diff --git a/devel/rubygem-io-event/Makefile b/devel/rubygem-io-event/Makefile
index 093f265a8a22..b00287351796 100644
--- a/devel/rubygem-io-event/Makefile
+++ b/devel/rubygem-io-event/Makefile
@@ -1,16 +1,16 @@
 PORTNAME=	io-event
-PORTVERSION=	1.19.5
+PORTVERSION=	1.21.1
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Event loop
 WWW=		https://socketry.github.io/io-event/ \
 		https://github.com/socketry/io-event
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/license.md
 
 USES=		gem
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-io-event/distinfo b/devel/rubygem-io-event/distinfo
index bf979a41af28..4e366973fbc8 100644
--- a/devel/rubygem-io-event/distinfo
+++ b/devel/rubygem-io-event/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1787588194
-SHA256 (rubygem/io-event-1.19.5.gem) = b168a9b7c5a0e894f2047f82f4bf831f59edd067843005e930a62f375738bad2
-SIZE (rubygem/io-event-1.19.5.gem) = 62976
+TIMESTAMP = 1788500562
+SHA256 (rubygem/io-event-1.21.1.gem) = b3088f89ad67edf9be9fc2f48a5fae0790e92862487551eeb337b49098eb99e6
+SIZE (rubygem/io-event-1.21.1.gem) = 65024