
+		return "none"
+	}
+
+	const handleAllowClick = (pattern: string) => {
+		const status = getPatternStatus(pattern)
+		if (status === "denied") {
+			// Remove from denied list first
+			onDenyPatternChange(pattern)
+		}
+		// Toggle allow status
+		onAllowPatternChange(pattern)
+	}
+
+	const handleDenyClick = (pattern: string) => {
+		const status = getPatternStatus(pattern)
+		if (status === "allowed") {
+			// Remove from allowed list first
+			onAllowPatternChange(pattern)
+		}
+		// Toggle deny status
+		onDenyPatternChange(pattern)
+	}
+
 	return (
 		<div className="border-t border-vscode-panel-border bg-vscode-sideBar-background/30">
 			<button
 				onClick={() => setIsExpanded(!isExpanded)}
 				className="flex items-center gap-2 w-full px-3 py-2 text-xs text-vscode-descriptionForeground hover:text-vscode-foreground hover:bg-vscode-list-hoverBackground transition-all"
-				aria-label={isExpanded ? "Collapse allowed commands section" : "Expand allowed commands section"}
+				aria-label={isExpanded ? "Collapse command management section" : "Expand command management section"}
 				aria-expanded={isExpanded}>
 				<ChevronDown
 					className={cn("size-3 transition-transform duration-200", {
@@ -36,21 +69,62 @@ export const CommandPatternSelector = ({ patterns, allowedCommands, onPatternCha
 						"-rotate-90": !isExpanded,
 					})}
 				/>
-				<span className="font-medium">{t("chat:commandExecution.addToAllowedCommands")}</span>
+				<span className="font-medium">{t("chat:commandExecution.manageCommands")}</span>
 			</button>
 			{isExpanded && (
-				<div className="px-3 pb-3 space-y-1.5">
-					{patterns.map((item, index) => (
-						<div key={`${item.pattern}-${index}`} className="ml-5">
-							<VSCodeCheckbox
-								checked={allowedCommands.includes(item.pattern)}
-								onChange={() => onPatternChange(item.pattern)}
-								className="text-xs"
-								aria-label={`Allow command pattern: ${item.pattern}`}>
-								<span className="font-mono text-vscode-foreground">{item.pattern}</span>
-							</VSCodeCheckbox>
-						</div>
-					))}
+				<div className="px-3 pb-3 space-y-2">
+					<div className="text-xs text-vscode-descriptionForeground mb-2 ml-5">
+						{t("chat:commandExecution.commandManagementDescription")}
+					</div>
+					{patterns.map((item, index) => {
+						const status = getPatternStatus(item.pattern)
+						return (
+							<div key={`${item.pattern}-${index}`} className="ml-5 flex items-center gap-2">
+								<div className="flex-1">
+									<span className="font-mono text-xs text-vscode-foreground">{item.pattern}</span>
+									{item.description && (
+										<span className="text-xs text-vscode-descriptionForeground ml-2">
+											- {item.description}
+										</span>
+									)}
+								</div>
+								<div className="flex items-center gap-1">
+									<button
+										onClick={() => handleAllowClick(item.pattern)}
+										className={cn(
+											"p-1 rounded transition-all",
+											status === "allowed"
+												? "bg-green-500/20 text-green-500 hover:bg-green-500/30"
+												: "text-vscode-descriptionForeground hover:text-green-500 hover:bg-green-500/10",
+										)}
+										aria-label={
+											status === "allowed"
+												? `Remove ${item.pattern} from allowed list`
+												: `Add ${item.pattern} to allowed list`
+										}
+										title={status === "allowed" ? "Remove from allowed" : "Add to allowed"}>
+										<Check className="size-3.5" />
+									</button>
+									<button
+										onClick={() => handleDenyClick(item.pattern)}
+										className={cn(
+											"p-1 rounded transition-all",
+											status === "denied"
+												? "bg-red-500/20 text-red-500 hover:bg-red-500/30"
+												: "text-vscode-descriptionForeground hover:text-red-500 hover:bg-red-500/10",
+										)}
+										aria-label={
+											status === "denied"
+												? `Remove ${item.pattern} from denied list`
+												: `Add ${item.pattern} to denied list`
+										}
+										title={status === "denied" ? "Remove from denied" : "Add to denied"}>
+										<X className="size-3.5" />
+									</button>
+								</div>
+							</div>
+						)
+					})}
 				</div>
 			)}
 		</div>
diff --git a/webview-ui/src/i18n/locales/en/chat.json b/webview-ui/src/i18n/locales/en/chat.json
index f2b41a6d9c..77c1191bee 100644
--- a/webview-ui/src/i18n/locales/en/chat.json
+++ b/webview-ui/src/i18n/locales/en/chat.json
@@ -213,7 +213,9 @@
 		"exited": "Exited ({{exitCode}})",
 		"addToAllowedCommands": "Add to Allowed Auto-Execute Commands",
 		"allowAllNpmRun": "Allow all npm run commands",
-		"allowAllNpm": "Allow all npm commands"
+		"allowAllNpm": "Allow all npm commands",
+		"manageCommands": "Manage Command Permissions",
+		"commandManagementDescription": "Click ✓ to allow auto-execution, ✗ to deny execution"
 	},
 	"commandOutput": "Command Output",
 	"response": "Response",