diff --git a/files/helpers/const.py b/files/helpers/const.py
index 85fb603e6..945fd78cd 100644
--- a/files/helpers/const.py
+++ b/files/helpers/const.py
@@ -677,7 +677,7 @@ marsey_regex = re.compile("[a-z0-9]{1,30}", flags=re.A)
 
 tags_regex = re.compile("[a-z0-9: ]{1,200}", flags=re.A)
 
-image_regex = re.compile("(^https:\/\/[\w\-.#&/=\?@%;+]{5,250}(\.png|\.jpg|\.jpeg|\.gif|\.webp|maxwidth=9999|fidelity=high)($|\s))", flags=re.I|re.M|re.A)
+image_regex = re.compile("(?<=^|\s)(https:\/\/[\w\-.#&/=\?@%;+]{5,250}(\.png|\.jpg|\.jpeg|\.gif|\.webp|maxwidth=9999|fidelity=high))(?=$|\s)", flags=re.I|re.M|re.A)
 
 valid_sub_regex = re.compile("^[a-zA-Z0-9_\-]{3,20}$", flags=re.A)