diff --git a/config/punctuation/default.conf b/config/punctuation/default.conf
index a3bbd7c3..e90d9bf5 100644
--- a/config/punctuation/default.conf
+++ b/config/punctuation/default.conf
@@ -57,7 +57,6 @@ regex;[\s*|'|"][\s*|'|"]>:\):===:evil smile
 regex;[\s*|'|"][\s*|'|"]>:-\):===:evil smile
 regex;[\s*|'|"][\s*|'|"]\\o/:===:Hurray
 regex;[\s*|'|"][\s*|'|"]:/:===:confused
-regex;[\s*|'|"][\s*|'|"]8\):===:smile with sunglasses
 regex;[\s*|'|"]:D[\s*|'|"]:===:laugh
 regex;[\s*|'|"];\)[\s*|'|"]:===:wink
 regex;[\s*|'|"]XD[\s*|'|"]:===:LOL
@@ -69,5 +68,5 @@ regex;[\s*|'|"]->[\s*|'|"]:===:arrow right
 # or
 #([ |^])<-([ ,.!?$]):===:arrow left\2
 regex;[\s*|'|"]<-[\s*|'|"]:===:arrow left
-regex;[\s*|'|"](Oo)|(oO)[\s*|'|"]:===:WTF?
+regex;[\s+|'|"](Oo)|(oO)[\s+|'|"]:===:WTF?
 regex;[\s*|'|"]\^\^[\s*|'|"]:===:enjoy smile
diff --git a/config/punctuation/en.conf b/config/punctuation/en.conf
index 686ce536..8656411c 100644
--- a/config/punctuation/en.conf
+++ b/config/punctuation/en.conf
@@ -57,7 +57,6 @@ regex;[\s*|'|"][\s*|'|"]>:\):===:evil smile
 regex;[\s*|'|"][\s*|'|"]>:-\):===:evil smile
 regex;[\s*|'|"][\s*|'|"]\\o/:===:Hurray
 regex;[\s*|'|"][\s*|'|"]:/:===:confused
-regex;[\s*|'|"][\s*|'|"]8\):===:smile with sunglasses
 regex;[\s*|'|"]:D[\s*|'|"]:===:laugh
 regex;[\s*|'|"];\)[\s*|'|"]:===:wink
 regex;[\s*|'|"]XD[\s*|'|"]:===:LOL
@@ -69,5 +68,5 @@ regex;[\s*|'|"]->[\s*|'|"]:===:arrow right
 # or
 #([ |^])<-([ ,.!?$]):===:arrow left\2
 regex;[\s*|'|"]<-[\s*|'|"]:===:arrow left
-regex;[\s*|'|"][O|o][O|o][\s*|'|"]:===:WTF?
+regex;[\s+|'|"][O|o][O|o][\s+|'|"]:===:WTF?
 regex;[\s*|'|"]\^\^[\s*|'|"]:===:enjoy smile