diff --git a/Dockerfile-alpine.template b/Dockerfile-alpine.template
new file mode 100644
index 0000000..22a7bae
--- /dev/null
+++ b/Dockerfile-alpine.template
@@ -0,0 +1,98 @@
+FROM alpine:3.4
+
+# ensure local python is preferred over distribution python
+ENV PATH /usr/local/bin:$PATH
+
+# http://bugs.python.org/issue19846
+# > At the moment, setting "LANG=C" on a Linux system *fundamentally breaks Python 3*, and that's not OK.
+ENV LANG C.UTF-8
+
+# install ca-certificates so that HTTPS works consistently
+# the other runtime dependencies for Python are installed later
+RUN apk add --no-cache ca-certificates
+
+ENV GPG_KEY %%PLACEHOLDER%%
+ENV PYTHON_VERSION %%PLACEHOLDER%%
+
+# if this is called "PIP_VERSION", pip explodes with "ValueError: invalid truth value '<VERSION>'"
+ENV PYTHON_PIP_VERSION %%PLACEHOLDER%%
+
+RUN set -ex \
+	&& apk add --no-cache --virtual .fetch-deps \
+		gnupg \
+		openssl \
+		tar \
+		xz \
+	\
+	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
+	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
+	&& export GNUPGHOME="$(mktemp -d)" \
+	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
+	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& rm -r "$GNUPGHOME" python.tar.xz.asc \
+	&& mkdir -p /usr/src/python \
+	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
+	&& rm python.tar.xz \
+	\
+	&& apk add --no-cache --virtual .build-deps  \
+		bzip2-dev \
+		gcc \
+		libc-dev \
+		linux-headers \
+		make \
+		ncurses-dev \
+		openssl \
+		openssl-dev \
+		pax-utils \
+		readline-dev \
+		sqlite-dev \
+		tcl-dev \
+		tk \
+		tk-dev \
+		xz-dev \
+		zlib-dev \
+# add build deps before removing fetch deps in case there's overlap
+	&& apk del .fetch-deps \
+	\
+	&& cd /usr/src/python \
+	&& ./configure \
+		--enable-loadable-sqlite-extensions \
+		--enable-shared \
+	&& make -j$(getconf _NPROCESSORS_ONLN) \
+	&& make install \
+	\
+# explicit path to "pip3" to ensure distribution-provided "pip3" cannot interfere
+	&& if [ ! -e /usr/local/bin/pip3 ]; then : \
+		&& wget -O /tmp/get-pip.py 'https://bootstrap.pypa.io/get-pip.py' \
+		&& python3 /tmp/get-pip.py "pip==$PYTHON_PIP_VERSION" \
+		&& rm /tmp/get-pip.py \
+	; fi \
+	&& pip3 install --no-cache-dir --upgrade "pip==$PYTHON_PIP_VERSION" \
+	&& [ "$(pip list |tac|tac| awk -F '[ ()]+' '$1 == "pip" { print $2; exit }')" = "$PYTHON_PIP_VERSION" ] \
+	\
+	&& find /usr/local -depth \
+		\( \
+			\( -type d -a -name test -o -name tests \) \
+			-o \
+			\( -type f -a -name '*.pyc' -o -name '*.pyo' \) \
+		\) -exec rm -rf '{}' + \
+	&& runDeps="$( \
+		scanelf --needed --nobanner --recursive /usr/local \
+			| awk '{ gsub(/,/, "\nso:", $2); print "so:" $2 }' \
+			| sort -u \
+			| xargs -r apk info --installed \
+			| sort -u \
+	)" \
+	&& apk add --virtual .python-rundeps $runDeps \
+	&& apk del .build-deps \
+	&& rm -rf /usr/src/python ~/.cache
+
+# make some useful symlinks that are expected to exist
+RUN cd /usr/local/bin \
+	&& { [ -e easy_install ] || ln -s easy_install-* easy_install; } \
+	&& ln -s idle3 idle \
+	&& ln -s pydoc3 pydoc \
+	&& ln -s python3 python \
+	&& ln -s python3-config python-config
+
+CMD ["python3"]
diff --git a/Dockerfile-debian.template b/Dockerfile-debian.template
new file mode 100644
index 0000000..f9df74b
--- /dev/null
+++ b/Dockerfile-debian.template
@@ -0,0 +1,73 @@
+FROM buildpack-deps:jessie
+
+# ensure local python is preferred over distribution python
+ENV PATH /usr/local/bin:$PATH
+
+# http://bugs.python.org/issue19846
+# > At the moment, setting "LANG=C" on a Linux system *fundamentally breaks Python 3*, and that's not OK.
+ENV LANG C.UTF-8
+
+# runtime dependencies
+RUN apt-get update && apt-get install -y --no-install-recommends \
+		tcl \
+		tk \
+	&& rm -rf /var/lib/apt/lists/*
+
+ENV GPG_KEY %%PLACEHOLDER%%
+ENV PYTHON_VERSION %%PLACEHOLDER%%
+
+# if this is called "PIP_VERSION", pip explodes with "ValueError: invalid truth value '<VERSION>'"
+ENV PYTHON_PIP_VERSION %%PLACEHOLDER%%
+
+RUN set -ex \
+	&& buildDeps=' \
+		tcl-dev \
+		tk-dev \
+	' \
+	&& apt-get update && apt-get install -y $buildDeps --no-install-recommends && rm -rf /var/lib/apt/lists/* \
+	\
+	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
+	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
+	&& export GNUPGHOME="$(mktemp -d)" \
+	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
+	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& rm -r "$GNUPGHOME" python.tar.xz.asc \
+	&& mkdir -p /usr/src/python \
+	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
+	&& rm python.tar.xz \
+	\
+	&& cd /usr/src/python \
+	&& ./configure \
+		--enable-loadable-sqlite-extensions \
+		--enable-shared \
+	&& make -j$(nproc) \
+	&& make install \
+	&& ldconfig \
+	\
+# explicit path to "pip3" to ensure distribution-provided "pip3" cannot interfere
+	&& if [ ! -e /usr/local/bin/pip3 ]; then : \
+		&& wget -O /tmp/get-pip.py 'https://bootstrap.pypa.io/get-pip.py' \
+		&& python3 /tmp/get-pip.py "pip==$PYTHON_PIP_VERSION" \
+		&& rm /tmp/get-pip.py \
+	; fi \
+	&& pip3 install --no-cache-dir --upgrade "pip==$PYTHON_PIP_VERSION" \
+	&& [ "$(pip list |tac|tac| awk -F '[ ()]+' '$1 == "pip" { print $2; exit }')" = "$PYTHON_PIP_VERSION" ] \
+	\
+	&& find /usr/local -depth \
+		\( \
+			\( -type d -a -name test -o -name tests \) \
+			-o \
+			\( -type f -a -name '*.pyc' -o -name '*.pyo' \) \
+		\) -exec rm -rf '{}' + \
+	&& apt-get purge -y --auto-remove $buildDeps \
+	&& rm -rf /usr/src/python ~/.cache
+
+# make some useful symlinks that are expected to exist
+RUN cd /usr/local/bin \
+	&& { [ -e easy_install ] || ln -s easy_install-* easy_install; } \
+	&& ln -s idle3 idle \
+	&& ln -s pydoc3 pydoc \
+	&& ln -s python3 python \
+	&& ln -s python3-config python-config
+
+CMD ["python3"]
diff --git a/Dockerfile-onbuild.template b/Dockerfile-onbuild.template
new file mode 100644
index 0000000..2950ec1
--- /dev/null
+++ b/Dockerfile-onbuild.template
@@ -0,0 +1,9 @@
+FROM python:%%PLACEHOLDER%%
+
+RUN mkdir -p /usr/src/app
+WORKDIR /usr/src/app
+
+ONBUILD COPY requirements.txt /usr/src/app/
+ONBUILD RUN pip install --no-cache-dir -r requirements.txt
+
+ONBUILD COPY . /usr/src/app
diff --git a/Dockerfile-slim.template b/Dockerfile-slim.template
new file mode 100644
index 0000000..c0ac725
--- /dev/null
+++ b/Dockerfile-slim.template
@@ -0,0 +1,86 @@
+FROM debian:jessie
+
+# ensure local python is preferred over distribution python
+ENV PATH /usr/local/bin:$PATH
+
+# http://bugs.python.org/issue19846
+# > At the moment, setting "LANG=C" on a Linux system *fundamentally breaks Python 3*, and that's not OK.
+ENV LANG C.UTF-8
+
+# runtime dependencies
+RUN apt-get update && apt-get install -y --no-install-recommends \
+		ca-certificates \
+		libsqlite3-0 \
+		libssl1.0.0 \
+	&& rm -rf /var/lib/apt/lists/*
+
+ENV GPG_KEY %%PLACEHOLDER%%
+ENV PYTHON_VERSION %%PLACEHOLDER%%
+
+# if this is called "PIP_VERSION", pip explodes with "ValueError: invalid truth value '<VERSION>'"
+ENV PYTHON_PIP_VERSION %%PLACEHOLDER%%
+
+RUN set -ex \
+	&& buildDeps=' \
+		gcc \
+		libbz2-dev \
+		libc6-dev \
+		liblzma-dev \
+		libncurses-dev \
+		libreadline-dev \
+		libsqlite3-dev \
+		libssl-dev \
+		make \
+		tcl-dev \
+		tk-dev \
+		wget \
+		xz-utils \
+		zlib1g-dev \
+	' \
+	&& apt-get update && apt-get install -y $buildDeps --no-install-recommends && rm -rf /var/lib/apt/lists/* \
+	\
+	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
+	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
+	&& export GNUPGHOME="$(mktemp -d)" \
+	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
+	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& rm -r "$GNUPGHOME" python.tar.xz.asc \
+	&& mkdir -p /usr/src/python \
+	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
+	&& rm python.tar.xz \
+	\
+	&& cd /usr/src/python \
+	&& ./configure \
+		--enable-loadable-sqlite-extensions \
+		--enable-shared \
+	&& make -j$(nproc) \
+	&& make install \
+	&& ldconfig \
+	\
+# explicit path to "pip3" to ensure distribution-provided "pip3" cannot interfere
+	&& if [ ! -e /usr/local/bin/pip3 ]; then : \
+		&& wget -O /tmp/get-pip.py 'https://bootstrap.pypa.io/get-pip.py' \
+		&& python3 /tmp/get-pip.py "pip==$PYTHON_PIP_VERSION" \
+		&& rm /tmp/get-pip.py \
+	; fi \
+	&& pip3 install --no-cache-dir --upgrade "pip==$PYTHON_PIP_VERSION" \
+	&& [ "$(pip list |tac|tac| awk -F '[ ()]+' '$1 == "pip" { print $2; exit }')" = "$PYTHON_PIP_VERSION" ] \
+	\
+	&& find /usr/local -depth \
+		\( \
+			\( -type d -a -name test -o -name tests \) \
+			-o \
+			\( -type f -a -name '*.pyc' -o -name '*.pyo' \) \
+		\) -exec rm -rf '{}' + \
+	&& apt-get purge -y --auto-remove $buildDeps \
+	&& rm -rf /usr/src/python ~/.cache
+
+# make some useful symlinks that are expected to exist
+RUN cd /usr/local/bin \
+	&& { [ -e easy_install ] || ln -s easy_install-* easy_install; } \
+	&& ln -s idle3 idle \
+	&& ln -s pydoc3 pydoc \
+	&& ln -s python3 python \
+	&& ln -s python3-config python-config
+
+CMD ["python3"]
diff --git a/update.sh b/update.sh
index 937bf37..3a363a6 100755
--- a/update.sh
+++ b/update.sh
@@ -1,6 +1,28 @@
 #!/bin/bash
 set -e
 
+declare -A gpgKeys=(
+	# gpg: key 18ADD4FF: public key "Benjamin Peterson <benjamin@python.org>" imported
+	[2.7]='C01E1CAD5EA2C4F0B8E3571504C367C218ADD4FF'
+	# https://www.python.org/dev/peps/pep-0373/#release-manager-and-crew
+
+	# gpg: key 36580288: public key "Georg Brandl (Python release signing key) <georg@python.org>" imported
+	[3.3]='26DEA9D4613391EF3E25C9FF0A5B101836580288'
+	# https://www.python.org/dev/peps/pep-0398/#release-manager-and-crew
+
+	# gpg: key F73C700D: public key "Larry Hastings <larry@hastings.org>" imported
+	[3.4]='97FC712E4C024BBEA48A61ED3A5CA953F73C700D'
+	# https://www.python.org/dev/peps/pep-0429/#release-manager-and-crew
+
+	# gpg: key F73C700D: public key "Larry Hastings <larry@hastings.org>" imported
+	[3.5]='97FC712E4C024BBEA48A61ED3A5CA953F73C700D'
+	# https://www.python.org/dev/peps/pep-0478/#release-manager-and-crew
+
+	# gpg: key AA65421D: public key "Ned Deily (Python release signing key) <nad@acm.org>" imported
+	[3.6]='0D96DF4D4110E5C43FBFB17F2D347EA6AA65421D'
+	# https://www.python.org/dev/peps/pep-0494/#release-manager-and-crew
+)
+
 cd "$(dirname "$(readlink -f "$BASH_SOURCE")")"
 
 versions=( "$@" )
@@ -11,6 +33,17 @@ versions=( "${versions[@]%/}" )
 
 pipVersion="$(curl -fsSL 'https://pypi.python.org/pypi/pip/json' | awk -F '"' '$2 == "version" { print $4 }')"
 
+generated_warning() {
+	cat <<-EOH
+		#
+		# NOTE: THIS DOCKERFILE IS GENERATED VIA "update.sh"
+		#
+		# PLEASE DO NOT EDIT IT DIRECTLY.
+		#
+
+	EOH
+}
+
 travisEnv=
 for version in "${versions[@]}"; do
 	# <span class="release-number"><a href="/downloads/release/python-278/">Python 2.7.8</a></span>
@@ -26,13 +59,34 @@ for version in "${versions[@]}"; do
 			echo
 		} >&2
 	else
+		if [[ "$version" != 2.* ]]; then
+			for variant in \
+				debian \
+				alpine \
+				slim \
+				onbuild \
+			; do
+				if [ "$variant" = 'debian' ]; then
+					dir="$version"
+				else
+					dir="$version/$variant"
+				fi
+				template="Dockerfile-$variant.template"
+				{ generated_warning; cat "$template"; } > "$dir/Dockerfile"
+			done
+			if [ -d "$version/wheezy" ]; then
+				cp "$version/Dockerfile" "$version/wheezy/Dockerfile"
+				sed -ri 's/:jessie/:wheezy/g' "$version/wheezy/Dockerfile"
+			fi
+		fi
 		(
 			set -x
-			sed -ri '
-				s/^(ENV PYTHON_VERSION) .*/\1 '"$fullVersion"'/;
-				s/^(ENV PYTHON_PIP_VERSION) .*/\1 '"$pipVersion"'/;
-			' "$version"/{,*/}Dockerfile
-			sed -ri 's/^(FROM python):.*/\1:'"$version"'/' "$version/onbuild/Dockerfile"
+			sed -ri \
+				-e 's/^(ENV GPG_KEY) .*/\1 '"${gpgKeys[$version]}"'/' \
+				-e 's/^(ENV PYTHON_VERSION) .*/\1 '"$fullVersion"'/' \
+				-e 's/^(ENV PYTHON_PIP_VERSION) .*/\1 '"$pipVersion"'/' \
+				-e 's/^(FROM python):.*/\1:'"$version"'/' \
+				"$version"/{,*/}Dockerfile
 		)
 	fi
 	for variant in wheezy alpine slim; do