diff --git a/textproc/rubygem-asciidoctor-pdf/Makefile b/textproc/rubygem-asciidoctor-pdf/Makefile
index 6cc7d285371d..395eff7b19a4 100644
--- a/textproc/rubygem-asciidoctor-pdf/Makefile
+++ b/textproc/rubygem-asciidoctor-pdf/Makefile
@@ -1,33 +1,32 @@
 PORTNAME=	asciidoctor-pdf
-PORTVERSION=	2.3.19
-PORTREVISION=	3
+PORTVERSION=	2.3.20
 CATEGORIES=	textproc rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Convert AsciiDoc documents to PDF
 WWW=		https://docs.asciidoctor.org/pdf-converter/latest/ \
 		https://github.com/asciidoctor/asciidoctor-pdf
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	rubygem-asciidoctor>=2.0<3:textproc/rubygem-asciidoctor \
-		rubygem-concurrent-ruby>=1.1<2:devel/rubygem-concurrent-ruby \
+		rubygem-concurrent-ruby>=1.3<2:devel/rubygem-concurrent-ruby \
 		rubygem-matrix>=0.4<1:math/rubygem-matrix \
 		rubygem-prawn24>=2.4.0<2.5:print/rubygem-prawn24 \
 		rubygem-prawn-icon3>=3.1.0<3.2:print/rubygem-prawn-icon3 \
 		rubygem-prawn-svg036>=0.36.1<0.37:print/rubygem-prawn-svg036 \
 		rubygem-prawn-table>=0.2.0<0.3:print/rubygem-prawn-table \
 		rubygem-prawn-templates>=0.1.0<0.2:print/rubygem-prawn-templates \
 		rubygem-treetop>=1.6.0<1.7:devel/rubygem-treetop \
 		rubygem-ttfunk17>=1.7.0<1.8:print/rubygem-ttfunk17
 
 USES=		gem
 
 NO_ARCH=	yes
 
 PLIST_FILES=	bin/asciidoctor-pdf \
 		bin/asciidoctor-pdf-optimize
 
 .include <bsd.port.mk>
diff --git a/textproc/rubygem-asciidoctor-pdf/distinfo b/textproc/rubygem-asciidoctor-pdf/distinfo
index 15c9fb4aa455..71161a0ba1a1 100644
--- a/textproc/rubygem-asciidoctor-pdf/distinfo
+++ b/textproc/rubygem-asciidoctor-pdf/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1728922948
-SHA256 (rubygem/asciidoctor-pdf-2.3.19.gem) = 034a142964d627b82fd4f08a094abedae981e632e7f1c501d3bd9c2dfbe073f9
-SIZE (rubygem/asciidoctor-pdf-2.3.19.gem) = 2276864
+TIMESTAMP = 1759816942
+SHA256 (rubygem/asciidoctor-pdf-2.3.20.gem) = 38dd3674e253f26eac9c4c6ab54320e230f3861b838d838266cd347ab0edfbff
+SIZE (rubygem/asciidoctor-pdf-2.3.20.gem) = 2277376
diff --git a/textproc/rubygem-asciidoctor-pdf/files/patch-gemspec b/textproc/rubygem-asciidoctor-pdf/files/patch-gemspec
index 900b0a591158..10b0c8213e60 100644
--- a/textproc/rubygem-asciidoctor-pdf/files/patch-gemspec
+++ b/textproc/rubygem-asciidoctor-pdf/files/patch-gemspec
@@ -1,11 +1,11 @@
 --- asciidoctor-pdf.gemspec.orig	2024-07-28 14:40:29 UTC
 +++ asciidoctor-pdf.gemspec
 @@ -27,7 +27,7 @@ Gem::Specification.new do |s|
    s.add_runtime_dependency(%q<matrix>.freeze, ["~> 0.4".freeze])
    s.add_runtime_dependency(%q<prawn-table>.freeze, ["~> 0.2.0".freeze])
    s.add_runtime_dependency(%q<prawn-templates>.freeze, ["~> 0.1.0".freeze])
 -  s.add_runtime_dependency(%q<prawn-svg>.freeze, ["~> 0.34.0".freeze])
 +  s.add_runtime_dependency(%q<prawn-svg>.freeze, ["~> 0.36.1".freeze])
    s.add_runtime_dependency(%q<prawn-icon>.freeze, ["~> 3.0.0".freeze])
-   s.add_runtime_dependency(%q<concurrent-ruby>.freeze, ["~> 1.1".freeze])
+   s.add_runtime_dependency(%q<concurrent-ruby>.freeze, ["~> 1.3".freeze])
    s.add_runtime_dependency(%q<treetop>.freeze, ["~> 1.6.0".freeze])
diff --git a/textproc/rubygem-asciidoctor-pdf/files/patch-prawn-icon b/textproc/rubygem-asciidoctor-pdf/files/patch-prawn-icon
index 05292643c6b2..37e33fe901f6 100644
--- a/textproc/rubygem-asciidoctor-pdf/files/patch-prawn-icon
+++ b/textproc/rubygem-asciidoctor-pdf/files/patch-prawn-icon
@@ -1,24 +1,24 @@
 Obtained from:	https://github.com/asciidoctor/asciidoctor-pdf/commit/631606e91f487e797e73c15467979b0b63c5ff68
 
 --- asciidoctor-pdf.gemspec.orig	2024-02-22 04:56:24 UTC
 +++ asciidoctor-pdf.gemspec
 @@ -27,7 +27,7 @@ Gem::Specification.new do |s|
    s.add_runtime_dependency(%q<prawn-table>.freeze, ["~> 0.2.0".freeze])
    s.add_runtime_dependency(%q<prawn-templates>.freeze, ["~> 0.1.0".freeze])
    s.add_runtime_dependency(%q<prawn-svg>.freeze, ["~> 0.36.1".freeze])
 -  s.add_runtime_dependency(%q<prawn-icon>.freeze, ["~> 3.0.0".freeze])
 +  s.add_runtime_dependency(%q<prawn-icon>.freeze, ["~> 3.1.0".freeze])
-   s.add_runtime_dependency(%q<concurrent-ruby>.freeze, ["~> 1.1".freeze])
+   s.add_runtime_dependency(%q<concurrent-ruby>.freeze, ["~> 1.3".freeze])
    s.add_runtime_dependency(%q<treetop>.freeze, ["~> 1.6.0".freeze])
    s.add_development_dependency(%q<rake>.freeze, ["~> 13.0.0".freeze])
 --- lib/asciidoctor/pdf/ext/prawn/extensions.rb.orig	2023-01-06 06:23:58 UTC
 +++ lib/asciidoctor/pdf/ext/prawn/extensions.rb
 @@ -16,7 +16,7 @@ module Asciidoctor
        ColumnBox = ::Prawn::Document::ColumnBox
  
        FontAwesomeIconSets = %w(fab far fas)
 -      IconSets = %w(fab far fas fi pf).to_set
 +      IconSets = %w(fab far fas fi pf mdi).to_set
        IconSetPrefixes = IconSets.map {|it| it + '-' }
        InitialPageContent = %(q\n)
        (FontStyleToSet = {