diff --git a/docs/chapters/subcommands/pkg.rst b/docs/chapters/subcommands/pkg.rst
index d27badd7..5b00ca88 100644
--- a/docs/chapters/subcommands/pkg.rst
+++ b/docs/chapters/subcommands/pkg.rst
@@ -112,4 +112,5 @@ you can fully leverage the pkg manager. This means, ``install``, ``update``,
 
     -a | --auto           Auto mode. Start/stop jail(s) if required.
     -H | --host           Use the hosts 'pkg' instead of the jails.
+    -y | --yes            Assume always yes for pkg. Do not prompt.
     -x | --debug          Enable debug mode.
diff --git a/usr/local/share/bastille/pkg.sh b/usr/local/share/bastille/pkg.sh
index d73b6857..2e674f44 100644
--- a/usr/local/share/bastille/pkg.sh
+++ b/usr/local/share/bastille/pkg.sh
@@ -40,6 +40,7 @@ usage() {
 
     -a | --auto           Auto mode. Start/stop jail(s) if required.
     -H | --host           Use the hosts 'pkg' instead of the jails.
+    -y | --yes            Assume always yes for pkg command. Do not prompt.
     -x | --debug          Enable debug mode.
 
 EOF
@@ -48,6 +49,7 @@ EOF
 
 # Handle options.
 AUTO=0
+AUTO_YES=0
 USE_HOST_PKG=0
 while [ "$#" -gt 0 ]; do
     case "${1}" in
@@ -62,6 +64,10 @@ while [ "$#" -gt 0 ]; do
             USE_HOST_PKG=1
             shift
             ;;
+        -y|--yes)
+            AUTO_YES=1
+            shift
+            ;;
         -x|--debug)
             enable_debug
             shift
@@ -71,6 +77,7 @@ while [ "$#" -gt 0 ]; do
                 case ${_opt} in
                     a) AUTO=1 ;;
                     H) USE_HOST_PKG=1 ;;
+                    y) AUTO_YES=1 ;;
                     x) enable_debug ;;
                     *) error_exit "[ERROR]: Unknown Option: \"${1}\"" ;; 
                 esac
@@ -93,11 +100,7 @@ shift
 bastille_root_check
 set_target "${TARGET}"
 
-errors=0
-
-for _jail in ${JAILS}; do
-
-    (
+pkg_run_command() {
 
     # Validate jail state
     check_target_is_running "${_jail}" || if [ "${AUTO}" -eq 1 ]; then
@@ -120,18 +123,49 @@ for _jail in ${JAILS}; do
         if ! jexec -l "${_jail}" /usr/bin/apt "$@"; then
             errors=1
         fi
-    elif [ "${USE_HOST_PKG}" = 1 ]; then
-        if ! /usr/sbin/pkg -j "${_jail}" "$@"; then
+    elif [ "${USE_HOST_PKG}" -eq 1 ]; then
+        if [ "${AUTO_YES}" -eq 1 ]; then
+            _jail_cmd="env ASSUME_ALWAYS_YES=yes /usr/sbin/pkg -j ${_jail} $@"
+        else
+            _jail_cmd="/usr/sbin/pkg -j ${_jail} $@"
+        fi
+        if ! ${_jail_cmd}; then
             errors=1
         fi
     else
-        if ! jexec -l -U root "${_jail}" /usr/sbin/pkg "$@"; then
+        if [ "${AUTO_YES}" -eq 1 ]; then
+            _jail_cmd="jexec -l -U root ${_jail} env ASSUME_ALWAYS_YES=yes /usr/sbin/pkg $@"
+        else
+            _jail_cmd="jexec -l -U root ${_jail} /usr/sbin/pkg $@"
+        fi
+        if ! ${_jail_cmd}; then
             errors=1
         fi
     fi
-	
-    ) &
-	
+}
+
+errors=0
+
+for _jail in ${JAILS}; do
+
+    if [ "${AUTO_YES}" -eq 1 ]; then
+
+        (
+
+        pkg_run_command "$@"
+
+        ) &
+
+    else
+
+        (
+
+        pkg_run_command "$@"
+
+        )
+
+    fi
+
     bastille_running_jobs "${bastille_process_limit}"
 	
 done
@@ -141,4 +175,4 @@ if [ $errors -ne 0 ]; then
     error_exit "[ERROR]: Failed to apply on some jails, please check logs"
 else
     echo
-fi
\ No newline at end of file
+fi