diff --git a/devel/Makefile b/devel/Makefile
index 1dc172a38d67..e8138f4bed14 100644
--- a/devel/Makefile
+++ b/devel/Makefile
@@ -5807,6 +5807,7 @@
     SUBDIR += rubygem-omniauth_crowd22
     SUBDIR += rubygem-open3_backport
     SUBDIR += rubygem-open4
+    SUBDIR += rubygem-optimist
     SUBDIR += rubygem-orm_adapter
     SUBDIR += rubygem-os
     SUBDIR += rubygem-p4ruby
diff --git a/devel/rubygem-optimist/Makefile b/devel/rubygem-optimist/Makefile
new file mode 100644
index 000000000000..de4e5402103d
--- /dev/null
+++ b/devel/rubygem-optimist/Makefile
@@ -0,0 +1,19 @@
+# Created by: Po-Chuan Hsieh <sunpoet@FreeBSD.org>
+# $FreeBSD$
+
+PORTNAME=	optimist
+PORTVERSION=	3.0.0
+CATEGORIES=	devel rubygems
+MASTER_SITES=	RG
+
+MAINTAINER=	sunpoet@FreeBSD.org
+COMMENT=	commandline option parser for Ruby
+
+LICENSE=	MIT
+
+USES=		gem
+USE_RUBY=	yes
+
+NO_ARCH=	yes
+
+.include <bsd.port.mk>
diff --git a/devel/rubygem-optimist/distinfo b/devel/rubygem-optimist/distinfo
new file mode 100644
index 000000000000..0e86cac42a81
--- /dev/null
+++ b/devel/rubygem-optimist/distinfo
@@ -0,0 +1,3 @@
+TIMESTAMP = 1536188114
+SHA256 (rubygem/optimist-3.0.0.gem) = 9248b63be64ee1516f2e1a1d98d8528571eb2a48399e19188db1d865c7cd5d16
+SIZE (rubygem/optimist-3.0.0.gem) = 29696
diff --git a/devel/rubygem-optimist/pkg-descr b/devel/rubygem-optimist/pkg-descr
new file mode 100644
index 000000000000..419161512312
--- /dev/null
+++ b/devel/rubygem-optimist/pkg-descr
@@ -0,0 +1,6 @@
+Optimist is a commandline option parser for Ruby that just gets out of your way.
+One line of code per option is all you need to write. For that, you get a nice
+automatically-generated help page, robust option parsing, and sensible defaults
+for everything you don't specify.
+
+WWW: https://manageiq.github.io/optimist/