diff --git a/www/py-yt-dlp/Makefile b/www/py-yt-dlp/Makefile
index 5ec8a4589df8..248992e8086a 100644
--- a/www/py-yt-dlp/Makefile
+++ b/www/py-yt-dlp/Makefile
@@ -1,52 +1,52 @@
 PORTNAME=	yt-dlp # www/py-yt-dlp is for extending yt-dlp, www/yt-dlp is an application for the end user
-DISTVERSION=	2024.05.26
+DISTVERSION=	2024.05.27
 CATEGORIES=	www
 MASTER_SITES=	https://github.com/${PORTNAME}/${PORTNAME}/releases/download/${DISTVERSION}/
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	${PORTNAME}
 DIST_SUBDIR=	${PORTNAME}/${DISTVERSION}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Program for downloading videos from various platforms (devel files)
 WWW=		https://github.com/yt-dlp/yt-dlp
 
 LICENSE=	UNLICENSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}brotli>0:archivers/py-brotli@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}certifi>0:security/py-certifi@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mutagen>0:audio/py-mutagen@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycryptodomex>0:security/py-pycryptodomex@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.31.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlite3>0:databases/py-sqlite3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}urllib3>=1.26.17:net/py-urllib3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}websockets>0:devel/py-websockets@${PY_FLAVOR}
 
 USES=		gmake python shebangfix
 USE_PYTHON=	concurrent flavors
 
 SHEBANG_GLOB=	*.py
 
 NO_BUILD=	yes
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=			FFMPEG SECRETSTORAGE
 OPTIONS_DEFAULT=		FFMPEG
 OPTIONS_SUB=			yes
 
 FFMPEG_RUN_DEPENDS=		ffprobe:multimedia/ffmpeg
 
 SECRETSTORAGE_DESC=		Build with ${PYTHON_PKGNAMEPREFIX}SecretStorage for secretstorage option
 SECRETSTORAGE_BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}SecretStorage>0:security/py-SecretStorage@${PY_FLAVOR}
 SECRETSTORAGE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}SecretStorage>0:security/py-SecretStorage@${PY_FLAVOR}
 
 do-install:
 	# copy files
 	cd ${WRKSRC} && \
 		${GMAKE} PYTHON_SITELIBDIR=${STAGEDIR}${PYTHON_SITELIBDIR} freebsd-install-all-files
 	# make the main file executable
 	${CHMOD} +x ${STAGEDIR}${PYTHON_SITELIBDIR}/yt_dlp/__main__.py
 	# create the symlink
 	${RLN} ${STAGEDIR}${PYTHON_SITELIBDIR}/yt_dlp/__main__.py ${STAGEDIR}${PREFIX}/bin/yt-dlp-devel
 
 .include <bsd.port.mk>
diff --git a/www/py-yt-dlp/distinfo b/www/py-yt-dlp/distinfo
index 09a2388570ce..b412d7e0bcff 100644
--- a/www/py-yt-dlp/distinfo
+++ b/www/py-yt-dlp/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1716762092
-SHA256 (yt-dlp/2024.05.26/yt-dlp.tar.gz) = 18dc2638ef950e3ce355a5d52e9e02d29e92b07d410dbe197f890f1a2a5c3c27
-SIZE (yt-dlp/2024.05.26/yt-dlp.tar.gz) = 5638226
+TIMESTAMP = 1716850270
+SHA256 (yt-dlp/2024.05.27/yt-dlp.tar.gz) = 83dbf15456490e7efe9ba839922f8221d07cf1168b29653fd476faa3cdf91235
+SIZE (yt-dlp/2024.05.27/yt-dlp.tar.gz) = 5638920
diff --git a/www/yt-dlp/Makefile b/www/yt-dlp/Makefile
index e48a211ea704..f43c7a87bcec 100644
--- a/www/yt-dlp/Makefile
+++ b/www/yt-dlp/Makefile
@@ -1,51 +1,51 @@
 PORTNAME=	yt-dlp
-DISTVERSION=	2024.05.26
+DISTVERSION=	2024.05.27
 CATEGORIES=	www
 MASTER_SITES=	https://github.com/${PORTNAME}/${PORTNAME}/releases/download/${DISTVERSION}/
 DISTNAME=	${PORTNAME}
 DIST_SUBDIR=	${PORTNAME}/${DISTVERSION}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Command-line program for downloading videos from various platforms
 WWW=		https://github.com/yt-dlp/yt-dlp
 
 LICENSE=	UNLICENSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 PY_DEPENDS=	${PYTHON_PKGNAMEPREFIX}brotli>0:archivers/py-brotli@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}certifi>0:security/py-certifi@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mutagen>0:audio/py-mutagen@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycryptodomex>0:security/py-pycryptodomex@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.31.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlite3>0:databases/py-sqlite3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}urllib3>=1.26.17:net/py-urllib3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}websockets>=12.0:devel/py-websockets@${PY_FLAVOR}
 BUILD_DEPENDS=	${PY_DEPENDS}
 RUN_DEPENDS=	${PY_DEPENDS}
 
 USES=		gmake python shebangfix
 
 SHEBANG_GLOB=	devscripts/*.py
 
 MAKE_ARGS=	PYTHON=${PYTHON_CMD} \
 		MANDIR=${PREFIX}/share/man
 
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=			FFMPEG SECRETSTORAGE SYMLINK
 OPTIONS_DEFAULT=		FFMPEG SYMLINK
 OPTIONS_SUB=			yes
 
 FFMPEG_RUN_DEPENDS=		ffprobe:multimedia/ffmpeg
 
 SECRETSTORAGE_DESC=		Build with ${PYTHON_PKGNAMEPREFIX}SecretStorage for secretstorage option
 SECRETSTORAGE_BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}SecretStorage>0:security/py-SecretStorage@${PY_FLAVOR}
 SECRETSTORAGE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}SecretStorage>0:security/py-SecretStorage@${PY_FLAVOR}
 
 SYMLINK_DESC=			Install youtube-dl symbolic link for executable
 SYMLINK_CONFLICTS=		youtube_dl
 
 post-install-SYMLINK-on:
 	@${RLN} ${STAGEDIR}${PREFIX}/bin/yt-dlp ${STAGEDIR}${PREFIX}/bin/youtube-dl
 
 .include <bsd.port.mk>
diff --git a/www/yt-dlp/distinfo b/www/yt-dlp/distinfo
index d64b4ea778ba..ce2339480985 100644
--- a/www/yt-dlp/distinfo
+++ b/www/yt-dlp/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1716761951
-SHA256 (yt-dlp/2024.05.26/yt-dlp.tar.gz) = 18dc2638ef950e3ce355a5d52e9e02d29e92b07d410dbe197f890f1a2a5c3c27
-SIZE (yt-dlp/2024.05.26/yt-dlp.tar.gz) = 5638226
+TIMESTAMP = 1716850148
+SHA256 (yt-dlp/2024.05.27/yt-dlp.tar.gz) = 83dbf15456490e7efe9ba839922f8221d07cf1168b29653fd476faa3cdf91235
+SIZE (yt-dlp/2024.05.27/yt-dlp.tar.gz) = 5638920