diff --git a/files/routes/comments.py b/files/routes/comments.py
index 7dab9975e..8ad018d39 100644
--- a/files/routes/comments.py
+++ b/files/routes/comments.py
@@ -168,7 +168,7 @@ def api_comment(v):
 		if time.time() > v.longpost:
 			v.longpost = None
 			g.db.add(v)
-		elif len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+		elif len(body) < 280 or ' [](' in body or body.startswith('[]('): return {"error":"You have to type more than 280 characters!"}, 403
 
 	if not body and not request.files.get('file'): return {"error":"You need to actually write something!"}, 400
 	
@@ -194,7 +194,7 @@ def api_comment(v):
 
 	if v.marseyawarded and len(list(re.finditer('>[^<\s+]|[^>\s+]<', body_html))) > 0: return {"error":"You can only type marseys!"}, 403
 
-	if v.longpost and len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+	if v.longpost and (len(body) < 280 or ' [](' in body or body.startswith('[](')): return {"error":"You have to type more than 280 characters!"}, 403
 
 	bans = filter_comment_html(body_html)
 
@@ -621,7 +621,7 @@ def edit_comment(cid, v):
 			if time.time() > v.longpost:
 				v.longpost = None
 				g.db.add(v)
-			elif len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+			elif len(body) < 280 or ' [](' in body or body.startswith('[]('): return {"error":"You have to type more than 280 characters!"}, 403
 
 		for i in re.finditer('^(https:\/\/.*\.(png|jpg|jpeg|gif|webp|PNG|JPG|JPEG|GIF|WEBP|9999))', body, re.MULTILINE):
 			if "wikipedia" not in i.group(1): body = body.replace(i.group(1), f'![]({i.group(1)})')
@@ -630,7 +630,7 @@ def edit_comment(cid, v):
 
 		if v.marseyawarded and len(list(re.finditer('>[^<\s+]|[^>\s+]<', body_html))) > 0: return {"error":"You can only type marseys!"}, 403
 
-		if v.longpost and len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+		if v.longpost and (len(body) < 280 or ' [](' in body or body.startswith('[](')): return {"error":"You have to type more than 280 characters!"}, 403
 
 		bans = filter_comment_html(body_html)
 
diff --git a/files/routes/posts.py b/files/routes/posts.py
index 93fe7851c..16850c809 100644
--- a/files/routes/posts.py
+++ b/files/routes/posts.py
@@ -238,7 +238,7 @@ def edit_post(pid, v):
 		if time.time() > v.longpost:
 			v.longpost = None
 			g.db.add(v)
-		elif len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+		elif len(body) < 280 or ' [](' in body or body.startswith('[]('): return {"error":"You have to type more than 280 characters!"}, 403
 
 	if title != p.title:
 		title_html = filter_title(title)
@@ -264,7 +264,7 @@ def edit_post(pid, v):
 		p.body = body
 		if v.marseyawarded and len(list(re.finditer('>[^<\s+]|[^>\s+]<', body_html))) > 0: return {"error":"You can only type marseys!"}, 40
 
-		if v.longpost and len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+		if v.longpost and (len(body) < 280 or ' [](' in body or body.startswith('[](')): return {"error":"You have to type more than 280 characters!"}, 403
 
 		p.body_html = body_html
 
@@ -531,7 +531,7 @@ def submit_post(v):
 
 	if v.marseyawarded and len(list(re.finditer('>[^<\s+]|[^>\s+]<', title_html))) > 0: return {"error":"You can only type marseys!"}, 40
 
-	if v.longpost and len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+	if v.longpost and (len(body) < 280 or ' [](' in body or body.startswith('[](')): return {"error":"You have to type more than 280 characters!"}, 403
 
 	if url:
 		if "/i.imgur.com/" in url: url = url.replace(".png", ".webp").replace(".jpg", ".webp").replace(".jpeg", ".webp")
@@ -618,7 +618,7 @@ def submit_post(v):
 		if time.time() > v.longpost:
 			v.longpost = None
 			g.db.add(v)
-		elif len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+		elif len(body) < 280 or ' [](' in body or body.startswith('[]('): return {"error":"You have to type more than 280 characters!"}, 403
 
 	dup = g.db.query(Submission).filter(
 		Submission.author_id == v.id,
@@ -701,7 +701,7 @@ def submit_post(v):
 
 	if v.marseyawarded and len(list(re.finditer('>[^<\s+]|[^>\s+]<', body_html))) > 0: return {"error":"You can only type marseys!"}, 400
 
-	if v.longpost and len(body) < 280: return {"error":"You have to type more than 280 characters!"}, 403
+	if v.longpost and (len(body) < 280 or ' [](' in body or body.startswith('[](')): return {"error":"You have to type more than 280 characters!"}, 403
 
 	if len(body_html) > 20000: return {"error":"Submission body too long!"}, 400