diff --git a/lib/phlex/helpers.rb b/lib/phlex/helpers.rb
index b5a7cd39..36b28169 100644
--- a/lib/phlex/helpers.rb
+++ b/lib/phlex/helpers.rb
@@ -5,37 +5,12 @@
 end
 
 module Phlex::Helpers
-	private
-
-	def tokens(*tokens, **conditional_tokens)
-		conditional_tokens.each do |condition, token|
-			case condition
-			when Symbol then next unless send(condition)
-			when Proc then next unless condition.call
-			else raise ArgumentError,
-				"The class condition must be a Symbol or a Proc."
-			end
-
-			case token
-			when Symbol then tokens << token.name
-			when String then tokens << token
-			when Array then tokens.concat(token)
-			else raise ArgumentError,
-				"Conditional classes must be Symbols, Strings, or Arrays of Symbols or Strings."
-			end
-		end
-
-		tokens.compact.join(" ")
+	def tokens(...)
+		Phlex::Helpers::TokenGenerator.new(self, ...).call
 	end
 
 	def classes(*tokens, **conditional_tokens)
-		tokens = self.tokens(*tokens, **conditional_tokens)
-
-		if tokens.empty?
-			{}
-		else
-			{ class: tokens }
-		end
+		Phlex::Helpers::TokenGenerator.new(self, *tokens, namespace: :class, **conditional_tokens).call
 	end
 
 	def mix(*args)
diff --git a/lib/phlex/helpers/token_generator.rb b/lib/phlex/helpers/token_generator.rb
new file mode 100644
index 00000000..c16cb566
--- /dev/null
+++ b/lib/phlex/helpers/token_generator.rb
@@ -0,0 +1,71 @@
+# frozen_string_literal: true
+
+module Phlex::Helpers
+	class TokenGenerator
+		def initialize(context, *tokens, namespace: nil, **conditional_tokens)
+			raise ArgumentError, "Tokens should not be passed as an array" if tokens[0].is_a?(Array)
+
+			@tokens = tokens
+			@context = context
+			@conditional_tokens = conditional_tokens
+			@namespace = namespace
+		end
+
+		# Converts non-hash token values into a :then/:else hash structure
+		def self.normalize_conditional_tokens(tokens)
+			{}.tap do |validated_tokens|
+				tokens.each do |condition, value|
+					validated_tokens[condition] = begin
+						case value
+						when Hash then validate_hash!(value)
+						else { then: value }
+						end
+					end
+				end
+			end
+		end
+
+		# Ensures a hash token value structure has at minimum a :then entry
+		def self.validate_hash!(hash)
+			raise ArgumentError, "Token hash mush have a :then key" unless hash.key?(:then)
+
+			hash
+		end
+
+		def call
+			return {} if @namespace && all_tokens.empty?
+			return { @namespace.to_sym => all_tokens_value } if @namespace
+
+			all_tokens_value
+		end
+
+		private
+
+		# Joins all_tokens array with <space> separator
+		def all_tokens_value
+			all_tokens.join(" ")
+		end
+
+		# Returns array of tokens and conditional tokens that passed checks
+		def all_tokens
+			@all_tokens ||= [
+				*@tokens,
+				*normalized_conditional_tokens.map do |symbol_or_proc, token_hash|
+					result = case symbol_or_proc
+						when Symbol then @context.send(symbol_or_proc)
+						when Proc then symbol_or_proc.call
+						else raise ArgumentError,
+							"The class condition must be a Symbol or a Proc."
+					end
+
+					result ? token_hash[:then] : token_hash[:else]
+				end
+			].compact.uniq
+		end
+
+		# Memoized hash of normalized conditional tokens
+		def normalized_conditional_tokens
+			@normalized_conditional_tokens ||= TokenGenerator.normalize_conditional_tokens(@conditional_tokens)
+		end
+	end
+end
diff --git a/test/phlex/view/tokens.rb b/test/phlex/view/tokens.rb
index 8dac0e48..9cd381f1 100644
--- a/test/phlex/view/tokens.rb
+++ b/test/phlex/view/tokens.rb
@@ -43,5 +43,51 @@ def template
 					%(<a href="/" class="a b c true">Home</a>)
 			end
 		end
+
+		with "negative conditionals" do
+			view do
+				def template
+					a href: "/", **classes("a", "b", "c",
+						active?: {
+							then: "active",
+							else: "inactive"
+						}) do
+						"Home"
+					end
+				end
+
+				def active?
+					false
+				end
+			end
+
+			it "works" do
+				expect(output).to be ==
+					%(<a href="/" class="a b c inactive">Home</a>)
+			end
+		end
+
+		with "no truthy conditionals" do
+			view do
+				def template
+					a href: "/", **classes(
+						active?: {
+							then: "active"
+						}
+					) do
+						"Home"
+					end
+				end
+
+				def active?
+					false
+				end
+			end
+
+			it "works" do
+				expect(output).to be ==
+					%(<a href="/">Home</a>)
+			end
+		end
 	end
 end