diff --git a/devel/rubygem-paperclip/Makefile b/devel/rubygem-paperclip/Makefile
index d6732a308d77..68d5d3467083 100644
--- a/devel/rubygem-paperclip/Makefile
+++ b/devel/rubygem-paperclip/Makefile
@@ -1,28 +1,29 @@
 # Created by: Ryan Steinmetz <zi@FreeBSD.org>
 
 PORTNAME=	paperclip
 PORTVERSION=	6.1.0
+PORTREVISION=	1
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	ruby@FreeBSD.org
 COMMENT=	Easy upload management for ActiveRecord
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 DEPRECATED=	Use ActiveStorage or a fork kt-paperclip
 EXPIRATION_DATE=2021-07-25
 
 RUN_DEPENDS=	rubygem-activemodel4>=4.2.0:databases/rubygem-activemodel4 \
 		rubygem-activesupport4>=4.2.0:devel/rubygem-activesupport4 \
-		rubygem-mimemagic>=0.3.0<0.4:misc/rubygem-mimemagic \
+		rubygem-mimemagic>=0.3<1:misc/rubygem-mimemagic \
 		rubygem-mime-types>=0:misc/rubygem-mime-types \
 		rubygem-terrapin>=0.6.0<0.7:devel/rubygem-terrapin
 
 USE_RUBY=	yes
 USES=		gem
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-paperclip/files/patch-gemspec b/devel/rubygem-paperclip/files/patch-gemspec
new file mode 100644
index 000000000000..0d2e788db577
--- /dev/null
+++ b/devel/rubygem-paperclip/files/patch-gemspec
@@ -0,0 +1,11 @@
+--- paperclip.gemspec.orig	2021-06-12 06:22:42 UTC
++++ paperclip.gemspec
+@@ -29,7 +29,7 @@ Gem::Specification.new do |s|
+       s.add_runtime_dependency(%q<activesupport>.freeze, [">= 4.2.0"])
+       s.add_runtime_dependency(%q<terrapin>.freeze, ["~> 0.6.0"])
+       s.add_runtime_dependency(%q<mime-types>.freeze, [">= 0"])
+-      s.add_runtime_dependency(%q<mimemagic>.freeze, ["~> 0.3.0"])
++      s.add_runtime_dependency(%q<mimemagic>.freeze, ["~> 0.3"])
+       s.add_development_dependency(%q<activerecord>.freeze, [">= 4.2.0"])
+       s.add_development_dependency(%q<shoulda>.freeze, [">= 0"])
+       s.add_development_dependency(%q<rspec>.freeze, ["~> 3.0"])