diff --git a/games/rubygem-lolcat/Makefile b/games/rubygem-lolcat/Makefile
index a4301c205ee3..568695f13c63 100644
--- a/games/rubygem-lolcat/Makefile
+++ b/games/rubygem-lolcat/Makefile
@@ -1,16 +1,18 @@
 # $FreeBSD$
 
 PORTNAME=	lolcat
-PORTVERSION=	42.0.99
-PORTREVISION=	4
+PORTVERSION=	90.8.8
 CATEGORIES=	games
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Rainbows and unicorns
 
-RUN_DEPENDS=	rubygem-trollop1>=1.9:devel/rubygem-trollop1 \
-		rubygem-paint>=0.8.5:devel/rubygem-paint
+LICENSE=	BSD3CLAUSE
+LICENSE_FILE=	${WRKSRC}/LICENSE
+
+RUN_DEPENDS=	rubygem-paint>=2.0.0:devel/rubygem-paint \
+		rubygem-trollop>=2.1.2:devel/rubygem-trollop
 
 NO_ARCH=	yes
 USE_RUBY=	yes
diff --git a/games/rubygem-lolcat/distinfo b/games/rubygem-lolcat/distinfo
index b3d5323ee644..364a1acb491e 100644
--- a/games/rubygem-lolcat/distinfo
+++ b/games/rubygem-lolcat/distinfo
@@ -1,2 +1,3 @@
-SHA256 (rubygem/lolcat-42.0.99.gem) = cafd788a6b3e0177a20a9e44dfbb144ea0b6b62c9c9fb413c5223778cdd92558
-SIZE (rubygem/lolcat-42.0.99.gem) = 204288
+TIMESTAMP = 1518538809
+SHA256 (rubygem/lolcat-90.8.8.gem) = ce80b9e21503553fd8cc9bc2bae6a66bfe300bc580a7b1284de06e8e300f03e0
+SIZE (rubygem/lolcat-90.8.8.gem) = 56832
diff --git a/games/rubygem-lolcat/files/patch-gemspec b/games/rubygem-lolcat/files/patch-gemspec
deleted file mode 100644
index c0270614db57..000000000000
--- a/games/rubygem-lolcat/files/patch-gemspec
+++ /dev/null
@@ -1,11 +0,0 @@
---- lolcat.gemspec.orig	2016-03-31 18:34:16 UTC
-+++ lolcat.gemspec
-@@ -21,7 +21,7 @@ Gem::Specification.new do |s|
-     s.specification_version = 3
- 
-     if Gem::Version.new(Gem::VERSION) >= Gem::Version.new('1.2.0') then
--      s.add_runtime_dependency(%q<paint>.freeze, ["~> 0.8.3"])
-+      s.add_runtime_dependency(%q<paint>.freeze, [">= 0.8.3"])
-       s.add_runtime_dependency(%q<trollop>.freeze, ["~> 1.16.2"])
-     else
-       s.add_dependency(%q<paint>.freeze, ["~> 0.8.3"])