diff --git a/src/evaluator/context.cc b/src/evaluator/context.cc
index 1d22635..746c9e2 100644
--- a/src/evaluator/context.cc
+++ b/src/evaluator/context.cc
@@ -17,7 +17,7 @@ auto EvaluationContext::prepare(const sourcemeta::jsontoolkit::JSON &instance)
   this->labels.clear();
   this->property_as_instance = false;
   this->evaluated_.clear();
-  this->annotation_blacklist.clear();
+  this->evaluated_blacklist_.clear();
 }
 
 auto EvaluationContext::push_without_traverse(
@@ -92,12 +92,8 @@ auto EvaluationContext::pop(const bool dynamic) -> void {
   }
 }
 
-// TODO: At least currently, we only need to mask if a schema
-// makes use of `unevaluatedProperties` or `unevaluatedItems`
-// Detect if a schema does need this so if not, we avoid
-// an unnecessary copy
 auto EvaluationContext::mask() -> void {
-  this->annotation_blacklist.push_back(this->evaluate_path_);
+  this->evaluated_blacklist_.push_back(this->evaluate_path_);
 }
 
 auto EvaluationContext::enter(
@@ -219,34 +215,11 @@ auto EvaluationContext::evaluate(
 }
 
 auto EvaluationContext::is_evaluated(
-    const sourcemeta::jsontoolkit::Pointer::Token::Property &property) const
-    -> bool {
+    sourcemeta::jsontoolkit::WeakPointer::Token &&token) const -> bool {
   auto expected_instance_location = this->instance_location_;
-  expected_instance_location.push_back(property);
-
-  for (const auto &entry : this->evaluated_) {
-    if (entry.first == expected_instance_location &&
-        // Its not possible to affect cousins
-        entry.second.starts_with(this->evaluate_path_.initial())) {
-      // Handle "not"
-      for (const auto &mask : this->annotation_blacklist) {
-        if (entry.second.starts_with(mask) &&
-            !this->evaluate_path_.starts_with(mask)) {
-          return false;
-        }
-      }
-
-      return true;
-    }
-  }
-
-  return false;
-}
-
-auto EvaluationContext::is_evaluated(
-    const sourcemeta::jsontoolkit::Pointer::Token::Index index) const -> bool {
-  auto expected_instance_location = this->instance_location_;
-  expected_instance_location.push_back(index);
+  // TODO: Allow directly pushing back a token
+  expected_instance_location.push_back(
+      sourcemeta::jsontoolkit::WeakPointer{std::move(token)});
 
   for (const auto &entry : this->evaluated_) {
     if ((entry.first == expected_instance_location ||
@@ -254,7 +227,7 @@ auto EvaluationContext::is_evaluated(
         // Its not possible to affect cousins
         entry.second.starts_with(this->evaluate_path_.initial())) {
       // Handle "not"
-      for (const auto &mask : this->annotation_blacklist) {
+      for (const auto &mask : this->evaluated_blacklist_) {
         if (entry.second.starts_with(mask) &&
             !this->evaluate_path_.starts_with(mask)) {
           return false;
diff --git a/src/evaluator/evaluator.cc b/src/evaluator/evaluator.cc
index 2f2d25a..07d23fd 100644
--- a/src/evaluator/evaluator.cc
+++ b/src/evaluator/evaluator.cc
@@ -722,7 +722,8 @@ auto evaluate_step(const sourcemeta::blaze::Template::value_type &step,
       result = true;
 
       for (const auto &entry : target.as_object()) {
-        if (context.is_evaluated(entry.first)) {
+        if (context.is_evaluated(
+                sourcemeta::jsontoolkit::WeakPointer::Token{entry.first})) {
           continue;
         }
 
@@ -750,7 +751,8 @@ auto evaluate_step(const sourcemeta::blaze::Template::value_type &step,
       for (auto iterator = array.cbegin(); iterator != array.cend();
            ++iterator) {
         const auto index{std::distance(array.cbegin(), iterator)};
-        if (context.is_evaluated(static_cast<Pointer::Token::Index>(index))) {
+        if (context.is_evaluated(
+                static_cast<WeakPointer::Token::Index>(index))) {
           continue;
         }
 
diff --git a/src/evaluator/include/sourcemeta/blaze/evaluator_context.h b/src/evaluator/include/sourcemeta/blaze/evaluator_context.h
index a0d8cac..82975fe 100644
--- a/src/evaluator/include/sourcemeta/blaze/evaluator_context.h
+++ b/src/evaluator/include/sourcemeta/blaze/evaluator_context.h
@@ -98,15 +98,9 @@ class SOURCEMETA_BLAZE_EVALUATOR_EXPORT EvaluationContext {
   auto
   evaluate(const sourcemeta::jsontoolkit::Pointer &relative_instance_location)
       -> void;
-  auto mask() -> void;
-
-  // TODO: Have a single is_evaluated() that operates on a Token?
-  auto is_evaluated(
-      const sourcemeta::jsontoolkit::Pointer::Token::Property &property) const
-      -> bool;
-  auto
-  is_evaluated(const sourcemeta::jsontoolkit::Pointer::Token::Index index) const
+  auto is_evaluated(sourcemeta::jsontoolkit::WeakPointer::Token &&token) const
       -> bool;
+  auto mask() -> void;
 
 public:
   // TODO: Remove this
@@ -128,13 +122,12 @@ class SOURCEMETA_BLAZE_EVALUATOR_EXPORT EvaluationContext {
   std::vector<std::size_t> resources_;
   std::map<std::size_t, const std::reference_wrapper<const Template>> labels;
   bool property_as_instance{false};
-  // TODO: Turn this into a trie
+
+  // TODO: Turn these into a trie
   std::vector<std::pair<sourcemeta::jsontoolkit::WeakPointer,
                         sourcemeta::jsontoolkit::WeakPointer>>
       evaluated_;
-
-  // TODO: Make this part of the trie above
-  std::vector<sourcemeta::jsontoolkit::WeakPointer> annotation_blacklist;
+  std::vector<sourcemeta::jsontoolkit::WeakPointer> evaluated_blacklist_;
 #if defined(_MSC_VER)
 #pragma warning(default : 4251 4275)
 #endif