diff --git a/lib/Epub/Epub/ParsedText.cpp b/lib/Epub/Epub/ParsedText.cpp
index 496d6908..2d155848 100644
--- a/lib/Epub/Epub/ParsedText.cpp
+++ b/lib/Epub/Epub/ParsedText.cpp
@@ -75,6 +75,23 @@ uint16_t measureWordWidth(const GfxRenderer& renderer, const int fontId, const s
   return renderer.getTextAdvanceX(fontId, sanitized.c_str(), style);
 }
 
+std::string buildLinePreview(const std::vector<std::string>& words, const std::vector<bool>& continuesVec,
+                             const size_t start, const size_t endExclusive, const size_t maxLen = 120) {
+  std::string preview;
+  for (size_t idx = start; idx < endExclusive; ++idx) {
+    if (idx > start && idx < continuesVec.size() && !continuesVec[idx]) {
+      preview.push_back(' ');
+    }
+    preview += words[idx];
+    if (preview.size() >= maxLen) {
+      preview.resize(maxLen);
+      preview += "...";
+      break;
+    }
+  }
+  return preview;
+}
+
 }  // namespace
 
 void ParsedText::addWord(std::string word, const EpdFontFamily::Style fontStyle, const bool underline,
@@ -128,7 +145,11 @@ void ParsedText::layoutAndExtractLines(
                                     fontId, lineEndedWithHyphenation, false);
 
     if (result == LineProcessResult::RetryWithoutHyphenation && lineEndedWithHyphenation) {
-      LOG_DBG("PTX", "Line %u requested rerender without hyphenation", static_cast<unsigned>(i));
+      const size_t lineStart = i > 0 ? lineBreakIndices[i - 1] : 0;
+      const size_t lineEnd = i < lineBreakIndices.size() ? lineBreakIndices[i] : lineStart;
+      const std::string firstAttemptPreview = buildLinePreview(words, wordContinues, lineStart, lineEnd);
+      LOG_DBG("PTX", "Line %u requested rerender without hyphenation, first attempt: %s", static_cast<unsigned>(i),
+              firstAttemptPreview.c_str());
       // Undo the split used to end this line so it can be relaid without hyphenation.
       const int splitPrefixIndex = i < splitPrefixWordIndexes.size() ? splitPrefixWordIndexes[i] : -1;
       if (splitPrefixIndex >= 0 && static_cast<size_t>(splitPrefixIndex + 1) < words.size()) {
@@ -152,9 +173,42 @@ void ParsedText::layoutAndExtractLines(
       lineCount = includeLastLine ? lineBreakIndices.size() : lineBreakIndices.size() - 1;
 
       if (i < lineCount) {
-        LOG_DBG("PTX", "Rerendering line %u with hyphenation suppressed", static_cast<unsigned>(i));
+        const size_t retryLineStart = i > 0 ? lineBreakIndices[i - 1] : 0;
+        const size_t retryLineEnd = i < lineBreakIndices.size() ? lineBreakIndices[i] : retryLineStart;
+        const std::string retryPreview = buildLinePreview(words, wordContinues, retryLineStart, retryLineEnd);
+        LOG_DBG("PTX", "Rerendering line %u with hyphenation suppressed, retry attempt: %s", static_cast<unsigned>(i),
+                retryPreview.c_str());
         extractLine(i, pageWidth, wordWidths, wordContinues, lineBreakIndices, processLine, renderer, fontId, false,
                     true);
+
+        // Continue with regular hyphenation for subsequent lines only.
+        const size_t resumeIndex = lineBreakIndices[i];
+        std::vector<bool> suffixLineEndsWithHyphenatedWord;
+        std::vector<int> suffixSplitPrefixWordIndexes;
+        std::vector<bool> suffixSplitInsertedHyphen;
+        const auto hyphenatedSuffixBreaks = computeHyphenatedLineBreaksFromIndex(
+            renderer, fontId, pageWidth, wordWidths, wordContinues, resumeIndex, suffixLineEndsWithHyphenatedWord,
+            suffixSplitPrefixWordIndexes, suffixSplitInsertedHyphen);
+
+        lineBreakIndices.resize(i + 1);
+        lineEndsWithHyphenatedWord.resize(i + 1);
+        splitPrefixWordIndexes.resize(i + 1);
+        splitInsertedHyphen.resize(i + 1);
+
+        lineEndsWithHyphenatedWord[i] = false;
+        splitPrefixWordIndexes[i] = -1;
+        splitInsertedHyphen[i] = false;
+
+        lineBreakIndices.insert(lineBreakIndices.end(), hyphenatedSuffixBreaks.begin(), hyphenatedSuffixBreaks.end());
+        lineEndsWithHyphenatedWord.insert(lineEndsWithHyphenatedWord.end(), suffixLineEndsWithHyphenatedWord.begin(),
+                                          suffixLineEndsWithHyphenatedWord.end());
+        splitPrefixWordIndexes.insert(splitPrefixWordIndexes.end(), suffixSplitPrefixWordIndexes.begin(),
+                                      suffixSplitPrefixWordIndexes.end());
+        splitInsertedHyphen.insert(splitInsertedHyphen.end(), suffixSplitInsertedHyphen.begin(),
+                                   suffixSplitInsertedHyphen.end());
+
+        lineCount = includeLastLine ? lineBreakIndices.size() : lineBreakIndices.size() - 1;
+        LOG_DBG("PTX", "Resumed regular hyphenation after rerendered line %u", static_cast<unsigned>(i));
       }
     }
   }
@@ -431,6 +485,94 @@ std::vector<size_t> ParsedText::computeHyphenatedLineBreaks(const GfxRenderer& r
   return lineBreakIndices;
 }
 
+std::vector<size_t> ParsedText::computeHyphenatedLineBreaksFromIndex(
+    const GfxRenderer& renderer, const int fontId, const int pageWidth, std::vector<uint16_t>& wordWidths,
+    std::vector<bool>& continuesVec, const size_t startIndex, std::vector<bool>& lineEndsWithHyphenatedWord,
+    std::vector<int>& splitPrefixWordIndexes, std::vector<bool>& splitInsertedHyphen) {
+  if (startIndex >= wordWidths.size()) {
+    lineEndsWithHyphenatedWord.clear();
+    splitPrefixWordIndexes.clear();
+    splitInsertedHyphen.clear();
+    return {};
+  }
+
+  std::vector<int> interWordGaps(wordWidths.size(), 0);
+  for (size_t j = 1; j < wordWidths.size(); ++j) {
+    if (!continuesVec[j]) {
+      interWordGaps[j] =
+          renderer.getSpaceAdvance(fontId, lastCodepoint(words[j - 1]), firstCodepoint(words[j]), wordStyles[j - 1]);
+    } else {
+      interWordGaps[j] =
+          renderer.getKerning(fontId, lastCodepoint(words[j - 1]), firstCodepoint(words[j]), wordStyles[j - 1]);
+    }
+  }
+
+  std::vector<size_t> lineBreakIndices;
+  lineEndsWithHyphenatedWord.clear();
+  splitPrefixWordIndexes.clear();
+  splitInsertedHyphen.clear();
+
+  size_t currentIndex = startIndex;
+  while (currentIndex < wordWidths.size()) {
+    const size_t lineStart = currentIndex;
+    int lineWidth = 0;
+    bool lineEndedWithHyphenation = false;
+    int splitPrefixIndex = -1;
+    bool splitNeedsInsertedHyphen = false;
+
+    while (currentIndex < wordWidths.size()) {
+      const bool isFirstWord = currentIndex == lineStart;
+      const int spacing = isFirstWord ? 0 : interWordGaps[currentIndex];
+      const int candidateWidth = spacing + wordWidths[currentIndex];
+
+      if (lineWidth + candidateWidth <= pageWidth) {
+        lineWidth += candidateWidth;
+        ++currentIndex;
+        continue;
+      }
+
+      const int availableWidth = pageWidth - lineWidth - spacing;
+      const bool allowFallbackBreaks = isFirstWord;
+
+      bool insertedHyphen = false;
+      if (availableWidth > 0 && hyphenateWordAtIndex(currentIndex, availableWidth, renderer, fontId, wordWidths,
+                                                     allowFallbackBreaks, &insertedHyphen)) {
+        interWordGaps.insert(interWordGaps.begin() + currentIndex + 1, 0);
+        lineEndedWithHyphenation = true;
+        splitPrefixIndex = static_cast<int>(currentIndex);
+        splitNeedsInsertedHyphen = insertedHyphen;
+        lineWidth += spacing + wordWidths[currentIndex];
+        ++currentIndex;
+        break;
+      }
+
+      if (currentIndex == lineStart) {
+        lineWidth += candidateWidth;
+        ++currentIndex;
+      }
+      break;
+    }
+
+    while (currentIndex > lineStart + 1 && currentIndex < wordWidths.size() && continuesVec[currentIndex]) {
+      --currentIndex;
+    }
+
+    if (lineEndedWithHyphenation &&
+        (splitPrefixIndex < static_cast<int>(lineStart) || splitPrefixIndex >= static_cast<int>(currentIndex))) {
+      lineEndedWithHyphenation = false;
+      splitPrefixIndex = -1;
+      splitNeedsInsertedHyphen = false;
+    }
+
+    lineBreakIndices.push_back(currentIndex);
+    lineEndsWithHyphenatedWord.push_back(lineEndedWithHyphenation);
+    splitPrefixWordIndexes.push_back(splitPrefixIndex);
+    splitInsertedHyphen.push_back(splitNeedsInsertedHyphen);
+  }
+
+  return lineBreakIndices;
+}
+
 // Splits words[wordIndex] into prefix (adding a hyphen only when needed) and remainder when a legal breakpoint fits the
 // available width.
 bool ParsedText::hyphenateWordAtIndex(const size_t wordIndex, const int availableWidth, const GfxRenderer& renderer,
@@ -612,9 +754,8 @@ ParsedText::LineProcessResult ParsedText::extractLine(
     }
   }
 
-  // Build line data by moving from the original vectors using index range
-  std::vector<std::string> lineWords(std::make_move_iterator(words.begin() + lastBreakAt),
-                                     std::make_move_iterator(words.begin() + lineBreak));
+  // Copy line words; keep source intact so retry paths can safely inspect/merge tokens.
+  std::vector<std::string> lineWords(words.begin() + lastBreakAt, words.begin() + lineBreak);
   std::vector<EpdFontFamily::Style> lineWordStyles(wordStyles.begin() + lastBreakAt, wordStyles.begin() + lineBreak);
 
   for (auto& word : lineWords) {
diff --git a/lib/Epub/Epub/ParsedText.h b/lib/Epub/Epub/ParsedText.h
index 6546e2be..96410752 100644
--- a/lib/Epub/Epub/ParsedText.h
+++ b/lib/Epub/Epub/ParsedText.h
@@ -35,6 +35,12 @@ class ParsedText {
                                                   std::vector<bool>& lineEndsWithHyphenatedWord,
                                                   std::vector<int>& splitPrefixWordIndexes,
                                                   std::vector<bool>& splitInsertedHyphen);
+  std::vector<size_t> computeHyphenatedLineBreaksFromIndex(const GfxRenderer& renderer, int fontId, int pageWidth,
+                                                           std::vector<uint16_t>& wordWidths,
+                                                           std::vector<bool>& continuesVec, size_t startIndex,
+                                                           std::vector<bool>& lineEndsWithHyphenatedWord,
+                                                           std::vector<int>& splitPrefixWordIndexes,
+                                                           std::vector<bool>& splitInsertedHyphen);
   bool hyphenateWordAtIndex(size_t wordIndex, int availableWidth, const GfxRenderer& renderer, int fontId,
                             std::vector<uint16_t>& wordWidths, bool allowFallbackBreaks,
                             bool* outInsertedHyphen = nullptr);
diff --git a/lib/Epub/Epub/parsers/ChapterHtmlSlimParser.cpp b/lib/Epub/Epub/parsers/ChapterHtmlSlimParser.cpp
index 90850d8d..a7982a53 100644
--- a/lib/Epub/Epub/parsers/ChapterHtmlSlimParser.cpp
+++ b/lib/Epub/Epub/parsers/ChapterHtmlSlimParser.cpp
@@ -79,6 +79,27 @@ bool isTableStructuralTag(const char* name) {
   return strcmp(name, "table") == 0 || strcmp(name, "tr") == 0 || strcmp(name, "td") == 0 || strcmp(name, "th") == 0;
 }
 
+std::string buildTextBlockPreview(const std::shared_ptr<TextBlock>& line, const size_t maxLen = 120) {
+  if (!line) {
+    return {};
+  }
+
+  std::string preview;
+  const auto& words = line->getWords();
+  for (size_t i = 0; i < words.size(); ++i) {
+    if (i > 0) {
+      preview.push_back(' ');
+    }
+    preview += words[i];
+    if (preview.size() >= maxLen) {
+      preview.resize(maxLen);
+      preview += "...";
+      break;
+    }
+  }
+  return preview;
+}
+
 // Calibre sometimes injects empty <p style="margin:0; border:0; height:0">...</p>
 // spacers inside running prose. Keep them as paragraph boundaries, but ignore
 // their inner text payload (usually NBSP) to avoid no-break-space glue artifacts.
@@ -1396,7 +1417,9 @@ ParsedText::LineProcessResult ChapterHtmlSlimParser::addLineToPage(std::shared_p
   const bool noRoomForAnotherLine =
       currentPageNextY + lineHeight <= viewportHeight && currentPageNextY + (lineHeight * 2) > viewportHeight;
   if (lineEndsWithHyphenatedWord && !suppressHyphenationRetry && noRoomForAnotherLine) {
-    LOG_DBG("EHP", "Requesting line rerender without hyphenation to avoid page-break split word");
+    const std::string linePreview = buildTextBlockPreview(line);
+    LOG_DBG("EHP", "Requesting line rerender without hyphenation to avoid page-break split word: %s",
+            linePreview.c_str());
     return ParsedText::LineProcessResult::RetryWithoutHyphenation;
   }