diff --git a/reasoning_gym/algorithmic/word_ladder.py b/reasoning_gym/algorithmic/word_ladder.py
index c3a21520..77c43289 100644
--- a/reasoning_gym/algorithmic/word_ladder.py
+++ b/reasoning_gym/algorithmic/word_ladder.py
@@ -43,6 +43,11 @@ class WordLadderDataset(ProceduralDataset):
         
         # Load words from CSV file
         self.word_sets = self._load_words_from_csv()
+        # Precompute the sorted word lists for each word length
+        self.words_lists = {
+            length: sorted(words)
+            for length, words in self.word_sets.items()
+        }
 
     def _load_words_from_csv(self) -> Dict[int, Set[str]]:
         """Load words from CSV file organized by length"""
@@ -171,19 +176,34 @@ class WordLadderDataset(ProceduralDataset):
         return neighbors
 
     def _generate_word_pair(self, rng: Random, length: int) -> Tuple[str, str, List[str]]:
-        """Generate valid start/end words with solution path"""
+        """Generate valid start/end words with solution path, with lower weight for 5-letter words ending with 'S'"""
         word_set = self.word_sets[length]
         max_attempts = 500
         
+        words_list = self.words_lists[length]
+        
+        # Use weighted sampling only for five-letter words
+        use_weights = (length == 5)
         for _ in range(max_attempts):
-            start, end = rng.sample(sorted(word_set), 2)
+            if use_weights:
+                # Compute weights: assign 0.5 weight if a five-letter word ends with 'S', else 1.0
+                weights = [0.5 if word.endswith('S') else 1.0 for word in words_list]
+                start = rng.choices(words_list, weights=weights, k=1)[0]
+                # Remove chosen word to ensure distinct selection for the second word
+                remaining_words = words_list.copy()
+                remaining_words.remove(start)
+                weights_second = [0.5 if word.endswith('S') else 1.0 for word in remaining_words]
+                end = rng.choices(remaining_words, weights=weights_second, k=1)[0]
+            else:
+                start, end = rng.sample(words_list, 2)
+            
             path = self._find_path(start, end, word_set)
             if path and (
                 (self.config.min_chain_length == -1 and self.config.max_chain_length == -1) or
                 (self.config.min_chain_length <= len(path) <= self.config.max_chain_length)
             ):
                 return start, end, path
-        
+
         raise RuntimeError(f"Failed to find valid pair for length {length} after {max_attempts} attempts")
 
     def __getitem__(self, idx: int) -> dict: