diff --git a/regex_humanizer/examples/generator.py b/regex_humanizer/examples/generator.py
new file mode 100644
index 0000000..3ebbad0
--- /dev/null
+++ b/regex_humanizer/examples/generator.py
@@ -0,0 +1,241 @@
+import random
+import re
+import string
+from typing import List
+
+from ..parser import (
+    Alternation,
+    Anchor,
+    ASTNode,
+    Backreference,
+    CharacterClass,
+    Group,
+    Literal,
+    Quantifier,
+    SpecialSequence,
+    parse_regex,
+)
+
+
+DIGITS = string.digits
+UPPERCASE = string.ascii_uppercase
+LOWERCASE = string.ascii_lowercase
+WHITESPACE = " \t\n\r"
+PUNCTUATION = "!@#$%^&*()_+-=[]{}|;:,.<>?"
+
+
+def generate_literal_example(node: Literal) -> str:
+    return node.value
+
+
+def generate_character_class_example(node: CharacterClass) -> str:
+    options = []
+
+    for char in node.characters:
+        if char in r"-\] ":
+            options.append("\\" + char)
+        elif char == "\t":
+            options.append("\\t")
+        elif char == "\n":
+            options.append("\\n")
+        elif char == "\r":
+            options.append("\\r")
+        else:
+            options.append(char)
+
+    for start, end in node.ranges:
+        start_ord = ord(start)
+        end_ord = ord(end)
+        for i in range(start_ord, min(end_ord + 1, start_ord + 10)):
+            options.append(chr(i))
+
+    if not options:
+        return ""
+
+    return random.choice(options)
+
+
+def generate_special_sequence_example(node: SpecialSequence) -> str:
+    sequences = {
+        ".": random.choice(string.ascii_letters + string.digits + "!@#$"),
+        r"\d": random.choice(DIGITS),
+        r"\D": random.choice(UPPERCASE + LOWERCASE + PUNCTUATION + WHITESPACE),
+        r"\w": random.choice(string.ascii_letters + string.digits + "_"),
+        r"\W": random.choice(PUNCTUATION + WHITESPACE),
+        r"\s": random.choice(WHITESPACE),
+        r"\S": random.choice(string.ascii_letters + string.digits + PUNCTUATION),
+        r"\b": "",
+        r"\B": "",
+        r"^": "",
+        r"$": "",
+    }
+    return sequences.get(node.sequence, node.sequence)
+
+
+def generate_anchor_example(node: Anchor) -> str:
+    return ""
+
+
+def generate_quantifier_example(node: Quantifier) -> str:
+    if not hasattr(node, 'child') or not node.child:
+        return "*"
+
+    if isinstance(node.child, SpecialSequence):
+        if node.child.sequence in (r"\d", r"\D", r"\w", r"\W", r"\s", r"\S"):
+            word_chars = string.ascii_letters + string.digits + "_"
+            if node.child.sequence == r"\d":
+                chars = string.digits
+            elif node.child.sequence == r"\D":
+                chars = string.ascii_letters + string.punctuation + string.whitespace
+            elif node.child.sequence == r"\w":
+                chars = word_chars
+            elif node.child.sequence == r"\W":
+                chars = string.punctuation + string.whitespace
+            elif node.child.sequence == r"\s":
+                chars = string.whitespace
+            else:
+                chars = string.ascii_letters + string.digits + string.punctuation
+
+            if node.min == 0 and node.max == 1:
+                return random.choice(["", random.choice(chars)])
+            elif node.min == 0 and node.max == Quantifier.MAX_UNBOUNDED:
+                count = random.randint(0, 4)
+            elif node.min == 1 and node.max == Quantifier.MAX_UNBOUNDED:
+                count = random.randint(1, 4)
+            elif node.min == node.max:
+                count = node.min
+            elif node.max == Quantifier.MAX_UNBOUNDED:
+                count = random.randint(node.min, node.min + 3)
+            else:
+                count = random.randint(node.min, node.max)
+            return "".join(random.choice(chars) for _ in range(count))
+
+    child_example = generate_node_example(node.child)
+
+    if node.min == 0 and node.max == 1:
+        return random.choice(["", child_example])
+    elif node.min == 0 and node.max == Quantifier.MAX_UNBOUNDED:
+        count = random.randint(0, 4)
+        return child_example * count
+    elif node.min == 1 and node.max == Quantifier.MAX_UNBOUNDED:
+        count = random.randint(1, 4)
+        return child_example * count
+    elif node.min == node.max:
+        return child_example * node.min
+    elif node.max == Quantifier.MAX_UNBOUNDED:
+        count = random.randint(node.min, node.min + 3)
+        return child_example * count
+    else:
+        count = random.randint(node.min, node.max)
+        return child_example * count
+
+
+def generate_group_example(node: Group) -> str:
+    return "".join(generate_node_example(child) for child in node.content)
+
+
+def generate_alternation_example(node: Alternation) -> str:
+    if not node.options:
+        return ""
+
+    non_empty_options = [opt for opt in node.options if opt]
+    if not non_empty_options:
+        return ""
+
+    option = random.choice(non_empty_options)
+    return "".join(generate_node_example(child) for child in option)
+
+
+def generate_backreference_example(node: Backreference) -> str:
+    return "[reference]"
+
+
+def generate_node_example(node: ASTNode) -> str:
+    if isinstance(node, Literal):
+        return generate_literal_example(node)
+    elif isinstance(node, CharacterClass):
+        return generate_character_class_example(node)
+    elif isinstance(node, SpecialSequence):
+        return generate_special_sequence_example(node)
+    elif isinstance(node, Anchor):
+        return generate_anchor_example(node)
+    elif isinstance(node, Quantifier):
+        return generate_quantifier_example(node)
+    elif isinstance(node, Group):
+        return generate_group_example(node)
+    elif isinstance(node, Alternation):
+        return generate_alternation_example(node)
+    elif isinstance(node, Backreference):
+        return generate_backreference_example(node)
+    else:
+        return ""
+
+
+def generate_examples(pattern: str, count: int = 5, flavor: str = "pcre") -> List[str]:
+    try:
+        ast = parse_regex(pattern)
+        examples = set()
+
+        for _ in range(count * 3):
+            if len(examples) >= count:
+                break
+
+            example = "".join(generate_node_example(node) for node in ast)
+            if example:
+                examples.add(example)
+
+            if len(examples) >= count:
+                break
+
+        if len(examples) < count:
+            test_strings = [
+                "abc123",
+                "test@example.com",
+                "hello world",
+                "123-456-7890",
+                "https://example.com",
+                "foo bar baz",
+                "12345",
+                "ABCdef",
+                "word1 word2",
+                "special!@#chars",
+            ]
+            try:
+                compiled = re.compile(pattern)
+                for test_str in test_strings:
+                    if len(examples) >= count:
+                        break
+                    match = compiled.search(test_str)
+                    if match:
+                        examples.add(match.group(0))
+            except re.error:
+                pass
+
+        return list(examples)[:count]
+    except Exception:
+        return []
+
+
+def generate_match_examples(pattern: str, test_string: str, count: int = 5, flavor: str = "pcre") -> List[str]:
+    try:
+        compiled = re.compile(pattern)
+        matches = compiled.findall(test_string)
+        unique_matches = []
+        seen = set()
+
+        for match in matches:
+            if isinstance(match, tuple):
+                match_str = "".join(match)
+            else:
+                match_str = match
+
+            if match_str not in seen:
+                seen.add(match_str)
+                unique_matches.append(match_str)
+
+            if len(unique_matches) >= count:
+                break
+
+        return unique_matches
+    except re.error:
+        return []