diff --git a/helpers/default b/helpers/default
index 5123fbb..2060166 100644
--- a/helpers/default
+++ b/helpers/default
@@ -192,7 +192,8 @@ package () {
   elif [ "$PACKAGE_MANAGER" == 'yum' ]; then
     yum install -y $1
   elif [ "$PACKAGE_MANAGER" == 'port' ]; then
-    port install $1
+    # Unintuitive, but this skips all promps which should assume Y
+    port -N install $1
   elif [ "$PACKAGE_MANAGER" == 'brew' ]; then
     brew install $1
   else
@@ -223,7 +224,8 @@ sudo_package () {
   elif [ "$PACKAGE_MANAGER" == 'yum' ]; then
     sudo yum install -y $1
   elif [ "$PACKAGE_MANAGER" == 'port' ]; then
-    sudo port install $1
+    # Unintuitive, but this skips all promps which should assume Y
+    sudo port -N install $1
   elif [ "$PACKAGE_MANAGER" == 'brew' ]; then
     brew install $1
   else
diff --git a/recipes/default/packages b/recipes/default/packages
index 7a49baa..b3102bd 100644
--- a/recipes/default/packages
+++ b/recipes/default/packages
@@ -9,11 +9,17 @@ case "$PACKAGE_MANAGER" in
         # Non-standard packages
         sudo_package 'the_silver_searcher md5sha1sum gradle go bash apache-ant'
         # Python packages
-        sudo_package 'python27 py27-pip py27-six python36 py36-pip py36-six'
+        sudo_package 'python27 py27-ipython py27-pip py27-six py27-tox py27-flake8 py27-virtualenv'
+        sudo_package 'python36 py36-ipython py36-pip py36-six py36-tox py36-flake8 py36-virtualenv'
         sudo port select --set python python27
+        sudo port select --set python2 python27
         sudo port select --set python3 python36
+        sudo port select --set ipython py27-ipython
+        sudo port select --set ipython2 py27-ipython
+        sudo port select --set ipython3 py36-ipython
         sudo port select --set pip pip27
         sudo port select --set tox tox27
+        sudo port select --set flake8 flake8-27
         sudo port select --set virtualenv virtualenv27
         # Macvim with ruby and python support
         # sudo_package 'macvim +ruby +python27'
@@ -31,10 +37,3 @@ case "$PACKAGE_MANAGER" in
         sudo_package 'build-essential vim golang-go'
         ;;
 esac
-
-# Install ruby gems
-# TODO: Install RVM and other ruby requirements and get ruby 1.9.2
-sudo gem install rake
-
-# install python packages
-sudo pip install -U pip ipython flake8 virtualenv tox