diff --git a/Telegram/SourceFiles/iv/editor/iv_editor_state.cpp b/Telegram/SourceFiles/iv/editor/iv_editor_state.cpp
index ab4e5e742d..58594a06cf 100644
--- a/Telegram/SourceFiles/iv/editor/iv_editor_state.cpp
+++ b/Telegram/SourceFiles/iv/editor/iv_editor_state.cpp
@@ -3135,8 +3135,9 @@ std::optional<int> State::normalizeTextOnlyListItemForInsertion(
 	return -1;
 }
 
-std::optional<int> State::normalizeTextOnlyQuoteForInsertion(
-		const BlockContainerPath &container) {
+std::optional<int> State::normalizeTextOnlyQuoteSurface(
+		const BlockContainerPath &container,
+		bool keepEmptyParagraph) {
 	if (container.steps.empty()) {
 		return std::nullopt;
 	}
@@ -3159,14 +3160,19 @@ std::optional<int> State::normalizeTextOnlyQuoteForInsertion(
 	auto paragraph = MakeParagraphBlock();
 	paragraph.text = std::move(owner->text);
 	owner->text = RichText();
-	if (!BlockIsEmpty(paragraph)) {
-		clearTemporaryDownParagraph();
-		owner->blocks.push_back(std::move(paragraph));
+	clearTemporaryDownParagraph();
+	if (keepEmptyParagraph || !BlockIsEmpty(paragraph)) {
+		owner->blocks.insert(owner->blocks.begin(), std::move(paragraph));
 		return 0;
 	}
 	return -1;
 }
 
+std::optional<int> State::normalizeTextOnlyQuoteForInsertion(
+		const BlockContainerPath &container) {
+	return normalizeTextOnlyQuoteSurface(container, false);
+}
+
 bool State::shouldReplaceActiveTextOnlyBlock(
 		const TextNodeDescriptor &descriptor,
 		const std::vector<Block> &blocks) const {
@@ -3259,6 +3265,32 @@ auto State::resolveActiveTextInsertTarget()
 			},
 		};
 	}
+	if (descriptor->leaf.kind == LeafKind::BlockText) {
+		if (const auto owner = block(descriptor->leaf.block);
+			owner
+			&& owner->kind == BlockKind::Quote
+			&& !owner->pullquote
+			&& owner->blocks.empty()) {
+			const auto container = BlockChildrenContainer(
+				descriptor->leaf.block);
+			if (!normalizeTextOnlyQuoteSurface(container, true)) {
+				return std::nullopt;
+			}
+			return ActiveTextInsertTarget{
+				.leaf = {
+					.kind = LeafKind::BlockText,
+					.block = {
+						.container = container,
+						.index = 0,
+					},
+				},
+				.anchor = {
+					.container = container,
+					.blockIndex = 0,
+				},
+			};
+		}
+	}
 	return ActiveTextInsertTarget{
 		.leaf = descriptor->leaf,
 		.anchor = descriptor->insertionAnchor,
diff --git a/Telegram/SourceFiles/iv/editor/iv_editor_state.h b/Telegram/SourceFiles/iv/editor/iv_editor_state.h
index c97f296078..0aa85b9186 100644
--- a/Telegram/SourceFiles/iv/editor/iv_editor_state.h
+++ b/Telegram/SourceFiles/iv/editor/iv_editor_state.h
@@ -499,6 +499,9 @@ private:
 	[[nodiscard]] InsertionAnchor resolveActiveInsertionTarget() const;
 	[[nodiscard]] std::optional<int> normalizeTextOnlyListItemForInsertion(
 		const BlockContainerPath &container);
+	[[nodiscard]] std::optional<int> normalizeTextOnlyQuoteSurface(
+		const BlockContainerPath &container,
+		bool keepEmptyParagraph);
 	[[nodiscard]] std::optional<int> normalizeTextOnlyQuoteForInsertion(
 		const BlockContainerPath &container);
 	[[nodiscard]] bool shouldReplaceActiveTextOnlyBlock(
diff --git a/Telegram/SourceFiles/iv/iv_rich_message_serializer.cpp b/Telegram/SourceFiles/iv/iv_rich_message_serializer.cpp
index 4556a5a029..d17bde0e1d 100644
--- a/Telegram/SourceFiles/iv/iv_rich_message_serializer.cpp
+++ b/Telegram/SourceFiles/iv/iv_rich_message_serializer.cpp
@@ -629,6 +629,19 @@ struct SerializeContext {
 		: std::nullopt;
 }
 
+[[nodiscard]] bool AppendSerializedParagraphBlock(
+		QVector<MTPPageBlock> *blocks,
+		const RichText &text,
+		const QString &anchorId,
+		SerializeContext *context) {
+	const auto paragraph = SerializeParagraphBlock(text, anchorId, context);
+	if (!paragraph) {
+		return false;
+	}
+	blocks->push_back(*paragraph);
+	return true;
+}
+
 [[nodiscard]] std::optional<MTPPageTableCell> SerializeTableCell(
 		const TableCell &cell,
 		SerializeContext *context) {
@@ -759,10 +772,15 @@ struct SerializeContext {
 					*caption))
 				: std::nullopt;
 		}
-		if (HasRichTextContent(block.text)) {
+		auto blocks = QVector<MTPPageBlock>();
+		if (HasRichTextContent(block.text)
+			&& !AppendSerializedParagraphBlock(
+				&blocks,
+				block.text,
+				QString(),
+				context)) {
 			return std::nullopt;
 		}
-		auto blocks = QVector<MTPPageBlock>();
 		const auto nested = SerializeBlocks(block.blocks, context);
 		if (!nested) {
 			return std::nullopt;
@@ -793,14 +811,13 @@ struct SerializeContext {
 					flags |= Flag::f_num;
 					auto blocks = QVector<MTPPageBlock>();
 					if (HasRichTextContent(item.text) || !item.anchorId.isEmpty()) {
-						const auto paragraph = SerializeParagraphBlock(
-							item.text,
-							item.anchorId,
-							context);
-						if (!paragraph) {
+						if (!AppendSerializedParagraphBlock(
+								&blocks,
+								item.text,
+								item.anchorId,
+								context)) {
 							return std::nullopt;
 						}
-						blocks.push_back(*paragraph);
 					}
 					const auto nested = SerializeBlocks(item.blocks, context);
 					if (!nested) {
@@ -858,14 +875,13 @@ struct SerializeContext {
 				}
 				auto blocks = QVector<MTPPageBlock>();
 				if (HasRichTextContent(item.text) || !item.anchorId.isEmpty()) {
-					const auto paragraph = SerializeParagraphBlock(
-						item.text,
-						item.anchorId,
-						context);
-					if (!paragraph) {
+					if (!AppendSerializedParagraphBlock(
+							&blocks,
+							item.text,
+							item.anchorId,
+							context)) {
 						return std::nullopt;
 					}
-					blocks.push_back(*paragraph);
 				}
 				const auto nested = SerializeBlocks(item.blocks, context);
 				if (!nested) {