diff --git a/lib/gem2rpm/rpm_dependency.rb b/lib/gem2rpm/rpm_dependency.rb
index ed813f8..c28aca6 100644
--- a/lib/gem2rpm/rpm_dependency.rb
+++ b/lib/gem2rpm/rpm_dependency.rb
@@ -2,7 +2,11 @@
 
 module Gem2Rpm
   class RpmDependency < Gem2Rpm::Dependency
+    attr_reader :boolean
+
     def initialize(dependency)
+      @boolean = dependency.boolean if dependency.respond_to? :boolean
+
       if dependency.respond_to? :__getobj__
         super dependency.__getobj__
       else
@@ -13,18 +17,28 @@ def initialize(dependency)
     # Convert to rubygem() virtual provide dependency.
     def virtualize
       clone.tap do |dep|
-        dep.name = "rubygem(#{dep.name})"
+        if dep.boolean
+          dep.instance_variable_set('@boolean', "rubygem(#{dep.name})")
+        else
+          dep.name = "rubygem(#{dep.name})"
+        end
       end
     end
 
     # Output dependency with RPM requires tag.
     def with_requires
       clone.tap do |dep|
-        dep.name = case dep.type
+        prefix = case dep.type
         when :development
-          "BuildRequires: #{dep.name}"
+          "BuildRequires:"
         else
-          "Requires: #{dep.name}"
+          "Requires:"
+        end
+
+        if dep.boolean
+          dep.instance_variable_set('@boolean', "#{prefix} #{dep.boolean}")
+        else
+          dep.name = "#{prefix} #{dep.name}"
         end
       end
     end
@@ -32,17 +46,37 @@ def with_requires
     # Comment out the dependency.
     def comment_out
       clone.tap do |dep|
-        dep.name = "# #{dep.name}"
+        if dep.boolean
+          dep.instance_variable_set('@boolean', "# #{dep.boolean}")
+        else
+          dep.name = "# #{dep.name}"
+        end
+      end
+    end
+
+    # Represent as boolean RPM dependency.
+    def booleanize
+      clone.tap do |dep|
+        rpm_dependencies = requirement.map do |version|
+          version = nil if version && version.to_s.empty?
+          [name, version].compact.join(' ')
+        end
+
+        rpm_dependencies = rpm_dependencies.join(' with ')
+        if requirement.size > 1
+           rpm_dependencies = "(#{rpm_dependencies})"
+        end
+
+        dep.instance_variable_set('@boolean', rpm_dependencies)
       end
     end
 
     # Returns string with entry suitable for RPM .spec file.
     def to_rpm
-      rpm_dependencies = requirement.map do |version|
+      boolean || requirement.map do |version|
         version = nil if version && version.to_s.empty?
         [name, version].compact.join(' ')
-      end
-      rpm_dependencies.join("\n")
+      end.join("\n")
     end
   end
 end
diff --git a/lib/gem2rpm/rpm_dependency_list.rb b/lib/gem2rpm/rpm_dependency_list.rb
index 7da2dbe..941fca3 100644
--- a/lib/gem2rpm/rpm_dependency_list.rb
+++ b/lib/gem2rpm/rpm_dependency_list.rb
@@ -49,6 +49,13 @@ def comment_out
       self.class.new dep_list
     end
 
+    # Represent as boolean RPM dependency.
+    def booleanize
+      dep_list = self.map(&:booleanize)
+
+      self.class.new dep_list
+    end
+
     # Returns string with all dependencies from the list converted into entries
     # suitable for RPM .spec file. Thise entries should include all necessary
     # macros depending on file categorization.
diff --git a/test/test_rpm_dependency.rb b/test/test_rpm_dependency.rb
index 88d5820..3818a02 100644
--- a/test/test_rpm_dependency.rb
+++ b/test/test_rpm_dependency.rb
@@ -44,4 +44,9 @@ def test_comment_out
     assert_equal "# #{results.first}",
       Gem2Rpm::RpmDependency.new(entries.first).comment_out.to_rpm
   end
+
+  def test_booleanize
+    assert_equal %|(#{results[1].split("\n").join(' with ')})|,
+      Gem2Rpm::RpmDependency.new(entries[1]).booleanize.to_rpm
+  end
 end
diff --git a/test/test_rpm_dependency_list.rb b/test/test_rpm_dependency_list.rb
index cd19651..cfbd378 100644
--- a/test/test_rpm_dependency_list.rb
+++ b/test/test_rpm_dependency_list.rb
@@ -68,4 +68,20 @@ def test_comment_out
 
     assert_equal result, @dependency_list.comment_out.to_rpm
   end
+
+  def test_booleanize
+    result =
+      "empty_requirement\n" \
+      "(pessimistic_constraint >= 1.0 with pessimistic_constraint < 2)\n" \
+      "development_dependency\n"
+    assert_equal result, @dependency_list.booleanize.to_rpm
+  end
+
+  def test_full_conversion_chain
+    result =
+      "# Requires: rubygem(empty_requirement)\n" \
+      "# Requires: (rubygem(pessimistic_constraint) >= 1.0 with rubygem(pessimistic_constraint) < 2)\n" \
+      "# BuildRequires: rubygem(development_dependency)\n"
+    assert_equal result, @dependency_list.virtualize.booleanize.with_requires.comment_out.to_rpm
+  end
 end