diff --git a/src/components/ConfirmDialog.tsx b/src/components/ConfirmDialog.tsx
new file mode 100644
index 00000000..91e25cb2
--- /dev/null
+++ b/src/components/ConfirmDialog.tsx
@@ -0,0 +1,56 @@
+import React from 'react'
+import { FontAwesomeIcon } from '@fortawesome/react-fontawesome'
+import { faExclamationTriangle } from '@fortawesome/free-solid-svg-icons'
+
+interface ConfirmDialogProps {
+  isOpen: boolean
+  title: string
+  message: string
+  confirmText?: string
+  cancelText?: string
+  onConfirm: () => void
+  onCancel: () => void
+  variant?: 'danger' | 'warning' | 'info'
+}
+
+const ConfirmDialog: React.FC<ConfirmDialogProps> = ({
+  isOpen,
+  title,
+  message,
+  confirmText = 'Confirm',
+  cancelText = 'Cancel',
+  onConfirm,
+  onCancel,
+  variant = 'warning'
+}) => {
+  if (!isOpen) return null
+
+  return (
+    <div className="confirm-dialog-overlay" onClick={onCancel}>
+      <div className="confirm-dialog" onClick={(e) => e.stopPropagation()}>
+        <div className={`confirm-dialog-icon ${variant}`}>
+          <FontAwesomeIcon icon={faExclamationTriangle} />
+        </div>
+        <h3 className="confirm-dialog-title">{title}</h3>
+        <p className="confirm-dialog-message">{message}</p>
+        <div className="confirm-dialog-actions">
+          <button
+            className="confirm-dialog-btn cancel"
+            onClick={onCancel}
+          >
+            {cancelText}
+          </button>
+          <button
+            className={`confirm-dialog-btn confirm ${variant}`}
+            onClick={onConfirm}
+          >
+            {confirmText}
+          </button>
+        </div>
+      </div>
+    </div>
+  )
+}
+
+export default ConfirmDialog
+
diff --git a/src/components/HighlightItem.tsx b/src/components/HighlightItem.tsx
index 82a5fc90..91cc7f03 100644
--- a/src/components/HighlightItem.tsx
+++ b/src/components/HighlightItem.tsx
@@ -1,15 +1,18 @@
 import React, { useEffect, useRef, useState } from 'react'
 import { FontAwesomeIcon } from '@fortawesome/react-fontawesome'
-import { faQuoteLeft, faExternalLinkAlt, faPlane, faSpinner, faServer } from '@fortawesome/free-solid-svg-icons'
+import { faQuoteLeft, faExternalLinkAlt, faPlane, faSpinner, faServer, faTrash } from '@fortawesome/free-solid-svg-icons'
 import { Highlight } from '../types/highlights'
 import { useEventModel } from 'applesauce-react/hooks'
 import { Models, IEventStore } from 'applesauce-core'
 import { RelayPool } from 'applesauce-relay'
+import { Hooks } from 'applesauce-react'
 import { onSyncStateChange, isEventSyncing } from '../services/offlineSyncService'
 import { RELAYS } from '../config/relays'
 import { areAllRelaysLocal } from '../utils/helpers'
 import { nip19 } from 'nostr-tools'
 import { formatDateCompact } from '../utils/bookmarkUtils'
+import { createDeletionRequest } from '../services/deletionService'
+import ConfirmDialog from './ConfirmDialog'
 
 interface HighlightWithLevel extends Highlight {
   level?: 'mine' | 'friends' | 'nostrverse'
@@ -23,6 +26,7 @@ interface HighlightItemProps {
   relayPool?: RelayPool | null
   eventStore?: IEventStore | null
   onHighlightUpdate?: (highlight: Highlight) => void
+  onHighlightDelete?: (highlightId: string) => void
 }
 
 export const HighlightItem: React.FC<HighlightItemProps> = ({ 
@@ -32,12 +36,17 @@ export const HighlightItem: React.FC<HighlightItemProps> = ({
   onHighlightClick,
   relayPool,
   eventStore,
-  onHighlightUpdate
+  onHighlightUpdate,
+  onHighlightDelete
 }) => {
   const itemRef = useRef<HTMLDivElement>(null)
   const [isSyncing, setIsSyncing] = useState(() => isEventSyncing(highlight.id))
   const [showOfflineIndicator, setShowOfflineIndicator] = useState(() => highlight.isOfflineCreated && !isSyncing)
   const [isRebroadcasting, setIsRebroadcasting] = useState(false)
+  const [showDeleteConfirm, setShowDeleteConfirm] = useState(false)
+  const [isDeleting, setIsDeleting] = useState(false)
+  
+  const activeAccount = Hooks.useActiveAccount()
   
   // Resolve the profile of the user who made the highlight
   const profile = useEventModel(Models.ProfileModel, [highlight.pubkey])
@@ -243,7 +252,51 @@ export const HighlightItem: React.FC<HighlightItemProps> = ({
   
   const relayIndicator = getRelayIndicatorInfo()
   
+  // Check if current user can delete this highlight
+  const canDelete = activeAccount && highlight.pubkey === activeAccount.pubkey
+  
+  const handleDeleteClick = (e: React.MouseEvent) => {
+    e.stopPropagation()
+    setShowDeleteConfirm(true)
+  }
+  
+  const handleConfirmDelete = async () => {
+    if (!activeAccount || !relayPool) {
+      console.warn('Cannot delete: no account or relay pool')
+      return
+    }
+    
+    setIsDeleting(true)
+    setShowDeleteConfirm(false)
+    
+    try {
+      await createDeletionRequest(
+        highlight.id,
+        9802, // kind for highlights
+        'Deleted by user',
+        activeAccount,
+        relayPool
+      )
+      
+      console.log('✅ Highlight deletion request published')
+      
+      // Notify parent to remove this highlight from the list
+      if (onHighlightDelete) {
+        onHighlightDelete(highlight.id)
+      }
+    } catch (error) {
+      console.error('Failed to delete highlight:', error)
+    } finally {
+      setIsDeleting(false)
+    }
+  }
+  
+  const handleCancelDelete = () => {
+    setShowDeleteConfirm(false)
+  }
+  
   return (
+    <>
     <div 
       ref={itemRef} 
       className={`highlight-item ${isSelected ? 'selected' : ''} ${highlight.level ? `level-${highlight.level}` : ''}`} 
@@ -263,6 +316,15 @@ export const HighlightItem: React.FC<HighlightItemProps> = ({
             <FontAwesomeIcon icon={relayIndicator.icon} spin={relayIndicator.spin} />
           </div>
         )}
+        {canDelete && (
+          <div 
+            className="highlight-delete-btn" 
+            title="Delete highlight"
+            onClick={handleDeleteClick}
+          >
+            <FontAwesomeIcon icon={isDeleting ? faSpinner : faTrash} spin={isDeleting} />
+          </div>
+        )}
       </div>
       
       <div className="highlight-content">
@@ -301,6 +363,18 @@ export const HighlightItem: React.FC<HighlightItemProps> = ({
         </div>
       </div>
     </div>
+    
+    <ConfirmDialog
+      isOpen={showDeleteConfirm}
+      title="Delete Highlight?"
+      message="This will request deletion of your highlight. It may still be visible on some relays that don't honor deletion requests."
+      confirmText="Delete"
+      cancelText="Cancel"
+      variant="danger"
+      onConfirm={handleConfirmDelete}
+      onCancel={handleCancelDelete}
+    />
+    </>
   )
 }
 
diff --git a/src/components/HighlightsPanel.tsx b/src/components/HighlightsPanel.tsx
index 4322999f..e93af712 100644
--- a/src/components/HighlightsPanel.tsx
+++ b/src/components/HighlightsPanel.tsx
@@ -72,6 +72,11 @@ export const HighlightsPanel: React.FC<HighlightsPanelProps> = ({
     )
   }
   
+  const handleHighlightDelete = (highlightId: string) => {
+    // Remove highlight from local state
+    setLocalHighlights(prev => prev.filter(h => h.id !== highlightId))
+  }
+  
   const filteredHighlights = useFilteredHighlights({
     highlights: localHighlights,
     selectedUrl,
@@ -129,6 +134,7 @@ export const HighlightsPanel: React.FC<HighlightsPanelProps> = ({
               relayPool={relayPool}
               eventStore={eventStore}
               onHighlightUpdate={handleHighlightUpdate}
+              onHighlightDelete={handleHighlightDelete}
             />
           ))}
         </div>
diff --git a/src/components/Me.tsx b/src/components/Me.tsx
index 1c5802d1..b6f0f1b4 100644
--- a/src/components/Me.tsx
+++ b/src/components/Me.tsx
@@ -63,6 +63,11 @@ const Me: React.FC<MeProps> = ({ relayPool }) => {
     loadHighlights()
   }, [relayPool, activeAccount])
 
+  const handleHighlightDelete = (highlightId: string) => {
+    // Remove highlight from local state
+    setHighlights(prev => prev.filter(h => h.id !== highlightId))
+  }
+
   if (loading) {
     return (
       <div className="explore-container">
@@ -102,6 +107,7 @@ const Me: React.FC<MeProps> = ({ relayPool }) => {
             key={highlight.id}
             highlight={highlight}
             relayPool={relayPool}
+            onHighlightDelete={handleHighlightDelete}
           />
         ))}
       </div>
diff --git a/src/index.css b/src/index.css
index 7f399c1b..c3c9a534 100644
--- a/src/index.css
+++ b/src/index.css
@@ -2010,6 +2010,27 @@ body.mobile-sidebar-open {
   transform: scale(0.95);
 }
 
+.highlight-delete-btn {
+  position: absolute;
+  bottom: -2px;
+  right: 0;
+  font-size: 0.7rem;
+  color: #888;
+  opacity: 0.7;
+  transition: all 0.2s ease;
+  cursor: pointer;
+}
+
+.highlight-delete-btn:hover {
+  opacity: 1;
+  color: #ff4444;
+  transform: scale(1.1);
+}
+
+.highlight-delete-btn:active {
+  transform: scale(0.95);
+}
+
 /* Level-colored quote icon */
 .highlight-item.level-mine .highlight-quote-icon {
   color: var(--highlight-color-mine, #ffff00);
@@ -3241,3 +3262,160 @@ body.mobile-sidebar-open {
     padding: 1rem;
   }
 }
+
+/* Confirmation Dialog */
+.confirm-dialog-overlay {
+  position: fixed;
+  top: 0;
+  left: 0;
+  right: 0;
+  bottom: 0;
+  background: rgba(0, 0, 0, 0.75);
+  display: flex;
+  align-items: center;
+  justify-content: center;
+  z-index: 10000;
+  backdrop-filter: blur(4px);
+}
+
+.confirm-dialog {
+  background: #1a1a1a;
+  border: 1px solid #333;
+  border-radius: 12px;
+  padding: 2rem;
+  max-width: 400px;
+  width: 90%;
+  box-shadow: 0 10px 40px rgba(0, 0, 0, 0.5);
+  display: flex;
+  flex-direction: column;
+  align-items: center;
+  gap: 1rem;
+}
+
+.confirm-dialog-icon {
+  width: 60px;
+  height: 60px;
+  border-radius: 50%;
+  display: flex;
+  align-items: center;
+  justify-content: center;
+  font-size: 1.75rem;
+}
+
+.confirm-dialog-icon.warning {
+  background: rgba(245, 158, 11, 0.15);
+  color: #f59e0b;
+  border: 2px solid rgba(245, 158, 11, 0.3);
+}
+
+.confirm-dialog-icon.danger {
+  background: rgba(239, 68, 68, 0.15);
+  color: #ef4444;
+  border: 2px solid rgba(239, 68, 68, 0.3);
+}
+
+.confirm-dialog-icon.info {
+  background: rgba(59, 130, 246, 0.15);
+  color: #3b82f6;
+  border: 2px solid rgba(59, 130, 246, 0.3);
+}
+
+.confirm-dialog-title {
+  font-size: 1.25rem;
+  font-weight: 600;
+  color: #ddd;
+  margin: 0;
+  text-align: center;
+}
+
+.confirm-dialog-message {
+  font-size: 0.95rem;
+  color: #999;
+  margin: 0;
+  text-align: center;
+  line-height: 1.5;
+}
+
+.confirm-dialog-actions {
+  display: flex;
+  gap: 0.75rem;
+  width: 100%;
+  margin-top: 0.5rem;
+}
+
+.confirm-dialog-btn {
+  flex: 1;
+  padding: 0.75rem 1.5rem;
+  border-radius: 8px;
+  font-size: 0.95rem;
+  font-weight: 500;
+  cursor: pointer;
+  transition: all 0.2s ease;
+  border: none;
+}
+
+.confirm-dialog-btn.cancel {
+  background: #2a2a2a;
+  color: #ddd;
+  border: 1px solid #444;
+}
+
+.confirm-dialog-btn.cancel:hover {
+  background: #333;
+  border-color: #555;
+}
+
+.confirm-dialog-btn.confirm {
+  color: #1a1a1a;
+}
+
+.confirm-dialog-btn.confirm.warning {
+  background: #f59e0b;
+}
+
+.confirm-dialog-btn.confirm.warning:hover {
+  background: #d97706;
+}
+
+.confirm-dialog-btn.confirm.danger {
+  background: #ef4444;
+  color: white;
+}
+
+.confirm-dialog-btn.confirm.danger:hover {
+  background: #dc2626;
+}
+
+.confirm-dialog-btn.confirm.info {
+  background: #3b82f6;
+  color: white;
+}
+
+.confirm-dialog-btn.confirm.info:hover {
+  background: #2563eb;
+}
+
+.confirm-dialog-btn:active {
+  transform: scale(0.98);
+}
+
+@media (max-width: 768px) {
+  .confirm-dialog {
+    padding: 1.5rem;
+    max-width: 90%;
+  }
+  
+  .confirm-dialog-icon {
+    width: 50px;
+    height: 50px;
+    font-size: 1.5rem;
+  }
+  
+  .confirm-dialog-title {
+    font-size: 1.1rem;
+  }
+  
+  .confirm-dialog-message {
+    font-size: 0.9rem;
+  }
+}
diff --git a/src/services/deletionService.ts b/src/services/deletionService.ts
new file mode 100644
index 00000000..39517f00
--- /dev/null
+++ b/src/services/deletionService.ts
@@ -0,0 +1,48 @@
+import { EventFactory } from 'applesauce-factory'
+import { RelayPool } from 'applesauce-relay'
+import { IAccount } from 'applesauce-accounts'
+import { NostrEvent } from 'nostr-tools'
+import { RELAYS } from '../config/relays'
+
+/**
+ * Creates a kind:5 event deletion request (NIP-09)
+ * @param eventId The ID of the event to delete
+ * @param eventKind The kind of the event being deleted
+ * @param reason Optional reason for deletion
+ * @param account The user's account for signing
+ * @param relayPool The relay pool for publishing
+ * @returns The signed deletion request event
+ */
+export async function createDeletionRequest(
+  eventId: string,
+  eventKind: number,
+  reason: string | undefined,
+  account: IAccount,
+  relayPool: RelayPool
+): Promise<NostrEvent> {
+  const factory = new EventFactory({ signer: account })
+
+  const tags: string[][] = [
+    ['e', eventId],
+    ['k', eventKind.toString()]
+  ]
+
+  const draft = await factory.create(async () => ({
+    kind: 5, // Event Deletion Request
+    content: reason || '',
+    tags,
+    created_at: Math.floor(Date.now() / 1000)
+  }))
+
+  const signed = await factory.sign(draft)
+
+  console.log('🗑️ Created kind:5 deletion request for event:', eventId.slice(0, 8))
+
+  // Publish to relays
+  await relayPool.publish(RELAYS, signed)
+
+  console.log('✅ Deletion request published to', RELAYS.length, 'relay(s)')
+
+  return signed
+}
+