diff --git a/files/helpers/owoify.py b/files/helpers/owoify.py
new file mode 100644
index 000000000..abcca7bc1
--- /dev/null
+++ b/files/helpers/owoify.py
@@ -0,0 +1,54 @@
+from owoify.utility.interleave_arrays import interleave_arrays
+from owoify.utility.presets import *
+from owoify.structures.word import Word
+
+import re
+import files.helpers.regex as help_re
+import files.helpers.sanitize as sanitize
+
+# Includes, excerpts, and modifies some functions from:
+# https://github.com/deadshot465/owoify-py @ owoify/owoify.py
+
+OWO_WORD_REGEX = re.compile(r'[^\s]+')
+OWO_SPACE_REGEX = re.compile(r'\s+')
+
+OWO_EXCLUDE_PATTERNS = [
+	re.compile(r'\]\('), # links []() and images ![]()
+		# NB: May not be effective when URL part contains literal spaces vs %20
+		# Also relies on owoify replacements currently not affecting symbols.
+	sanitize.url_re, # bare links
+	re.compile(r':[!#@a-z0-9_\-]+:', flags=re.I|re.A), # emoji
+	help_re.mention_regex, # mentions
+	help_re.poll_regex, # polls
+	help_re.choice_regex,
+	help_re.command_regex, # markup commands
+]
+
+def owoify(source: str) -> str:
+	word_matches = OWO_WORD_REGEX.findall(source)
+	space_matches = OWO_SPACE_REGEX.findall(source)
+
+	words = [Word(s) for s in word_matches]
+	spaces = [Word(s) for s in space_matches]
+
+	words = list(map(lambda w: owoify_map_token_custom(w), words))
+
+	result = interleave_arrays(words, spaces)
+	result_strings = list(map(lambda w: str(w), result))
+	return ''.join(result_strings)
+
+def owoify_map_token_custom(token):
+	for pattern in OWO_EXCLUDE_PATTERNS:
+		# if pattern appears anywhere in token, do not owoify.
+		if pattern.search(token.word):
+			return token
+
+	# Original Owoification Logic (sans cases for higher owo levels)
+	for func in SPECIFIC_WORD_MAPPING_LIST:
+		token = func(token)
+
+	for func in OWO_MAPPING_LIST:
+		token = func(token)
+	# End Original Owoification Logic
+
+	return token
diff --git a/files/routes/awards.py b/files/routes/awards.py
index 743d4b4d8..a72c9b07a 100644
--- a/files/routes/awards.py
+++ b/files/routes/awards.py
@@ -11,7 +11,7 @@ from .front import frontlist
 from flask import g, request
 from files.helpers.sanitize import filter_emojis_only
 from files.helpers.marsify import marsify
-import owoify
+from files.helpers.owoify import owoify
 from copy import deepcopy
 
 @app.get("/shop")
@@ -351,7 +351,7 @@ def award_thing(v, thing_type, id):
 		if author.owoify: author.owoify += 21600
 		else: author.owoify = int(time.time()) + 21600
 		body = thing.body
-		body = owoify.owoify(body)
+		body = owoify(body)
 		if author.marsify: body = marsify(body)
 		thing.body_html = sanitize(body, limit_pings=5)
 		g.db.add(thing)
@@ -359,7 +359,7 @@ def award_thing(v, thing_type, id):
 		if author.marsify: author.marsify += 21600
 		else: author.marsify = int(time.time()) + 21600
 		body = thing.body
-		if author.owoify: body = owoify.owoify(body)
+		if author.owoify: body = owoify(body)
 		body = marsify(body)
 		thing.body_html = sanitize(body, limit_pings=5)
 		g.db.add(thing)
diff --git a/files/routes/comments.py b/files/routes/comments.py
index 1d97e8f4d..d9db61363 100644
--- a/files/routes/comments.py
+++ b/files/routes/comments.py
@@ -15,7 +15,7 @@ from flask import *
 from files.__main__ import app, limiter
 from files.helpers.sanitize import filter_emojis_only
 from files.helpers.marsify import marsify
-import owoify
+from files.helpers.owoify import owoify
 import requests
 from shutil import copyfile
 from json import loads
@@ -293,7 +293,7 @@ def comment(v):
 
 	body_for_sanitize = body
 	if v.owoify:
-		body_for_sanitize = owoify.owoify(body_for_sanitize)
+		body_for_sanitize = owoify(body_for_sanitize)
 	if v.marsify:
 		body_for_sanitize = marsify(body_for_sanitize)
 
@@ -729,7 +729,7 @@ def edit_comment(cid, v):
 
 		body_for_sanitize = body
 		if v.owoify:
-			body_for_sanitize = owoify.owoify(body_for_sanitize)
+			body_for_sanitize = owoify(body_for_sanitize)
 		if v.marsify:
 			body_for_sanitize = marsify(body_for_sanitize)