diff --git a/ChangeLog b/ChangeLog
index 2d6fdcb4f8..7690de598a 100644
--- a/ChangeLog
+++ b/ChangeLog
@@ -1,3 +1,9 @@
+Tue Oct 18 02:24:29 2016  Aurelien Jacobs  <aurel@gnuage.org>
+
+	* lib/logger.rb (Logger::Period#next_rotate_time): fix monthly log
+	  rotate when DST is applied during a month of 31 days.
+	  [Fix GH-1458]
+
 Wed Oct 12 22:31:09 2016  SHIBATA Hiroshi  <hsbt@ruby-lang.org>
 
 	* tool/downloader.rb: Removed verification of gem certification.
diff --git a/lib/logger.rb b/lib/logger.rb
index 5a310bacb5..259d4692b1 100644
--- a/lib/logger.rb
+++ b/lib/logger.rb
@@ -593,8 +593,8 @@ private
       when 'weekly'
         t = Time.mktime(now.year, now.month, now.mday) + SiD * (7 - now.wday)
       when 'monthly'
-        t = Time.mktime(now.year, now.month, 1) + SiD * 31
-        return Time.mktime(t.year, t.month, 1) if t.mday > 1
+        t = Time.mktime(now.year, now.month, 1) + SiD * 32
+        return Time.mktime(t.year, t.month, 1)
       else
         return now
       end
diff --git a/test/logger/test_logdevice.rb b/test/logger/test_logdevice.rb
index 8a7938984f..dd035e2f85 100644
--- a/test/logger/test_logdevice.rb
+++ b/test/logger/test_logdevice.rb
@@ -483,6 +483,49 @@ class TestLogDevice < Test::Unit::TestCase
     end
   end if env_tz_works
 
+  def test_shifting_monthly
+    Dir.mktmpdir do |tmpdir|
+      assert_in_out_err([{"TZ"=>"UTC"}, *%W"-rlogger -C#{tmpdir} -"], <<-'end;')
+        begin
+          module FakeTime
+            attr_accessor :now
+          end
+
+          class << Time
+            prepend FakeTime
+          end
+
+          log = "log"
+          File.open(log, "w") {}
+
+          Time.now = Time.utc(2015, 12, 14, 0, 1, 1)
+          dev = Logger::LogDevice.new("log", shift_age: 'monthly')
+
+          Time.now = Time.utc(2015, 12, 31, 12, 34, 56)
+          dev.write("#{Time.now} hello-1\n")
+          File.utime(Time.now, Time.now, log)
+
+          Time.now = Time.utc(2016, 1, 1, 0, 1, 1)
+          File.utime(Time.now, Time.now, log)
+          dev.write("#{Time.now} hello-2\n")
+        ensure
+          dev.close if dev
+        end
+      end;
+      log = File.join(tmpdir, "log")
+      cont = File.read(log)
+      assert_match(/hello-2/, cont)
+      assert_not_match(/hello-1/, cont)
+      log = Dir.glob(log+".*")
+      assert_equal(1, log.size)
+      log, = *log
+      cont = File.read(log)
+      assert_match(/hello-1/, cont)
+      assert_equal("2015-12-31", cont[/^[-\d]+/])
+      assert_equal("20151231", log[/\d+\z/])
+    end
+  end if env_tz_works
+
   def test_shifting_dst_change
     Dir.mktmpdir do |tmpdir|
       assert_in_out_err([{"TZ"=>"Europe/London"}, *%W"--disable=gems -rlogger -C#{tmpdir} -"], <<-'end;')
@@ -549,6 +592,53 @@ class TestLogDevice < Test::Unit::TestCase
     end
   end if env_tz_works
 
+  def test_shifting_monthly_dst_change
+    Dir.mktmpdir do |tmpdir|
+      assert_separately([{"TZ"=>"Europe/London"}, *%W"-rlogger -C#{tmpdir} -"], <<-'end;')
+        begin
+          module FakeTime
+            attr_accessor :now
+          end
+
+          class << Time
+            prepend FakeTime
+          end
+
+          log = "log"
+          File.open(log, "w") {}
+
+          Time.now = Time.utc(2016, 9, 1, 0, 1, 1)
+          dev = Logger::LogDevice.new("log", shift_age: 'monthly')
+
+          Time.now = Time.utc(2016, 9, 8, 7, 6, 5)
+          dev.write("#{Time.now} hello-1\n")
+          File.utime(Time.now, Time.now, log)
+
+          Time.now = Time.utc(2016, 10, 9, 8, 7, 6)
+          File.utime(Time.now, Time.now, log)
+          dev.write("#{Time.now} hello-2\n")
+
+          Time.now = Time.utc(2016, 10, 9, 8, 7, 7)
+          File.utime(Time.now, Time.now, log)
+          dev.write("#{Time.now} hello-3\n")
+        ensure
+          dev.close if dev
+        end
+      end;
+      log = File.join(tmpdir, "log")
+      cont = File.read(log)
+      assert_match(/hello-2/, cont)
+      assert_not_match(/hello-1/, cont)
+      log = Dir.glob(log+".*")
+      assert_equal(1, log.size)
+      log, = *log
+      cont = File.read(log)
+      assert_match(/hello-1/, cont)
+      assert_equal("2016-09-08", cont[/^[-\d]+/])
+      assert_equal("20160930", log[/\d+\z/])
+    end
+  end if env_tz_works
+
   private
 
   def run_children(n, args, src)
diff --git a/version.h b/version.h
index 158b3334ce..7df536a3cf 100644
--- a/version.h
+++ b/version.h
@@ -1,6 +1,6 @@
 #define RUBY_VERSION "2.3.2"
 #define RUBY_RELEASE_DATE "2016-10-18"
-#define RUBY_PATCHLEVEL 196
+#define RUBY_PATCHLEVEL 197
 
 #define RUBY_RELEASE_YEAR 2016
 #define RUBY_RELEASE_MONTH 10