diff --git a/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordEventHandler.java b/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordEventHandler.java
index f8d00c43..cbf173d6 100644
--- a/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordEventHandler.java
+++ b/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordEventHandler.java
@@ -47,7 +47,20 @@ public class DiscordEventHandler extends ListenerAdapter {
 	private static final ConcurrentHashMap<String, CachedMessage> messageCache = new ConcurrentHashMap<>();
 	private static final int MAX_CACHE_SIZE = 200;
 
-	private record CachedMessage(String authorName, String authorRoleColor, String contentRaw, Message contextMessage) {}
+	/**
+	 * Cached Discord message metadata for reply/edit/delete context rendering.
+	 * <p>
+	 * Stores the already-rendered one-line reply preview so fallback rendering keeps the
+	 * same formatting pipeline (including webhook message formatting) without retaining full
+	 * JDA {@link Message} objects in memory.
+	 * {@code replySegments} may be null when a preview cannot be produced for a message.
+	 *
+	 * @param authorName    Cached effective name of the message author.
+	 * @param authorRoleColor Cached role color of the message author.
+	 * @param contentRaw    Cached raw content for fallback rebuilding.
+	 * @param replySegments Cached rendered reply preview, nullable.
+	 */
+	private record CachedMessage(String authorName, String authorRoleColor, String contentRaw, List<TextSegment> replySegments) {}
 
 	/**
 	 * Resolves the OP Level credential for a Discord user based on config mappings.
@@ -380,9 +393,12 @@ public class DiscordEventHandler extends ListenerAdapter {
 				replySegments = DiscordMessageParser.buildReplySegments(
 						cachedRef.authorName(),
 						cachedRef.authorRoleColor(),
-						cachedRef.contextMessage(),
+						null,
 						cachedRef.contentRaw()
 				);
+				if (cachedRef.replySegments() != null && !cachedRef.replySegments().isEmpty()) {
+					replySegments = cachedRef.replySegments();
+				}
 			}
 		}
 
@@ -495,12 +511,15 @@ public class DiscordEventHandler extends ListenerAdapter {
 		CachedMessage cached = messageCache.get(message.getId());
 		List<TextSegment> replySegments = null;
 		if (cached != null && cached.contentRaw() != null) {
-			replySegments = DiscordMessageParser.buildReplySegments(
-					cached.authorName(),
-					cached.authorRoleColor(),
-					cached.contextMessage(),
-					cached.contentRaw()
-			);
+			replySegments = cached.replySegments();
+			if (replySegments == null || replySegments.isEmpty()) {
+				replySegments = DiscordMessageParser.buildReplySegments(
+						cached.authorName(),
+						cached.authorRoleColor(),
+						null,
+						cached.contentRaw()
+				);
+			}
 		}
 
 		// Build edit notification segments
@@ -552,9 +571,12 @@ public class DiscordEventHandler extends ListenerAdapter {
 		packet.replySegments = DiscordMessageParser.buildReplySegments(
 				cached.authorName(),
 				cached.authorRoleColor(),
-				cached.contextMessage(),
+				null,
 				cached.contentRaw()
 		);
+		if (cached.replySegments() != null && !cached.replySegments().isEmpty()) {
+			packet.replySegments = cached.replySegments();
+		}
 		logDiscordEventForConsole(packet);
 		NetworkManager.broadcastToClients(packet);
 	}
@@ -575,7 +597,8 @@ public class DiscordEventHandler extends ListenerAdapter {
 		Member member = message.getMember();
 		String name = member != null ? member.getEffectiveName() : message.getAuthor().getName();
 		String roleColor = DiscordMessageParser.getRoleColorHex(member);
-		messageCache.put(message.getId(), new CachedMessage(name, roleColor, message.getContentRaw(), message));
+		List<TextSegment> replySegments = DiscordMessageParser.buildReplySegments(message);
+		messageCache.put(message.getId(), new CachedMessage(name, roleColor, message.getContentRaw(), replySegments));
 	}
 
 	private static void logDiscordEventForConsole(DiscordEventPacket packet) {
diff --git a/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordMessageParser.java b/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordMessageParser.java
index 16d80052..02c7f266 100644
--- a/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordMessageParser.java
+++ b/core/src/main/java/com/xujiayao/discord_mc_chat/server/discord/DiscordMessageParser.java
@@ -92,9 +92,13 @@ private static final Pattern BOLD_ITALIC_URL_PATTERN = Pattern.compile("\\*\\*\\
 private static final Pattern BOLD_URL_PATTERN = Pattern.compile("\\*\\*(https?://[^\\s*|~`<>)\\]]+)\\*\\*");
 private static final Pattern SPOILER_ITALIC_URL_PATTERN = Pattern.compile("\\|\\|\\*(https?://[^\\s*|~`<>)\\]]+)\\*\\|\\|");
 private static final Pattern SPOILER_URL_PATTERN = Pattern.compile("\\|\\|(https?://[^\\s*|~`<>)\\]]+)\\|\\|");
+// Matches spoiler-wrapped user mentions: ||<@123>|| / ||<@!123>||
 private static final Pattern SPOILER_USER_MENTION_PATTERN = Pattern.compile("\\|\\|<@!?(\\d+)>\\|\\|");
+// Matches spoiler-wrapped role mentions: ||<@&123>||
 private static final Pattern SPOILER_ROLE_MENTION_PATTERN = Pattern.compile("\\|\\|<@&(\\d+)>\\|\\|");
+// Matches spoiler-wrapped channel mentions: ||<#123>||
 private static final Pattern SPOILER_CHANNEL_MENTION_PATTERN = Pattern.compile("\\|\\|<#(\\d+)>\\|\\|");
+// Matches spoiler-wrapped @everyone/@here tokens: ||@everyone|| / ||@here||
 private static final Pattern SPOILER_EVERYONE_HERE_PATTERN = Pattern.compile("\\|\\|@(everyone|here)\\|\\|");
 private static final Pattern SPOILER_CONTENT_PATTERN = Pattern.compile("\\|\\|(.+?)\\|\\|");
 private static final Pattern LINK_TOKEN_PATTERN = Pattern.compile("\\[([^]]+)]\\((https?://[^)]+)\\)");
@@ -106,6 +110,9 @@ private static final int REPLY_TRUNCATE_LIMIT_NARROW = 40;
 private static final int MAIN_TRUNCATE_LIMIT_WIDE = 200;
 private static final int MAIN_TRUNCATE_LIMIT_NARROW = 400;
 private static final String URL_COLOR = "#3366CC";
+private static final String ATTACHMENT_LABEL_PREFIX = "<attachment type=[%s] name=[";
+private static final String EMBED_LABEL_PREFIX = "<embed title=[";
+private static final String LABEL_SUFFIX = "]>";
 
 /**
  * Builds the main message line segments for a Discord chat message.
@@ -758,9 +765,8 @@ break;
 if (displayName == null) {
 displayName = userId;
 }
-TextSegment seg = new TextSegment("[@" + displayName + "]", false, color != null ? color : "white");
-seg.obfuscated = true;
-seg.hoverText = seg.text;
+TextSegment seg = new TextSegment("[@" + displayName + "]", false, colorOrDefault(color));
+applySpoilerStyle(seg);
 tokens.add(new TokenSpan(matcher.start(), matcher.end(), seg));
 }
 }
@@ -782,8 +788,7 @@ break;
 }
 }
 TextSegment seg = new TextSegment("[@" + roleName + "]", false, color);
-seg.obfuscated = true;
-seg.hoverText = seg.text;
+applySpoilerStyle(seg);
 tokens.add(new TokenSpan(matcher.start(), matcher.end(), seg));
 }
 }
@@ -800,8 +805,7 @@ break;
 }
 }
 TextSegment seg = new TextSegment("[#" + channelName + "]", false, "yellow");
-seg.obfuscated = true;
-seg.hoverText = seg.text;
+applySpoilerStyle(seg);
 tokens.add(new TokenSpan(matcher.start(), matcher.end(), seg));
 }
 }
@@ -814,8 +818,7 @@ Matcher matcher = SPOILER_EVERYONE_HERE_PATTERN.matcher(raw);
 while (matcher.find()) {
 String mention = matcher.group(1);
 TextSegment seg = new TextSegment("[@" + mention + "]", false, "yellow");
-seg.obfuscated = true;
-seg.hoverText = seg.text;
+applySpoilerStyle(seg);
 tokens.add(new TokenSpan(matcher.start(), matcher.end(), seg));
 }
 }
@@ -1486,9 +1489,9 @@ return false;
 
 private static List<TextSegment> buildAttachmentSegments(String type, String fileName, String url, boolean spoiler) {
 List<TextSegment> segments = new ArrayList<>();
-TextSegment prefix = new TextSegment("<attachment type=[" + type + "] name=[", false, URL_COLOR);
+TextSegment prefix = new TextSegment(String.format(ATTACHMENT_LABEL_PREFIX, type), false, URL_COLOR);
 TextSegment fileNameSegment = new TextSegment(fileName, false, URL_COLOR);
-TextSegment suffix = new TextSegment("]>", false, URL_COLOR);
+TextSegment suffix = new TextSegment(LABEL_SUFFIX, false, URL_COLOR);
 
 applyLinkStyle(prefix, url);
 applyLinkStyle(fileNameSegment, url);
@@ -1508,9 +1511,9 @@ return segments;
 private static List<TextSegment> buildEmbedSegments(String title, String url, boolean spoiler) {
 List<TextSegment> segments = new ArrayList<>();
 String color = url == null ? "yellow" : URL_COLOR;
-TextSegment prefix = new TextSegment("<embed title=[", false, color);
+TextSegment prefix = new TextSegment(EMBED_LABEL_PREFIX, false, color);
 TextSegment titleSegment = new TextSegment(title, false, color);
-TextSegment suffix = new TextSegment("]>", false, color);
+TextSegment suffix = new TextSegment(LABEL_SUFFIX, false, color);
 
 if (url != null) {
 applyLinkStyle(prefix, url);
@@ -1532,8 +1535,20 @@ return segments;
 private static void applyLinkStyle(TextSegment segment, String url) {
 segment.underlined = true;
 segment.clickUrl = url;
+if (segment.hoverText == null) {
 segment.hoverText = I18nManager.getDmccTranslation("discord.message_parser.click_to_open_link");
 }
+}
+
+private static void applySpoilerStyle(TextSegment segment) {
+segment.obfuscated = true;
+// Obfuscated Minecraft text is unreadable in chat, so we keep original plain text as hover preview.
+segment.hoverText = segment.text;
+}
+
+private static String colorOrDefault(String color) {
+return color != null ? color : "white";
+}
 
 private static String truncateMainRaw(String raw) {
 String lineLimited = applyMainLineLimit(raw);