diff --git a/CHANGELOG.md b/CHANGELOG.md
index 1fd2f3d9f13..8353c399602 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -198,6 +198,7 @@ Docs: https://docs.openclaw.ai
 - QA-lab/scenarios: raise the `approval-turn-tool-followthrough` per-turn fallback timeouts from 20s/30s to 60s so cold mock-gateway parity runs do not flake on the approval-turn chain. Carries forward the timeout-bump portion of #74290. Thanks @100yenadmin.
 - Agents/compaction: keep the recent tail after manual `/compact` when Pi returns an empty or no-op compaction summary, preventing blank checkpoints from replacing the live context.
 - Native commands: handle slash commands before workspace and agent-reply bootstrap so Telegram `/status` and other command-only native replies do not wait behind full agent turn setup.
+- Telegram/groups: include the recent local chat window and nearby reply-target window as generic inbound context so stale reply ancestry does not overshadow the live group conversation.
 - Plugins/Nix: allow externally configured plugin roots under `/nix/store` to load in `OPENCLAW_NIX_MODE=1` while keeping normal external plugin hardlink rejection unchanged. Thanks @joshp123.
 - Nextcloud Talk: include the required bot `response` feature in setup, explain missing `--feature response` on rejected sends, and surface missing response capability in doctor/status checks. Fixes #78935. (#79657) Thanks @joshavant.
 - fix(discord): gate user allowlist name resolution [AI]. (#79002) Thanks @pgondhi987.
diff --git a/extensions/telegram/src/bot-handlers.runtime.ts b/extensions/telegram/src/bot-handlers.runtime.ts
index 9d8ab7cab40..6490db0c699 100644
--- a/extensions/telegram/src/bot-handlers.runtime.ts
+++ b/extensions/telegram/src/bot-handlers.runtime.ts
@@ -60,7 +60,10 @@ import {
   resolveInboundMediaFileId,
 } from "./bot-handlers.media.js";
 import type { TelegramMediaRef } from "./bot-message-context.js";
-import type { TelegramMessageContextOptions } from "./bot-message-context.types.js";
+import type {
+  TelegramMessageContextOptions,
+  TelegramPromptContextEntry,
+} from "./bot-message-context.types.js";
 import {
   parseTelegramNativeCommandCallbackData,
   RegisterTelegramHandlerParams,
@@ -547,6 +550,80 @@ export const registerTelegramHandlers = ({
     };
   };
 
+  const toPromptContextMessage = (
+    node: TelegramCachedMessageNode,
+    flags?: { replyTarget?: boolean },
+  ) => ({
+    message_id: node.messageId,
+    thread_id: node.threadId,
+    sender: node.sender,
+    sender_id: node.senderId,
+    sender_username: node.senderUsername,
+    timestamp_ms: node.timestamp,
+    body: node.body,
+    media_type: node.mediaType,
+    media_ref: node.mediaRef,
+    reply_to_id: node.replyToId,
+    is_reply_target: flags?.replyTarget === true ? true : undefined,
+  });
+
+  const buildPromptContextForMessage = (
+    msg: Message,
+    replyChainNodes: TelegramCachedMessageNode[],
+  ): TelegramPromptContextEntry[] => {
+    const messageId = typeof msg.message_id === "number" ? String(msg.message_id) : undefined;
+    const currentNode = messageCache.get({
+      accountId,
+      chatId: msg.chat.id,
+      messageId,
+    });
+    const threadId = currentNode?.threadId ? Number(currentNode.threadId) : undefined;
+    const currentWindow = messageCache.recentBefore({
+      accountId,
+      chatId: msg.chat.id,
+      messageId,
+      ...(Number.isFinite(threadId) ? { threadId } : {}),
+      limit: 10,
+    });
+    const replyTargetId = replyChainNodes[0]?.messageId;
+    const replyTargetWindow = messageCache.around({
+      accountId,
+      chatId: msg.chat.id,
+      messageId: replyTargetId,
+      ...(Number.isFinite(threadId) ? { threadId } : {}),
+      before: 2,
+      after: 2,
+    });
+    const entries: TelegramPromptContextEntry[] = [];
+    if (currentWindow.length > 0) {
+      entries.push({
+        label: "Current local chat window",
+        source: "telegram",
+        type: "chat_window",
+        payload: {
+          order: "chronological",
+          relation: "before_current_message",
+          messages: currentWindow.map((node) => toPromptContextMessage(node)),
+        },
+      });
+    }
+    if (replyTargetWindow.length > 0) {
+      entries.push({
+        label: "Nearby reply target window",
+        source: "telegram",
+        type: "chat_window",
+        payload: {
+          order: "chronological",
+          relation: "around_reply_target",
+          messages: replyTargetWindow.map((node) =>
+            toPromptContextMessage(node, { replyTarget: node.messageId === replyTargetId }),
+          ),
+        },
+      });
+    }
+    return entries;
+  };
+
   const resolveReplyMediaForChain = async (
     ctx: TelegramContext,
     chain: TelegramCachedMessageNode[],
@@ -598,7 +675,16 @@ export const registerTelegramHandlers = ({
   ) => {
     const replyChainNodes = buildReplyChainForMessage(msg);
     const { replyMedia, replyChain } = await resolveReplyMediaForChain(ctx, replyChainNodes);
-    await processMessage(ctx, allMedia, storeAllowFrom, options, replyMedia, replyChain);
+    const promptContext = buildPromptContextForMessage(msg, replyChainNodes);
+    await processMessage(
+      ctx,
+      allMedia,
+      storeAllowFrom,
+      options,
+      replyMedia,
+      replyChain,
+      promptContext,
+    );
   };
 
   const isAllowlistAuthorized = (
diff --git a/extensions/telegram/src/bot-message-context.session.ts b/extensions/telegram/src/bot-message-context.session.ts
index e7d7da22046..759ac040258 100644
--- a/extensions/telegram/src/bot-message-context.session.ts
+++ b/extensions/telegram/src/bot-message-context.session.ts
@@ -26,6 +26,7 @@ import type {
   TelegramMediaRef,
   TelegramMessageContextOptions,
   TelegramMessageContextSessionRuntimeOverrides,
+  TelegramPromptContextEntry,
 } from "./bot-message-context.types.js";
 import {
   buildGroupLabel,
@@ -155,6 +156,7 @@ export async function buildTelegramInboundContextPayload(params: {
   allMedia: TelegramMediaRef[];
   replyMedia: TelegramMediaRef[];
   replyChain: TelegramReplyChainEntry[];
+  promptContext: TelegramPromptContextEntry[];
   isGroup: boolean;
   isForum: boolean;
   chatId: number | string;
@@ -202,6 +204,7 @@ export async function buildTelegramInboundContextPayload(params: {
     allMedia,
     replyMedia,
     replyChain,
+    promptContext,
     isGroup,
     isForum,
     chatId,
@@ -453,6 +456,7 @@ export async function buildTelegramInboundContextPayload(params: {
     ForwardedDate: visibleForwardOrigin?.date ? visibleForwardOrigin.date * 1000 : undefined,
     Timestamp: msg.date ? msg.date * 1000 : undefined,
     WasMentioned: isGroup ? effectiveWasMentioned : undefined,
+    UntrustedStructuredContext: promptContext.length > 0 ? promptContext : undefined,
     MediaPath: contextMedia.length > 0 ? contextMedia[0]?.path : undefined,
     MediaType: contextMedia.length > 0 ? contextMedia[0]?.contentType : undefined,
     MediaUrl: contextMedia.length > 0 ? contextMedia[0]?.path : undefined,
diff --git a/extensions/telegram/src/bot-message-context.ts b/extensions/telegram/src/bot-message-context.ts
index eb4bef9ba8f..fcd1a991d41 100644
--- a/extensions/telegram/src/bot-message-context.ts
+++ b/extensions/telegram/src/bot-message-context.ts
@@ -116,6 +116,7 @@ export const buildTelegramMessageContext = async ({
   allMedia,
   replyMedia = [],
   replyChain = [],
+  promptContext = [],
   storeAllowFrom,
   options,
   bot,
@@ -580,6 +581,7 @@ export const buildTelegramMessageContext = async ({
     allMedia,
     replyMedia,
     replyChain,
+    promptContext,
     isGroup,
     isForum,
     chatId,
diff --git a/extensions/telegram/src/bot-message-context.types.ts b/extensions/telegram/src/bot-message-context.types.ts
index cc21f06d35a..be75c38fa80 100644
--- a/extensions/telegram/src/bot-message-context.types.ts
+++ b/extensions/telegram/src/bot-message-context.types.ts
@@ -7,6 +7,7 @@ import type {
   TelegramTopicConfig,
 } from "openclaw/plugin-sdk/config-types";
 import type { HistoryEntry } from "openclaw/plugin-sdk/reply-history";
+import type { MsgContext } from "openclaw/plugin-sdk/reply-runtime";
 import type { StickerMetadata, TelegramContext } from "./bot/types.js";
 import type { TelegramReplyChainEntry } from "./message-cache.js";
 
@@ -24,6 +25,10 @@ export type TelegramMessageContextOptions = {
   ingressBuffer?: "inbound-debounce" | "text-fragment";
 };
 
+export type TelegramPromptContextEntry = NonNullable<
+  MsgContext["UntrustedStructuredContext"]
+>[number];
+
 export type TelegramLogger = {
   info: (obj: Record<string, unknown>, msg: string) => void;
 };
@@ -72,6 +77,7 @@ export type BuildTelegramMessageContextParams = {
   allMedia: TelegramMediaRef[];
   replyMedia?: TelegramMediaRef[];
   replyChain?: TelegramReplyChainEntry[];
+  promptContext?: TelegramPromptContextEntry[];
   storeAllowFrom: string[];
   options?: TelegramMessageContextOptions;
   bot: Bot;
diff --git a/extensions/telegram/src/bot-message.ts b/extensions/telegram/src/bot-message.ts
index 544ab337106..eb10b383de9 100644
--- a/extensions/telegram/src/bot-message.ts
+++ b/extensions/telegram/src/bot-message.ts
@@ -14,6 +14,7 @@ import {
   type TelegramMediaRef,
 } from "./bot-message-context.js";
 import type { TelegramMessageContextOptions } from "./bot-message-context.types.js";
+import type { TelegramPromptContextEntry } from "./bot-message-context.types.js";
 import { dispatchTelegramMessage } from "./bot-message-dispatch.js";
 import type { TelegramBotOptions } from "./bot.types.js";
 import { buildTelegramThreadParams } from "./bot/helpers.js";
@@ -79,6 +80,7 @@ export const createTelegramMessageProcessor = (deps: TelegramMessageProcessorDep
     options?: TelegramMessageContextOptions,
     replyMedia?: TelegramMediaRef[],
     replyChain?: TelegramReplyChainEntry[],
+    promptContext?: TelegramPromptContextEntry[],
   ) => {
     const ingressReceivedAtMs =
       typeof options?.receivedAtMs === "number" && Number.isFinite(options.receivedAtMs)
@@ -92,6 +94,7 @@ export const createTelegramMessageProcessor = (deps: TelegramMessageProcessorDep
       allMedia,
       replyMedia,
       replyChain,
+      promptContext,
       storeAllowFrom,
       options,
       bot,
diff --git a/extensions/telegram/src/bot-native-commands.ts b/extensions/telegram/src/bot-native-commands.ts
index e3c856ea682..effc022b03f 100644
--- a/extensions/telegram/src/bot-native-commands.ts
+++ b/extensions/telegram/src/bot-native-commands.ts
@@ -406,6 +406,7 @@ export type RegisterTelegramHandlerParams = {
     options?: TelegramMessageContextOptions,
     replyMedia?: TelegramMediaRef[],
     replyChain?: import("./message-cache.js").TelegramReplyChainEntry[],
+    promptContext?: import("./bot-message-context.types.js").TelegramPromptContextEntry[],
   ) => Promise<void>;
   logger: ReturnType<typeof getChildLogger>;
 };
diff --git a/extensions/telegram/src/bot.test.ts b/extensions/telegram/src/bot.test.ts
index a772f3d66b2..3ecc835bc93 100644
--- a/extensions/telegram/src/bot.test.ts
+++ b/extensions/telegram/src/bot.test.ts
@@ -1537,6 +1537,119 @@ describe("createTelegramBot", () => {
     expect(payload.SenderUsername).toBe("ada");
   });
 
+  it("adds live chat and reply-target windows for stale group replies", async () => {
+    onSpy.mockClear();
+    replySpy.mockClear();
+
+    loadConfig.mockReturnValue({
+      agents: {
+        defaults: {
+          envelopeTimezone: "utc",
+        },
+      },
+      channels: {
+        telegram: {
+          groupPolicy: "open",
+          groups: { "*": { requireMention: false } },
+        },
+      },
+    });
+
+    createTelegramBot({ token: "tok" });
+    const handler = getOnHandler("message") as (ctx: Record<string, unknown>) => Promise<void>;
+    const baseCtx = {
+      me: { id: 999, username: "openclaw_bot" },
+      getFile: async () => ({ download: async () => new Uint8Array() }),
+    };
+
+    await handler({
+      ...baseCtx,
+      message: {
+        chat: { id: 42, type: "group", title: "Ops" },
+        text: "Earlier deployment answer",
+        date: 1736380200,
+        message_id: 100,
+        from: { id: 777, is_bot: true, first_name: "Assistant" },
+      },
+    });
+    await handler({
+      ...baseCtx,
+      message: {
+        chat: { id: 42, type: "group", title: "Ops" },
+        text: "Lunch after standup?",
+        date: 1736380800,
+        message_id: 200,
+        from: { id: 201, is_bot: false, first_name: "Sam" },
+      },
+    });
+    await handler({
+      ...baseCtx,
+      message: {
+        chat: { id: 42, type: "group", title: "Ops" },
+        text: "After the incident review.",
+        date: 1736380860,
+        message_id: 201,
+        from: { id: 202, is_bot: false, first_name: "Riley" },
+      },
+    });
+
+    replySpy.mockClear();
+    await handler({
+      ...baseCtx,
+      message: {
+        chat: { id: 42, type: "group", title: "Ops" },
+        text: "@openclaw_bot thoughts?",
+        date: 1736380920,
+        message_id: 202,
+        from: { id: 203, is_bot: false, first_name: "Avery" },
+        reply_to_message: {
+          chat: { id: 42, type: "group", title: "Ops" },
+          text: "Earlier deployment answer",
+          date: 1736380200,
+          message_id: 100,
+          from: { id: 777, is_bot: true, first_name: "Assistant" },
+        },
+      },
+    });
+
+    expect(replySpy).toHaveBeenCalledTimes(1);
+    const payload = replySpy.mock.calls[0][0];
+    expect(payload.UntrustedStructuredContext).toEqual([
+      expect.objectContaining({
+        label: "Current local chat window",
+        payload: expect.objectContaining({
+          relation: "before_current_message",
+          messages: expect.arrayContaining([
+            expect.objectContaining({
+              message_id: "200",
+              sender: "Sam",
+              body: "Lunch after standup?",
+            }),
+            expect.objectContaining({
+              message_id: "201",
+              sender: "Riley",
+              body: "After the incident review.",
+            }),
+          ]),
+        }),
+      }),
+      expect.objectContaining({
+        label: "Nearby reply target window",
+        payload: expect.objectContaining({
+          relation: "around_reply_target",
+          messages: expect.arrayContaining([
+            expect.objectContaining({
+              message_id: "100",
+              sender: "Assistant",
+              body: "Earlier deployment answer",
+              is_reply_target: true,
+            }),
+          ]),
+        }),
+      }),
+    ]);
+  });
+
   it("uses quote text when a Telegram partial reply is received", async () => {
     onSpy.mockClear();
     sendMessageSpy.mockClear();
diff --git a/extensions/telegram/src/message-cache.test.ts b/extensions/telegram/src/message-cache.test.ts
index 8efe4c217e9..13341b1ccfe 100644
--- a/extensions/telegram/src/message-cache.test.ts
+++ b/extensions/telegram/src/message-cache.test.ts
@@ -219,4 +219,77 @@ describe("telegram message cache", () => {
       await rm(persistedPath, { force: true });
     }
   });
+
+  it("returns recent chat messages before the current message", () => {
+    const cache = createTelegramMessageCache();
+    for (const id of [41, 42, 43, 44]) {
+      cache.record({
+        accountId: "default",
+        chatId: 7,
+        threadId: 100,
+        msg: {
+          chat: { id: 7, type: "supergroup", title: "Ops" },
+          message_thread_id: 100,
+          message_id: id,
+          date: 1736380700 + id,
+          text: `live message ${id}`,
+          from: { id, is_bot: false, first_name: `User ${id}` },
+        } as Message,
+      });
+    }
+    cache.record({
+      accountId: "default",
+      chatId: 7,
+      threadId: 200,
+      msg: {
+        chat: { id: 7, type: "supergroup", title: "Ops" },
+        message_thread_id: 200,
+        message_id: 142,
+        date: 1736380743,
+        text: "different topic",
+        from: { id: 99, is_bot: false, first_name: "Other" },
+      } as Message,
+    });
+
+    expect(
+      cache
+        .recentBefore({
+          accountId: "default",
+          chatId: 7,
+          threadId: 100,
+          messageId: "44",
+          limit: 2,
+        })
+        .map((entry) => entry.messageId),
+    ).toEqual(["42", "43"]);
+  });
+
+  it("returns nearby messages around a stale reply target", () => {
+    const cache = createTelegramMessageCache();
+    for (const id of [100, 101, 102, 200, 201]) {
+      cache.record({
+        accountId: "default",
+        chatId: 7,
+        msg: {
+          chat: { id: 7, type: "group", title: "Ops" },
+          message_id: id,
+          date: 1736380700 + id,
+          text: `message ${id}`,
+          from: { id, is_bot: false, first_name: `User ${id}` },
+        } as Message,
+      });
+    }
+
+    expect(
+      cache
+        .around({
+          accountId: "default",
+          chatId: 7,
+          messageId: "101",
+          before: 1,
+          after: 1,
+        })
+        .map((entry) => entry.messageId),
+    ).toEqual(["100", "101", "102"]);
+  });
 });
diff --git a/extensions/telegram/src/message-cache.ts b/extensions/telegram/src/message-cache.ts
index a0ff1598602..6f15cdb3ad1 100644
--- a/extensions/telegram/src/message-cache.ts
+++ b/extensions/telegram/src/message-cache.ts
@@ -30,6 +30,21 @@ export type TelegramMessageCache = {
     chatId: string | number;
     messageId?: string;
   }) => TelegramCachedMessageNode | null;
+  recentBefore: (params: {
+    accountId: string;
+    chatId: string | number;
+    messageId?: string;
+    threadId?: number;
+    limit: number;
+  }) => TelegramCachedMessageNode[];
+  around: (params: {
+    accountId: string;
+    chatId: string | number;
+    messageId?: string;
+    threadId?: number;
+    before: number;
+    after: number;
+  }) => TelegramCachedMessageNode[];
 };
 
 type MessageWithExternalReply = Message & { external_reply?: Message };
@@ -51,6 +66,10 @@ function telegramMessageCacheKey(params: {
   return `${params.accountId}:${params.chatId}:${params.messageId}`;
 }
 
+function telegramMessageCacheKeyPrefix(params: { accountId: string; chatId: string | number }) {
+  return `${params.accountId}:${params.chatId}:`;
+}
+
 export function resolveTelegramMessageCachePath(storePath: string): string {
   return `${storePath}.telegram-messages.json`;
 }
@@ -284,6 +303,24 @@ export function createTelegramMessageCache(params?: {
     return entry;
   };
 
+  const listChatMessages = (params: {
+    accountId: string;
+    chatId: string | number;
+    threadId?: number;
+  }) => {
+    const prefix = telegramMessageCacheKeyPrefix(params);
+    const threadId = params.threadId != null ? String(params.threadId) : undefined;
+    return Array.from(messages, ([key, node]) => ({ key, node }))
+      .filter(({ key, node }) => {
+        if (!key.startsWith(prefix)) {
+          return false;
+        }
+        return threadId === undefined || node.threadId === threadId;
+      })
+      .map(({ node }) => node)
+      .sort(compareCachedMessageNodes);
+  };
+
   return {
     record: ({ accountId, chatId, msg, threadId }) => {
       const entry = normalizeMessageNode(msg, { threadId });
@@ -312,9 +349,50 @@ export function createTelegramMessageCache(params?: {
       return entry;
     },
     get,
+    recentBefore: ({ accountId, chatId, messageId, threadId, limit }) => {
+      if (!messageId || limit <= 0) {
+        return [];
+      }
+      const targetId = Number(messageId);
+      if (!Number.isFinite(targetId)) {
+        return [];
+      }
+      return listChatMessages({ accountId, chatId, threadId })
+        .filter((entry) => {
+          const entryId = Number(entry.messageId);
+          return Number.isFinite(entryId) && entryId < targetId;
+        })
+        .slice(-limit);
+    },
+    around: ({ accountId, chatId, messageId, threadId, before, after }) => {
+      if (!messageId) {
+        return [];
+      }
+      const entries = listChatMessages({ accountId, chatId, threadId });
+      const targetIndex = entries.findIndex((entry) => entry.messageId === messageId);
+      if (targetIndex === -1) {
+        return [];
+      }
+      return entries.slice(
+        Math.max(0, targetIndex - Math.max(0, before)),
+        targetIndex + Math.max(0, after) + 1,
+      );
+    },
   };
 }
 
+function compareCachedMessageNodes(
+  left: TelegramCachedMessageNode,
+  right: TelegramCachedMessageNode,
+) {
+  const leftId = Number(left.messageId);
+  const rightId = Number(right.messageId);
+  if (Number.isFinite(leftId) && Number.isFinite(rightId)) {
+    return leftId - rightId;
+  }
+  return (left.messageId ?? "").localeCompare(right.messageId ?? "");
+}
+
 export function buildTelegramReplyChain(params: {
   cache: TelegramMessageCache;
   accountId: string;