diff --git a/games/rubygem-lolcat/Makefile b/games/rubygem-lolcat/Makefile
index cac4c3e4a8e5..bc23dbe2dd1b 100644
--- a/games/rubygem-lolcat/Makefile
+++ b/games/rubygem-lolcat/Makefile
@@ -1,35 +1,35 @@
 PORTNAME=	lolcat
 PORTVERSION=	100.0.1
-PORTREVISION=	1
+PORTREVISION=	2
 CATEGORIES=	games
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Rainbows and unicorns
 WWW=		https://github.com/busyloop/lolcat
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
-RUN_DEPENDS=	rubygem-manpages>=0.6.1<0.7:devel/rubygem-manpages \
+RUN_DEPENDS=	rubygem-manpages>=0.6.1<1:devel/rubygem-manpages \
 		rubygem-optimist>=3.0.0<4:devel/rubygem-optimist \
 		rubygem-paint>=2.1<3:devel/rubygem-paint
 
 USES=		gem
 
 NO_ARCH=	yes
 
 PLIST_FILES=	bin/lolcat \
 		share/man/man6/lolcat.6.gz
 
 CONFLICTS_INSTALL=	lolcat # bin/lolcat
 
 post-build:
 	@${REINPLACE_CMD} -e 's|man/lolcat.6|&.gz|' ${WRKSRC}/${GEMSPEC}
 
 # compress the manpage manually instead of MANDIRS because of the order in
 # _STAGE_SEQ: 820:gem-autoplist 850:compress-man
 post-install:
 	${GZIP_CMD} ${STAGEDIR}${PREFIX}/${GEM_LIB_DIR}/man/lolcat.6
 
 .include <bsd.port.mk>
diff --git a/games/rubygem-lolcat/files/patch-gemspec b/games/rubygem-lolcat/files/patch-gemspec
index 6281085461c3..826aca9f3e48 100644
--- a/games/rubygem-lolcat/files/patch-gemspec
+++ b/games/rubygem-lolcat/files/patch-gemspec
@@ -1,11 +1,12 @@
---- lolcat.gemspec.orig	2024-02-20 14:33:03 UTC
+--- lolcat.gemspec.orig	2026-05-19 23:34:02 UTC
 +++ lolcat.gemspec
 @@ -21,7 +21,7 @@ Gem::Specification.new do |s|
  
    s.add_development_dependency(%q<rake>.freeze, [">= 0".freeze])
    s.add_runtime_dependency(%q<paint>.freeze, ["~> 2.1".freeze])
 -  s.add_runtime_dependency(%q<optimist>.freeze, ["~> 3.0.0".freeze])
+-  s.add_runtime_dependency(%q<manpages>.freeze, ["~> 0.6.1".freeze])
 +  s.add_runtime_dependency(%q<optimist>.freeze, ["~> 3.0".freeze])
-   s.add_runtime_dependency(%q<manpages>.freeze, ["~> 0.6.1".freeze])
++  s.add_runtime_dependency(%q<manpages>.freeze, ["~> 0.6".freeze, ">= 0.6.1".freeze])
  end