diff --git a/.changeset/web-session-lazy-loading.md b/.changeset/web-session-lazy-loading.md
new file mode 100644
index 000000000..46ca754f4
--- /dev/null
+++ b/.changeset/web-session-lazy-loading.md
@@ -0,0 +1,5 @@
+---
+"@moonshot-ai/kimi-code": patch
+---
+
+Add scroll-up lazy loading for older messages in the web chat session view, and fix the "new messages" pill overlapping the composer dock.
diff --git a/apps/kimi-web/src/App.vue b/apps/kimi-web/src/App.vue
index 032ee2331..de1c63040 100644
--- a/apps/kimi-web/src/App.vue
+++ b/apps/kimi-web/src/App.vue
@@ -1026,6 +1026,10 @@ function openPr(url: string): void {
       :file-reload-key="client.activeSessionId.value"
       :session-loading="client.sessionLoading.value"
       :compaction="client.compaction.value"
+      :has-more-messages="client.hasMoreMessages.value"
+      :loading-more="client.loadingMoreMessages.value"
+      :loading-more-error="client.loadMoreMessagesError.value"
+      :load-older-messages="client.loadOlderMessages"
       :workspace-name="client.visibleWorkspace.value?.name"
       :workspace-root="client.visibleWorkspace.value?.root ?? client.status.value.cwd"
       :git-diff-stats="client.gitDiffStats.value"
diff --git a/apps/kimi-web/src/components/ChatPane.vue b/apps/kimi-web/src/components/ChatPane.vue
index e28a0ac4d..898776e3b 100644
--- a/apps/kimi-web/src/components/ChatPane.vue
+++ b/apps/kimi-web/src/components/ChatPane.vue
@@ -1,6 +1,6 @@
 <!-- apps/kimi-web/src/components/ChatPane.vue -->
 <script setup lang="ts">
-import { computed, onUnmounted, ref } from 'vue';
+import { computed, nextTick, onMounted, onUnmounted, ref, watch } from 'vue';
 import { useI18n } from 'vue-i18n';
 import type { ChatTurn, ApprovalBlock, FilePreviewRequest, ToolMedia, TurnBlock } from '../types';
 import ToolCall from './ToolCall.vue';
@@ -71,17 +71,92 @@ const props = withDefaults(
      * Completion is a persistent divider turn (role 'compaction') in `turns`.
      */
     compaction?: { status: 'running' } | null;
+    /**
+     * True when there are older messages available above the current viewport.
+     */
+    hasMoreMessages?: boolean;
+    /**
+     * True while older messages are being fetched (rendered at the top of the pane).
+     */
+    loadingMore?: boolean;
+    /**
+     * True when the last older-message fetch failed; blocks automatic sentinel retries.
+     */
+    loadingMoreError?: boolean;
+    /**
+     * True when the conversation pane is currently following the bottom (auto-scroll).
+     * Used to prevent the top sentinel from eagerly loading older messages on open.
+     */
+    isFollowing?: boolean;
     /**
      * @deprecated No longer used — Composer is rendered by ConversationPane.
      */
   }>(),
-  { approvals: () => [], bubble: false, mobile: false, running: false, sending: false, fastMoon: false, compaction: null },
+  {
+    approvals: () => [],
+    bubble: false,
+    mobile: false,
+    running: false,
+    sending: false,
+    fastMoon: false,
+    compaction: null,
+    hasMoreMessages: false,
+    loadingMore: false,
+    loadingMoreError: false,
+    isFollowing: false,
+  },
 );
 
 // Bubble layout is active on phones AND on the Modern desktop theme. ThinkingBlock
 // / ToolCall use their soft "bubble" rendering in the same condition.
 const childBubble = computed(() => props.bubble || props.mobile);
 
+// Top sentinel for lazy-loading older messages. Visible when there are older
+// messages or while a page is loading; the IntersectionObserver fires as soon
+// as the user scrolls (or pans) near the top of the transcript.
+const topSentinelRef = ref<HTMLElement | null>(null);
+let topSentinelObserver: IntersectionObserver | null = null;
+
+function observeTopSentinel(): void {
+  if (!topSentinelRef.value || typeof IntersectionObserver === 'undefined') return;
+  topSentinelObserver?.disconnect();
+  topSentinelObserver = new IntersectionObserver(
+    (entries) => {
+      const entry = entries[0];
+      // Only trigger when the user has intentionally scrolled away from the
+      // bottom (isFollowing=false) and the initial snapshot is no longer loading.
+      if (
+        entry?.isIntersecting &&
+        props.hasMoreMessages &&
+        !props.loadingMore &&
+        !props.loadingMoreError &&
+        !props.sessionLoading &&
+        !props.isFollowing
+      ) {
+        emit('loadOlderMessages');
+      }
+    },
+    { root: null, rootMargin: '200px 0px 0px 0px', threshold: 0 },
+  );
+  topSentinelObserver.observe(topSentinelRef.value);
+}
+
+onMounted(observeTopSentinel);
+onUnmounted(() => {
+  topSentinelObserver?.disconnect();
+  topSentinelObserver = null;
+});
+watch(
+  () => [props.hasMoreMessages, props.loadingMore, props.loadingMoreError],
+  () => {
+    // Re-attach the observer after a load so that a still-visible sentinel
+    // (e.g. the page was not tall enough to scroll) triggers another page.
+    // Wait for the next render tick because the sentinel is rendered by v-if
+    // and may not exist when this watcher first fires.
+    void nextTick().then(observeTopSentinel);
+  },
+);
+
 // The id of the turn that is actively streaming: the last assistant turn while
 // the session is running. Its Markdown renders with `streaming` (final=false);
 // every other turn renders statically.
@@ -111,6 +186,8 @@ const emit = defineEmits<{
   openAgent: [target: { turnId: string; blockIndex: number; memberId: string }];
   /** Edit + resend the last user message (parent undoes, then refills composer). */
   editMessage: [text: string];
+  /** Fetch the next older page of messages (triggered by top sentinel visibility or click). */
+  loadOlderMessages: [];
 }>();
 
 // Id of the most recent user turn — the only one offered an "edit & resend"
@@ -441,6 +518,26 @@ function renderBlockKey(block: AssistantRenderBlock, index: number): string {
     </div>
     <div v-else-if="turns.length === 0 && (!approvals || approvals.length === 0)" class="chat-empty" />
 
+    <div
+      v-if="hasMoreMessages || loadingMore"
+      ref="topSentinelRef"
+      class="top-sentinel"
+      :class="{ 'top-sentinel-loading': loadingMore }"
+    >
+      <button
+        v-if="!loadingMore"
+        type="button"
+        class="top-sentinel-btn"
+        @click="emit('loadOlderMessages')"
+      >
+        {{ t('conversation.loadOlder') }}
+      </button>
+      <span v-else class="top-sentinel-text">
+        <span class="dot-pulse" aria-hidden="true" />
+        {{ t('conversation.loadingOlder') }}
+      </span>
+    </div>
+
     <template v-for="(turn, ti) in turns" :key="turn.id">
       <!-- User turn → right-aligned soft-blue bubble (undo affordance lives
            outside the bubble with an inline confirm step). -->
@@ -596,6 +693,26 @@ function renderBlockKey(block: AssistantRenderBlock, index: number): string {
          the dock, moved here by ConversationPane when workspaceEmpty). -->
     <div v-else-if="turns.length === 0 && (!approvals || approvals.length === 0)" class="chat-empty" />
 
+    <div
+      v-if="hasMoreMessages || loadingMore"
+      ref="topSentinelRef"
+      class="top-sentinel"
+      :class="{ 'top-sentinel-loading': loadingMore }"
+    >
+      <button
+        v-if="!loadingMore"
+        type="button"
+        class="top-sentinel-btn"
+        @click="emit('loadOlderMessages')"
+      >
+        {{ t('conversation.loadOlder') }}
+      </button>
+      <span v-else class="top-sentinel-text">
+        <span class="dot-pulse" aria-hidden="true" />
+        {{ t('conversation.loadingOlder') }}
+      </span>
+    </div>
+
     <template v-for="(turn, ti) in turns" :key="turn.id">
       <!-- Compaction divider — full-width separator, no gutter number. -->
       <div v-if="turn.role === 'compaction'" class="compact-divider turn-anchor" :data-turn-id="turn.id" role="separator">
@@ -1396,4 +1513,38 @@ function renderBlockKey(block: AssistantRenderBlock, index: number): string {
   }
 }
 
+/* Top sentinel for lazy-loading older messages */
+.top-sentinel {
+  display: flex;
+  align-items: center;
+  justify-content: center;
+  padding: 12px 0;
+  min-height: 28px;
+}
+.top-sentinel-loading {
+  opacity: 0.8;
+}
+.top-sentinel-btn {
+  appearance: none;
+  border: 1px solid var(--border);
+  background: transparent;
+  color: var(--muted);
+  font-size: var(--ui-font-size-sm);
+  padding: 4px 12px;
+  border-radius: 999px;
+  cursor: pointer;
+  transition: color 0.15s ease, border-color 0.15s ease;
+}
+.top-sentinel-btn:hover {
+  color: var(--fg);
+  border-color: var(--fg);
+}
+.top-sentinel-text {
+  display: inline-flex;
+  align-items: center;
+  gap: 8px;
+  color: var(--muted);
+  font-size: var(--ui-font-size-sm);
+}
+
 </style>
diff --git a/apps/kimi-web/src/components/ConversationPane.vue b/apps/kimi-web/src/components/ConversationPane.vue
index 22fdca20a..31920499e 100644
--- a/apps/kimi-web/src/components/ConversationPane.vue
+++ b/apps/kimi-web/src/components/ConversationPane.vue
@@ -48,6 +48,14 @@ const props = defineProps<{
   sessionLoading?: boolean;
   /** Live compaction state of the active session (non-null while running). */
   compaction?: { status: 'running' } | null;
+  /** Whether there are older messages available to load when scrolling up. */
+  hasMoreMessages?: boolean;
+  /** True while older messages are being fetched (scroll-up lazy load). */
+  loadingMore?: boolean;
+  /** True when the last older-message fetch failed; blocks sentinel auto-retry. */
+  loadingMoreError?: boolean;
+  /** Callback to fetch the next older page of messages. */
+  loadOlderMessages?: (sessionId: string) => Promise<void>;
   /** Available models for the quick-switch dropdown in the composer toolbar. */
   models?: AppModel[];
   /** Starred model ids shown at the top of the composer's quick-switch dropdown. */
@@ -241,10 +249,10 @@ function tocTitle(turn: ChatTurn): string {
   if (turn.role === 'compaction') return t('conversation.compactedPlain');
   if (turn.role === 'user') {
     if (turn.skillActivation) return `/${turn.skillActivation.name}`;
-    const text = turn.text.trim().replace(/\s+/g, ' ');
+    const text = turn.text.trim().replaceAll(/\s+/g, ' ');
     return text.length > 0 ? text : 'user';
   }
-  const text = (turn.text || turn.thinking || '').trim().replace(/\s+/g, ' ');
+  const text = (turn.text || turn.thinking || '').trim().replaceAll(/\s+/g, ' ');
   if (text.length > 0) return text;
   if ((turn.tools?.length ?? 0) > 0) return `${turn.tools!.length} tools`;
   return 'kimi';
@@ -309,7 +317,7 @@ function updateTocViewport(): void {
   const pane = panesRef.value;
   if (!pane) return;
   const anchors = pane.querySelectorAll<HTMLElement>('.turn-anchor[data-turn-id]');
-  if (!anchors.length) return;
+  if (anchors.length === 0) return;
   const paneRect = pane.getBoundingClientRect();
   const paneMiddle = paneRect.height / 2;
   let bestId: string | null = null;
@@ -372,6 +380,7 @@ const pendingApproval = computed(() =>
 const panesRef = ref<HTMLElement | null>(null);
 const dockRef = ref<HTMLElement | null>(null);
 const panesScrollbarWidth = ref(0);
+const dockHeight = ref(0);
 const chatDockStyle = computed(() => ({
   '--panes-scrollbar-width': `${panesScrollbarWidth.value}px`,
 }));
@@ -387,6 +396,7 @@ function toHtmlEl(el: RefArg): HTMLElement | null {
 function updatePanesScrollbarWidth(): void {
   const el = panesRef.value;
   panesScrollbarWidth.value = el ? Math.max(0, el.offsetWidth - el.clientWidth) : 0;
+  dockHeight.value = dockRef.value?.offsetHeight ?? 0;
 }
 
 function bindChatPane(el: RefArg): void {
@@ -475,9 +485,72 @@ function scrollToBottom(smooth = false): void {
   showPill.value = false;
 }
 
+function findTopAnchor(
+  container: HTMLElement,
+  scrollTop: number,
+): { id: string; top: number } | null {
+  const anchors = container.querySelectorAll<HTMLElement>('.turn-anchor');
+  for (const anchor of anchors) {
+    if (anchor.offsetTop >= scrollTop) {
+      const id = anchor.dataset.turnId;
+      if (id) return { id, top: anchor.offsetTop };
+    }
+  }
+  return null;
+}
+
+async function handleLoadOlderMessages(): Promise<void> {
+  if (
+    !props.sessionId ||
+    !props.loadOlderMessages ||
+    props.loadingMore ||
+    !props.hasMoreMessages
+  ) {
+    return;
+  }
+  const requestedSessionId = props.sessionId;
+  const el = panesRef.value;
+  const oldTop = el?.scrollTop ?? 0;
+  const oldHeight = el?.scrollHeight ?? 0;
+  const oldAnchor = el ? findTopAnchor(el, oldTop) : null;
+
+  historyLoadInProgress.value = true;
+  try {
+    await props.loadOlderMessages(requestedSessionId);
+    await nextTick();
+  } finally {
+    historyLoadInProgress.value = false;
+  }
+
+  // If the user switched sessions while the request was in flight, do not
+  // restore scroll position on the newly selected session's pane.
+  if (props.sessionId !== requestedSessionId) return;
+
+  const el2 = panesRef.value;
+  if (!el2) return;
+
+  // Restore scroll position using a stable anchor near the old viewport top.
+  // This isolates height inserted above the anchor and ignores any new bottom
+  // content (e.g. streaming assistant turns) that arrived during the request.
+  let delta = 0;
+  if (oldAnchor) {
+    const newAnchor = el2.querySelector<HTMLElement>(
+      `.turn-anchor[data-turn-id="${attrEscape(oldAnchor.id)}"]`,
+    );
+    if (newAnchor) {
+      delta = newAnchor.offsetTop - oldAnchor.top;
+    }
+  }
+  // If the page boundary split an assistant/tool turn, messagesToTurns may
+  // rebuild that turn with a new id. Fall back to the overall height delta so
+  // the viewport does not jump into the inserted history.
+  if (delta === 0) delta = el2.scrollHeight - oldHeight;
+  el2.scrollTop = oldTop + delta;
+}
+
 function attrEscape(value: string): string {
   if (typeof CSS !== 'undefined' && typeof CSS.escape === 'function') return CSS.escape(value);
-  return value.replace(/["\\]/g, '\\$&');
+  return value.replaceAll(/["\\]/g, '\\$&');
 }
 
 function scrollToTurn(turnId: string): void {
@@ -538,21 +611,58 @@ function scheduleStableFollow(maxFrames = 36): void {
   stableFollowRaf = raf(tick);
 }
 
-const scrollKey = computed(() => {
+type ScrollKey = {
+  length: number;
+  firstId: string;
+  lastId: string;
+  lastTextLen: number;
+  lastThinkingLen: number;
+  lastToolsLen: number;
+  approvalIds: string;
+};
+
+function isHistoryPrependOnly(prev: ScrollKey | undefined, next: ScrollKey): boolean {
+  return (
+    prev !== undefined &&
+    prev.length > 0 &&
+    next.length >= prev.length &&
+    prev.firstId !== next.firstId &&
+    prev.lastId === next.lastId &&
+    prev.lastTextLen === next.lastTextLen &&
+    prev.lastThinkingLen === next.lastThinkingLen &&
+    prev.lastToolsLen === next.lastToolsLen &&
+    prev.approvalIds === next.approvalIds
+  );
+}
+
+const scrollKey = computed<ScrollKey>(() => {
   const approvalIds = (props.approvals ?? []).map((a) => a.approvalId).join(',');
   const t = props.turns;
-  if (t.length === 0) return `0|${approvalIds}`;
-  const last = t.at(-1)!;
-  const thinkingLen = last.thinking?.length ?? 0;
+  const last = t.at(-1);
+  const thinkingLen = last?.thinking?.length ?? 0;
   const toolsLen =
-    last.tools?.reduce(
+    last?.tools?.reduce(
       (n, tool) => n + tool.name.length + (tool.arg?.length ?? 0) + (tool.output?.join('').length ?? 0),
       0,
     ) ?? 0;
-  return `${t.length}:${last.text.length}:${thinkingLen}:${toolsLen}|${approvalIds}`;
+  return {
+    length: t.length,
+    firstId: t[0]?.id ?? '',
+    lastId: last?.id ?? '',
+    lastTextLen: last?.text.length ?? 0,
+    lastThinkingLen: thinkingLen,
+    lastToolsLen: toolsLen,
+    approvalIds,
+  };
 });
 
-watch(scrollKey, async () => {
+watch(scrollKey, async (next, prev) => {
+  // Prepending older history changes this key; suppress only that exact case so
+  // concurrent bottom appends still raise the new-message pill.
+  if (historyLoadInProgress.value && isHistoryPrependOnly(prev, next)) {
+    updateTocViewport();
+    return;
+  }
   await nextTick();
   if (following.value || hasUserActionFollowLock()) scrollToBottom(false);
   else showPill.value = true;
@@ -638,8 +748,12 @@ let observedContent: Element | null = null;
 let observedDock: HTMLElement | null = null;
 let scrollRaf = 0;
 let pillEligible = false;
+const historyLoadInProgress = ref(false);
 
 function scheduleFollow(allowPill: boolean): void {
+  // Prepending older history changes turns.length but is not new bottom content;
+  // suppress the "new messages" pill until the scroll position is restored.
+  if (historyLoadInProgress.value) return;
   pillEligible = pillEligible || allowPill;
   if (scrollRaf) return;
   const schedule = typeof requestAnimationFrame === 'function' ? requestAnimationFrame : (cb: () => void) => setTimeout(cb, 16) as unknown as number;
@@ -957,6 +1071,10 @@ defineExpose({ loadComposerForEdit });
               :fast-moon="fastMoon"
               :session-loading="sessionLoading"
               :compaction="compaction"
+              :has-more-messages="hasMoreMessages"
+              :loading-more="loadingMore"
+              :loading-more-error="loadingMoreError"
+              :is-following="following"
               @open-file="emit('openFile', $event)"
               @open-media="emit('openMedia', $event)"
               @copy-conversation-copied="handleCopyConversationCopied"
@@ -964,6 +1082,7 @@ defineExpose({ loadComposerForEdit });
               @open-compaction="emit('openCompaction', $event)"
               @open-agent="emit('openAgent', $event)"
               @edit-message="emit('editMessage', $event)"
+              @load-older-messages="handleLoadOlderMessages"
             />
             <div v-if="activeSwarms.length > 0" class="swarm-stack">
               <SwarmCard v-for="group in activeSwarms" :key="group.id" :group="group" />
@@ -1035,6 +1154,7 @@ defineExpose({ loadComposerForEdit });
       <button
         v-if="showPill"
         class="newmsg-pill"
+        :style="{ bottom: `${dockHeight + 12}px` }"
         :aria-label="t('conversation.jumpToLatestAria')"
         @click="scrollToBottom(true)"
       >
diff --git a/apps/kimi-web/src/composables/useKimiWebClient.ts b/apps/kimi-web/src/composables/useKimiWebClient.ts
index 4e25a7489..b9b0bbd58 100644
--- a/apps/kimi-web/src/composables/useKimiWebClient.ts
+++ b/apps/kimi-web/src/composables/useKimiWebClient.ts
@@ -472,6 +472,12 @@ interface ExtendedState extends KimiClientState {
   sideChatSendingByAgent: Record<string, boolean>;
   /** User message ids sent through BTW so they can be hidden from the main transcript. */
   sideChatUserMessageIdsBySession: Record<string, string[]>;
+  /** True when older messages are being fetched for a session (scroll-up lazy load). */
+  messagesLoadingMoreBySession: Record<string, boolean>;
+  /** Whether the server has more older messages than currently loaded per session. */
+  messagesHasMoreBySession: Record<string, boolean>;
+  /** True when the last older-message fetch failed for a session. */
+  messagesLoadMoreErrorBySession: Record<string, boolean>;
 }
 
 const rawState: ExtendedState = reactive({
@@ -505,6 +511,9 @@ const rawState: ExtendedState = reactive({
   sideChatMessagesByAgent: {},
   sideChatSendingByAgent: {},
   sideChatUserMessageIdsBySession: {},
+  messagesLoadingMoreBySession: {},
+  messagesHasMoreBySession: {},
+  messagesLoadMoreErrorBySession: {},
 });
 
 // Models + Providers reactive state (lazy-loaded, cached)
@@ -1197,6 +1206,9 @@ async function handleSessionNotFound(sessionId: string): Promise<void> {
   delete rawState.gitStatusBySession[sessionId];
   delete rawState.lastSeqBySession[sessionId];
   delete rawState.compactionBySession[sessionId];
+  delete rawState.messagesLoadingMoreBySession[sessionId];
+  delete rawState.messagesHasMoreBySession[sessionId];
+  delete rawState.messagesLoadMoreErrorBySession[sessionId];
   delete epochBySession[sessionId];
   sessionsKnownEmpty.delete(sessionId);
 
@@ -1232,6 +1244,10 @@ async function syncSessionFromSnapshot(sessionId: string): Promise<SyncSessionRe
       ...rawState.messagesBySession,
       [sessionId]: snap.messages,
     };
+    rawState.messagesHasMoreBySession = {
+      ...rawState.messagesHasMoreBySession,
+      [sessionId]: snap.hasMoreMessages,
+    };
     rawState.approvalsBySession = {
       ...rawState.approvalsBySession,
       [sessionId]: snap.pendingApprovals,
@@ -1268,6 +1284,54 @@ async function syncSessionFromSnapshot(sessionId: string): Promise<SyncSessionRe
   }
 }
 
+const MESSAGES_PAGE_SIZE = 50;
+
+async function loadOlderMessages(sessionId: string): Promise<void> {
+  if (rawState.messagesLoadingMoreBySession[sessionId]) return;
+  const current = rawState.messagesBySession[sessionId];
+  if (!current || current.length === 0) return;
+
+  const beforeId = current[0]!.id;
+  rawState.messagesLoadingMoreBySession = {
+    ...rawState.messagesLoadingMoreBySession,
+    [sessionId]: true,
+  };
+  rawState.messagesLoadMoreErrorBySession = {
+    ...rawState.messagesLoadMoreErrorBySession,
+    [sessionId]: false,
+  };
+  try {
+    const page = await getKimiWebApi().listMessages(sessionId, {
+      beforeId,
+      pageSize: MESSAGES_PAGE_SIZE,
+    });
+    // Server returns newest-first; the UI keeps messages in chronological order.
+    const older = [...page.items].reverse();
+    // Live events may have appended messages while the request was in flight;
+    // read the latest array so those messages are not overwritten.
+    const latest = rawState.messagesBySession[sessionId] ?? current;
+    rawState.messagesBySession = {
+      ...rawState.messagesBySession,
+      [sessionId]: [...older, ...latest],
+    };
+    rawState.messagesHasMoreBySession = {
+      ...rawState.messagesHasMoreBySession,
+      [sessionId]: page.hasMore,
+    };
+  } catch (err) {
+    rawState.messagesLoadMoreErrorBySession = {
+      ...rawState.messagesLoadMoreErrorBySession,
+      [sessionId]: true,
+    };
+    pushOperationFailure('loadOlderMessages', err, { sessionId });
+  } finally {
+    rawState.messagesLoadingMoreBySession = {
+      ...rawState.messagesLoadingMoreBySession,
+      [sessionId]: false,
+    };
+  }
+}
+
 async function loadTasksForSession(sessionId: string): Promise<void> {
   try {
     const api = getKimiWebApi();
@@ -2109,6 +2173,18 @@ const connection = computed<ConnectionState>(() => rawState.connection);
 
 const loading = computed<boolean>(() => rawState.loading);
 const sessionLoading = computed<boolean>(() => rawState.sessionLoading);
+const loadingMoreMessages = computed<boolean>(() => {
+  const sid = rawState.activeSessionId;
+  return sid ? rawState.messagesLoadingMoreBySession[sid] ?? false : false;
+});
+const hasMoreMessages = computed<boolean>(() => {
+  const sid = rawState.activeSessionId;
+  return sid ? rawState.messagesHasMoreBySession[sid] ?? false : false;
+});
+const loadMoreMessagesError = computed<boolean>(() => {
+  const sid = rawState.activeSessionId;
+  return sid ? rawState.messagesLoadMoreErrorBySession[sid] ?? false : false;
+});
 const serverVersion = computed<string>(() => rawState.serverVersion);
 
 const permission = computed<PermissionMode>(() => rawState.permission);
@@ -4302,6 +4378,9 @@ export function useKimiWebClient() {
     connection,
     loading,
     sessionLoading,
+    loadingMoreMessages,
+    hasMoreMessages,
+    loadMoreMessagesError,
     serverVersion,
     initialized,
     permission,
@@ -4348,6 +4427,7 @@ export function useKimiWebClient() {
     load,
     selectSession,
     createSession,
+    loadOlderMessages,
 
     // Workspace actions
     loadWorkspaces,
diff --git a/apps/kimi-web/src/i18n/locales/en/conversation.ts b/apps/kimi-web/src/i18n/locales/en/conversation.ts
index 405d418cd..7841f93f2 100644
--- a/apps/kimi-web/src/i18n/locales/en/conversation.ts
+++ b/apps/kimi-web/src/i18n/locales/en/conversation.ts
@@ -21,4 +21,6 @@ export default {
   confirm: 'Confirm',
   cancel: 'Cancel',
   yesterday: 'Yesterday',
+  loadOlder: 'Load earlier messages',
+  loadingOlder: 'Loading earlier messages…',
 } as const;
diff --git a/apps/kimi-web/src/i18n/locales/zh/conversation.ts b/apps/kimi-web/src/i18n/locales/zh/conversation.ts
index 9c8eaa91f..2b183fe07 100644
--- a/apps/kimi-web/src/i18n/locales/zh/conversation.ts
+++ b/apps/kimi-web/src/i18n/locales/zh/conversation.ts
@@ -21,4 +21,6 @@ export default {
   confirm: '确定',
   cancel: '取消',
   yesterday: '昨天',
+  loadOlder: '加载更早的消息',
+  loadingOlder: '正在加载更早的消息…',
 } as const;
diff --git a/apps/kimi-web/test/chatpane-lazy-load.test.ts b/apps/kimi-web/test/chatpane-lazy-load.test.ts
new file mode 100644
index 000000000..5b742e85d
--- /dev/null
+++ b/apps/kimi-web/test/chatpane-lazy-load.test.ts
@@ -0,0 +1,82 @@
+import { mount } from '@vue/test-utils';
+import { createI18n } from 'vue-i18n';
+import { afterEach, beforeEach, describe, expect, it } from 'vitest';
+import { nextTick } from 'vue';
+
+import ChatPane from '../src/components/ChatPane.vue';
+import type { ChatTurn } from '../src/types';
+
+const i18n = createI18n({
+  legacy: false,
+  locale: 'en',
+  messages: { en: {} },
+  missingWarn: false,
+  fallbackWarn: false,
+});
+
+const turns: ChatTurn[] = [{ id: 'a1', role: 'assistant', no: 1, text: 'hello' }];
+
+let intersectionCallback: IntersectionObserverCallback | null = null;
+let realIntersectionObserver: typeof globalThis.IntersectionObserver | undefined;
+
+class MockIntersectionObserver {
+  constructor(cb: IntersectionObserverCallback) {
+    intersectionCallback = cb;
+  }
+  observe(): void {
+    intersectionCallback?.([{ isIntersecting: true } as IntersectionObserverEntry], this as unknown as IntersectionObserver);
+  }
+  unobserve(): void {}
+  disconnect(): void {}
+}
+
+function mountChatPane(extraProps: Record<string, unknown>) {
+  return mount(ChatPane, {
+    props: {
+      turns,
+      hasMoreMessages: true,
+      isFollowing: false,
+      ...extraProps,
+    },
+    global: {
+      plugins: [i18n],
+      stubs: {
+        Markdown: true,
+        ThinkingBlock: true,
+        ToolCall: true,
+        ActivityNotice: true,
+        AgentCard: true,
+        AgentGroup: true,
+        MoonSpinner: true,
+      },
+    },
+  });
+}
+
+beforeEach(() => {
+  intersectionCallback = null;
+  realIntersectionObserver = globalThis.IntersectionObserver;
+  (globalThis as unknown as { IntersectionObserver: unknown }).IntersectionObserver = MockIntersectionObserver;
+});
+
+afterEach(() => {
+  if (realIntersectionObserver) {
+    (globalThis as unknown as { IntersectionObserver: unknown }).IntersectionObserver = realIntersectionObserver;
+  } else {
+    delete (globalThis as unknown as { IntersectionObserver?: unknown }).IntersectionObserver;
+  }
+});
+
+describe('ChatPane lazy-load sentinel', () => {
+  it('does not auto-retry while the previous older-message load failed', async () => {
+    const wrapper = mountChatPane({ loadingMoreError: true });
+    await nextTick();
+
+    expect(wrapper.emitted('loadOlderMessages')).toBeUndefined();
+
+    await wrapper.setProps({ loadingMoreError: false });
+    await nextTick();
+
+    expect(wrapper.emitted('loadOlderMessages')).toHaveLength(1);
+  });
+});
diff --git a/apps/kimi-web/test/conversation-pane-follow.test.ts b/apps/kimi-web/test/conversation-pane-follow.test.ts
index c0f96468d..07ada3c51 100644
--- a/apps/kimi-web/test/conversation-pane-follow.test.ts
+++ b/apps/kimi-web/test/conversation-pane-follow.test.ts
@@ -1,7 +1,7 @@
-import { mount } from '@vue/test-utils';
+import { flushPromises, mount } from '@vue/test-utils';
 import { createI18n } from 'vue-i18n';
 import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest';
-import { nextTick } from 'vue';
+import { nextTick, type Component } from 'vue';
 
 import ConversationPane from '../src/components/ConversationPane.vue';
 import ChatDock from '../src/components/ChatDock.vue';
@@ -38,7 +38,10 @@ function fireResize(): void {
   for (const cb of resizeCallbacks) cb([], {} as ResizeObserver);
 }
 
-function mountMobilePane(extraProps: Record<string, unknown>) {
+function mountMobilePane(
+  extraProps: Record<string, unknown>,
+  options: { chatPaneStub?: Component | boolean } = {},
+) {
   const i18n = createI18n({
     legacy: false,
     locale: 'en',
@@ -64,7 +67,7 @@ function mountMobilePane(extraProps: Record<string, unknown>) {
       // only the heavy leaf renderers are stubbed.
       stubs: {
         ChatHeader: true,
-        ChatPane: true,
+        ChatPane: options.chatPaneStub ?? true,
         Composer: true,
         GoalStrip: true,
         TasksPane: true,
@@ -125,8 +128,12 @@ afterEach(() => {
 
 /** Mount, let the initial stable-follow loop settle, then return the (geometry-
     mocked) scroller pre-positioned at the bottom and "following". */
-async function settledPane(geo: { scrollHeight: number; clientHeight: number }, props: Record<string, unknown> = {}) {
-  const wrapper = mountMobilePane({ turns: [turn(1, 'hi')], ...props });
+async function settledPane(
+  geo: { scrollHeight: number; clientHeight: number },
+  props: Record<string, unknown> = {},
+  options: { chatPaneStub?: Component | boolean } = {},
+) {
+  const wrapper = mountMobilePane({ turns: [turn(1, 'hi')], ...props }, options);
   await nextTick();
   vi.advanceTimersByTime(200); // initial scheduleStableFollow loop completes
   await nextTick();
@@ -157,6 +164,10 @@ function scrollUpTo(pane: HTMLElement, top: number): void {
   pane.dispatchEvent(new Event('scroll'));
 }
 
+const LoadOlderChatPane = {
+  template: '<button class="load-older" type="button" @click="$emit(\'loadOlderMessages\')">load older</button>',
+};
+
 describe('ConversationPane follow — user scrolls up (req 2)', () => {
   it('stops auto-follow and shows the pill instead of yanking the view back', async () => {
     const { wrapper, pane, geo } = await settledPane({ scrollHeight: 2000, clientHeight: 500 });
@@ -182,6 +193,122 @@ describe('ConversationPane follow — user scrolls up (req 2)', () => {
   });
 });
 
+describe('ConversationPane follow — history prepend', () => {
+  async function loadOlderAndSettle(
+    wrapper: ReturnType<typeof mountMobilePane>,
+    turns: ChatTurn[],
+    loadOlderMessages: ReturnType<typeof vi.fn<(sessionId: string) => Promise<void>>>,
+    afterLoad?: () => void,
+  ) {
+    loadOlderMessages.mockImplementation(async () => {
+      await wrapper.setProps({ turns });
+      afterLoad?.();
+    });
+
+    await wrapper.find('.load-older').trigger('click');
+    await flushPromises();
+    await nextTick();
+    vi.advanceTimersByTime(40);
+    await nextTick();
+  }
+
+  it('keeps the new-message pill when bottom content arrives during a prepend', async () => {
+    const loadOlderMessages = vi.fn<(sessionId: string) => Promise<void>>();
+    const { wrapper, pane } = await settledPane(
+      { scrollHeight: 2000, clientHeight: 500 },
+      {
+        sessionId: 'sess_1',
+        hasMoreMessages: true,
+        loadOlderMessages,
+      },
+      { chatPaneStub: LoadOlderChatPane },
+    );
+
+    scrollUpTo(pane, 300);
+    await nextTick();
+
+    await loadOlderAndSettle(
+      wrapper,
+      [turn(0, 'older'), turn(1, 'hi'), turn(2, 'new bottom')],
+      loadOlderMessages,
+    );
+
+    expect(pane.scrollTop).toBe(300);
+    expect(wrapper.find('.newmsg-pill').exists()).toBe(true);
+  });
+
+  it('does not show the new-message pill for a prepend-only update', async () => {
+    const loadOlderMessages = vi.fn<(sessionId: string) => Promise<void>>();
+    const { wrapper, pane } = await settledPane(
+      { scrollHeight: 2000, clientHeight: 500 },
+      {
+        sessionId: 'sess_1',
+        hasMoreMessages: true,
+        loadOlderMessages,
+      },
+      { chatPaneStub: LoadOlderChatPane },
+    );
+
+    scrollUpTo(pane, 300);
+    await nextTick();
+
+    await loadOlderAndSettle(wrapper, [turn(0, 'older'), turn(1, 'hi')], loadOlderMessages);
+
+    expect(pane.scrollTop).toBe(300);
+    expect(wrapper.find('.newmsg-pill').exists()).toBe(false);
+  });
+
+  it('does not show the new-message pill when a same-length prepend changes the first turn id', async () => {
+    const loadOlderMessages = vi.fn<(sessionId: string) => Promise<void>>();
+    const { wrapper, pane } = await settledPane(
+      { scrollHeight: 2000, clientHeight: 500 },
+      {
+        sessionId: 'sess_1',
+        hasMoreMessages: true,
+        loadOlderMessages,
+      },
+      { chatPaneStub: LoadOlderChatPane },
+    );
+
+    await wrapper.setProps({ turns: [turn(1, 'first'), turn(2, 'last')] });
+    await nextTick();
+    scrollUpTo(pane, 300);
+    await nextTick();
+
+    await loadOlderAndSettle(wrapper, [turn(0, 'merged first'), turn(2, 'last')], loadOlderMessages);
+
+    expect(pane.scrollTop).toBe(300);
+    expect(wrapper.find('.newmsg-pill').exists()).toBe(false);
+  });
+
+  it('falls back to scroll-height delta when the old anchor turn id disappears', async () => {
+    const loadOlderMessages = vi.fn<(sessionId: string) => Promise<void>>();
+    const { wrapper, pane } = await settledPane(
+      { scrollHeight: 2000, clientHeight: 500 },
+      {
+        sessionId: 'sess_1',
+        hasMoreMessages: true,
+        loadOlderMessages,
+      },
+      { chatPaneStub: LoadOlderChatPane },
+    );
+
+    scrollUpTo(pane, 300);
+    await nextTick();
+
+    await loadOlderAndSettle(
+      wrapper,
+      [turn(0, 'older'), turn(1, 'hi')],
+      loadOlderMessages,
+      () => {
+        mockPaneGeometry(pane, { scrollHeight: 2600, clientHeight: 500, scrollTop: 300 });
+      },
+    );
+
+    expect(pane.scrollTop).toBe(900);
+  });
+});
+
 describe('ConversationPane follow — user intent jumps to bottom (req 1)', () => {
   it('sending a message returns to the bottom and resumes following', async () => {
     const { wrapper, pane } = await settledPane({ scrollHeight: 2000, clientHeight: 500 });
diff --git a/apps/kimi-web/test/useKimiWebClient-session-cache.test.ts b/apps/kimi-web/test/useKimiWebClient-session-cache.test.ts
index ea9d5b2d9..3031bd32d 100644
--- a/apps/kimi-web/test/useKimiWebClient-session-cache.test.ts
+++ b/apps/kimi-web/test/useKimiWebClient-session-cache.test.ts
@@ -429,6 +429,34 @@ describe('session view-model status / busy', () => {
     );
     expect(client.unreadBySession.value['sess_bg']).toBe(true);
   });
+
+  it('loads older messages on demand and prepends them in chronological order', async () => {
+    const msg1 = userMessage('sess_1', 'msg_1');
+    const msg2 = userMessage('sess_1', 'msg_2');
+    const older1 = userMessage('sess_1', 'msg_0');
+    const { api, client } = await setup([msg1, msg2]);
+    api.getSessionSnapshot = vi.fn(async () => ({
+      asOfSeq: 0,
+      epoch: 'ep_test',
+      session: session('sess_1'),
+      messages: [msg1, msg2],
+      hasMoreMessages: true,
+      inFlightTurn: null,
+      pendingApprovals: [],
+      pendingQuestions: [],
+    }));
+    api.listMessages = vi.fn(async () => ({ items: [older1], hasMore: false }));
+
+    await client.selectSession('sess_1');
+    expect(client.hasMoreMessages.value).toBe(true);
+
+    await client.loadOlderMessages('sess_1');
+
+    expect(api.listMessages).toHaveBeenCalledWith('sess_1', { beforeId: 'msg_1', pageSize: 50 });
+    expect(client.turns.value.map((t) => t.id)).toEqual(['msg_0', 'msg_1', 'msg_2']);
+    expect(client.hasMoreMessages.value).toBe(false);
+    expect(client.loadingMoreMessages.value).toBe(false);
+  });
 });
 
 describe('unread persistence across reload', () => {