Index: security/sudo/Makefile
===================================================================
--- security/sudo/Makefile	(revision 535191)
+++ security/sudo/Makefile	(working copy)
@@ -2,7 +2,7 @@
 # $FreeBSD$
 
 PORTNAME=	sudo
-PORTVERSION=	1.8.31p1
+PORTVERSION=	1.9.0
 CATEGORIES=	security
 MASTER_SITES=	SUDO
 
@@ -29,7 +29,7 @@
 		--with-rundir=/var/run/sudo
 
 OPTIONS_DEFINE=	LDAP INSULTS DISABLE_ROOT_SUDO DISABLE_AUTH NOARGS_SHELL \
-		AUDIT OPIE PAM NLS SSSD DOCS EXAMPLES
+		AUDIT OPIE PAM PYTHON NLS SSSD DOCS EXAMPLES
 OPTIONS_RADIO=	KERBEROS
 OPTIONS_DEFAULT=	AUDIT PAM
 OPTIONS_SUB=	yes
@@ -41,6 +41,7 @@
 AUDIT_DESC=	Enable BSM audit support
 KERBEROS_DESC=	Enable Kerberos 5 authentication (no PAM support)
 OPIE_DESC=	Enable one-time passwords (no PAM support)
+PYTHON_DESC=	Enable python plugin support
 SSSD_DESC=	Enable SSSD backend support.
 
 PAM_PREVENTS=	OPIE GSSAPI_BASE GSSAPI_HEIMDAL GSSAPI_MIT
@@ -75,6 +76,8 @@
 AUDIT_CONFIGURE_WITH=	bsm-audit
 PAM_CONFIGURE_ON=	--with-pam
 OPIE_CONFIGURE_ON=	--with-opie
+PYTHON_USES=	python
+PYTHON_CONFIGURE_ENABLE=	python
 SSSD_CONFIGURE_ON=	--with-sssd
 SSSD_RUN_DEPENDS=	sssd:security/sssd
 
@@ -107,12 +110,19 @@
 
 post-install:
 	${INSTALL_DATA} ${FILESDIR}/pam.conf ${STAGEDIR}${PREFIX}/etc/pam.d/sudo.default
+	${MV} ${STAGEDIR}${PREFIX}/etc/sudo.conf ${STAGEDIR}${PREFIX}/etc/sudo.conf.sample
+	${MV} ${STAGEDIR}${PREFIX}/etc/sudo_logsrvd.conf ${STAGEDIR}${PREFIX}/etc/sudo_logsrvd.conf.sample
 	${RM} ${STAGEDIR}${PREFIX}/etc/sudoers
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/bin/cvtsudoers
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/bin/sudoreplay
+	${STRIP_CMD} ${STAGEDIR}${PREFIX}/sbin/sudo_logsrvd
+	${STRIP_CMD} ${STAGEDIR}${PREFIX}/sbin/sudo_sendlog
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/sbin/visudo
-.for f in group_file.so libsudo_util.so sudoers.so system_group.so
+.for f in audit_json.so group_file.so libsudo_util.so sample_approval.so sudoers.so system_group.so
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/libexec/sudo/${f}
 .endfor
 
+post-install-PYTHON-on:
+	${STRIP_CMD} ${STAGEDIR}${PREFIX}/libexec/sudo/python_plugin.so
+
 .include <bsd.port.mk>
Index: security/sudo/distinfo
===================================================================
--- security/sudo/distinfo	(revision 535191)
+++ security/sudo/distinfo	(working copy)
@@ -1,3 +1,3 @@
-TIMESTAMP = 1584533326
-SHA256 (sudo-1.8.31p1.tar.gz) = c73cfdfbc1c5cc259fcc3a355e1bacfed99c5580daeadec9704a24cd5e6d15d8
-SIZE (sudo-1.8.31p1.tar.gz) = 3351312
+TIMESTAMP = 1589486631
+SHA256 (sudo-1.9.0.tar.gz) = ab231439c5dfdf4ecbef74f10d5f7e9686c2255c2f3887085b5c5e13281bf95c
+SIZE (sudo-1.9.0.tar.gz) = 3743850
Index: security/sudo/pkg-plist
===================================================================
--- security/sudo/pkg-plist	(revision 535191)
+++ security/sudo/pkg-plist	(working copy)
@@ -2,27 +2,39 @@
 bin/sudo
 bin/sudoedit
 bin/sudoreplay
+@sample etc/pam.d/sudo.default etc/pam.d/sudo
+@sample etc/sudo.conf.sample
+@sample etc/sudo_logsrvd.conf.sample
 @sample etc/sudoers.dist etc/sudoers
-@sample etc/pam.d/sudo.default etc/pam.d/sudo
 include/sudo_plugin.h
+libexec/sudo/audit_json.so
 libexec/sudo/group_file.so
 libexec/sudo/libsudo_util.so
 libexec/sudo/libsudo_util.so.0
 libexec/sudo/libsudo_util.so.0.0.0
+%%PYTHON%%libexec/sudo/python_plugin.so
+libexec/sudo/sample_approval.so
 libexec/sudo/sudo_noexec.so
 libexec/sudo/sudoers.so
 libexec/sudo/system_group.so
 man/man1/cvtsudoers.1.gz
 man/man5/sudo.conf.5.gz
+man/man5/sudo_logsrv.proto.5.gz
+man/man5/sudo_logsrvd.conf.5.gz
 man/man5/sudoers.5.gz
 man/man5/sudoers_timestamp.5.gz
 %%LDAP%%man/man5/sudoers.ldap.5.gz
 man/man8/sudo.8.gz
+man/man8/sudo_logsrvd.8.gz
 man/man8/sudo_plugin.8.gz
+man/man8/sudo_plugin_python.8.gz
+man/man8/sudo_sendlog.8.gz
 man/man8/sudoedit.8.gz
 man/man8/sudoreplay.8.gz
 man/man8/visudo.8.gz
 sbin/visudo
+sbin/sudo_logsrvd
+sbin/sudo_sendlog
 %%PORTDOCS%%%%DOCSDIR%%/CONTRIBUTORS
 %%PORTDOCS%%%%DOCSDIR%%/ChangeLog
 %%PORTDOCS%%%%DOCSDIR%%/HISTORY
@@ -38,8 +50,16 @@
 %%LDAP%%%%PORTDOCS%%%%DOCSDIR%%/schema.olcSudo
 %%PORTEXAMPLES%%%%EXAMPLESDIR%%/pam.conf
 %%PORTEXAMPLES%%%%EXAMPLESDIR%%/sudo.conf
+%%PORTEXAMPLES%%%%EXAMPLESDIR%%/sudo_logsrvd.conf
 %%PORTEXAMPLES%%%%EXAMPLESDIR%%/sudoers
 %%PORTEXAMPLES%%%%EXAMPLESDIR%%/syslog.conf
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_approval_plugin.py
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_audit_plugin.py
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_conversation.py
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_debugging.py
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_group_plugin.py
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_io_plugin.py
+%%PYTHON%%%%PORTEXAMPLES%%%%EXAMPLESDIR%%/example_policy_plugin.py
 %%NLS%%share/locale/ast/LC_MESSAGES/sudo.mo
 %%NLS%%share/locale/ast/LC_MESSAGES/sudoers.mo
 %%NLS%%share/locale/ca/LC_MESSAGES/sudo.mo