diff --git a/plugins/README.md b/plugins/README.md
index 28fd28bc9..bba577f48 100644
--- a/plugins/README.md
+++ b/plugins/README.md
@@ -49,6 +49,7 @@ By leveraging these plugins, you can streamline your workflow and tackle coding
 | nvm               | Node.js version manager allowing easy switching between different Node.js versions.                                         |
 | progress          | Insufficient information provided to give a precise description.                                                            |
 | pyenv             | Tool for managing multiple Python versions within a system.                                                                 |
+| [python](python)  | Aliases and utilities for Python development, including venv management and pip shortcuts.                                  |
 | rbenv             | Tool for managing your app's Ruby environment.                                                                              |
 | sdkman            | Version and package manager for development tools such as Java, Kotlin, and Gradle.                                         |
 | sudo              | Utility for executing commands with superuser privileges on Unix and Unix-like systems.                                     |
diff --git a/plugins/python/README.md b/plugins/python/README.md
new file mode 100644
index 000000000..a133696e0
--- /dev/null
+++ b/plugins/python/README.md
@@ -0,0 +1,82 @@
+# python plugin
+
+Add [oh-my-bash](https://ohmybash.github.io) integration for [Python](https://www.python.org/) development, providing aliases and utilities for everyday workflows including virtual environment management, pip, and project housekeeping. Inspired by the [oh-my-zsh python plugin](https://github.com/ohmyzsh/ohmyzsh/tree/master/plugins/python).
+
+## Installation
+
+Enable the plugin by adding it to your oh-my-bash `plugins` definition in `~/.bashrc`.
+
+```sh
+plugins=(python)
+```
+
+## Configuration
+
+Set these variables **before** the `source "$OSH/oh-my-bash.sh"` line in your `~/.bashrc`.
+
+| Variable                       | Default   | Description                                              |
+|--------------------------------|-----------|----------------------------------------------------------|
+| `OMB_PLUGIN_PYTHON_VENV_NAME`  | `venv`    | Default venv directory name used by `vrun` and `mkv`     |
+| `OMB_PLUGIN_PYTHON_AUTO_VRUN`  | _(unset)_ | Set to `true` to auto-activate venvs on directory change |
+
+## Aliases
+
+### General
+
+| Alias      | Command                    | Description                                              |
+|------------|----------------------------|----------------------------------------------------------|
+| `py`       | `python3`                  | Shorthand for python3 (if `py` is not already installed) |
+| `pyfind`   | `find . -name "*.py"`      | Find all Python files in current tree                    |
+| `pygrep`   | `grep -rn --include="*.py"`| Search inside Python files                               |
+| `pyserver` | `python3 -m http.server`   | Serve current directory over HTTP                        |
+
+### pip
+
+| Alias    | Command                            | Description                              |
+|----------|------------------------------------|------------------------------------------|
+| `pipi`   | `pip install`                      | Install a package                        |
+| `pipu`   | `pip uninstall`                    | Uninstall a package                      |
+| `pipup`  | `pip install --upgrade`            | Upgrade a package                        |
+| `pipr`   | `pip install -r requirements.txt`  | Install from requirements.txt            |
+| `pipf`   | `pip freeze`                       | Print installed packages                 |
+| `pipfr`  | `pip freeze > requirements.txt`    | Save installed packages to requirements  |
+| `pipls`  | `pip list`                         | List installed packages                  |
+| `pipout` | `pip list --outdated`              | List outdated packages                   |
+
+## Functions
+
+### `pyclean [dir...]`
+
+Remove compiled bytecode files and cache directories (`__pycache__`, `.mypy_cache`, `.pytest_cache`) from the given directories, or the current directory if none are specified.
+
+```bash
+pyclean           # clean current directory
+pyclean src tests # clean specific directories
+```
+
+### `vrun [name]`
+
+Activate a virtual environment by name. If no name is given, searches for the first existing directory in `$OMB_PLUGIN_PYTHON_VENV_NAME`, `venv`, `.venv` (in that order).
+
+```bash
+vrun          # auto-detect and activate
+vrun .venv    # activate a specific venv
+```
+
+### `mkv [name]`
+
+Create a new virtual environment with `python3 -m venv` and immediately activate it. Defaults to `$OMB_PLUGIN_PYTHON_VENV_NAME`.
+
+```bash
+mkv           # create and activate ./venv
+mkv .venv     # create and activate ./.venv
+```
+
+## Auto-activate venv
+
+When `OMB_PLUGIN_PYTHON_AUTO_VRUN=true`, the plugin registers a `PROMPT_COMMAND` hook to automatically activate a virtual environment when you enter a directory that contains one, and deactivate it when you leave. Using `PROMPT_COMMAND` instead of aliasing `cd` ensures compatibility with other plugins that also hook into directory changes (e.g. `nvm`).
+
+```sh
+# ~/.bashrc (before sourcing oh-my-bash)
+OMB_PLUGIN_PYTHON_AUTO_VRUN=true
+```
diff --git a/plugins/python/python.plugin.sh b/plugins/python/python.plugin.sh
new file mode 100644
index 000000000..7fa97bc81
--- /dev/null
+++ b/plugins/python/python.plugin.sh
@@ -0,0 +1,142 @@
+#! bash oh-my-bash.module
+# Description: Aliases and utilities for Python development
+# Inspired by the oh-my-zsh python plugin (https://github.com/ohmyzsh/ohmyzsh/tree/master/plugins/python)
+#
+# @var[opt] OMB_PLUGIN_PYTHON_VENV_NAME  default venv directory name (default: venv)
+# @var[opt] OMB_PLUGIN_PYTHON_AUTO_VRUN  set to 'true' to auto-activate venv on directory change
+
+# Use 'py' as a shorthand for python3 if not already defined
+_omb_util_command_exists py || alias py='python3'
+
+# Find Python source files
+alias pyfind='find . -name "*.py"'
+
+# Grep within Python source files
+alias pygrep='grep -rn --include="*.py"'
+
+# Serve the current directory over HTTP
+alias pyserver='python3 -m http.server'
+
+# Remove compiled bytecode and cache directories left by Python tools
+function pyclean {
+  find "${@:-.}" -type f -name "*.py[co]" -delete
+  find "${@:-.}" -type d -name "__pycache__" -delete
+  find "${@:-.}" -depth -type d -name ".mypy_cache" -exec rm -r "{}" +
+  find "${@:-.}" -depth -type d -name ".pytest_cache" -exec rm -r "{}" +
+}
+
+#------------------------------------------------------------------------------
+# pip aliases
+
+alias pipi='pip install'
+alias pipu='pip uninstall'
+alias pipup='pip install --upgrade'
+alias pipr='pip install -r requirements.txt'
+alias pipf='pip freeze'
+alias pipfr='pip freeze > requirements.txt'
+alias pipls='pip list'
+alias pipout='pip list --outdated'
+
+#------------------------------------------------------------------------------
+# Virtual environment management
+#
+# @var[opt] OMB_PLUGIN_PYTHON_VENV_NAME  default venv name used by vrun/mkv (default: venv)
+
+: "${OMB_PLUGIN_PYTHON_VENV_NAME:=venv}"
+
+# Build the ordered, deduplicated list of venv names to search
+_omb_plugin_python_venv_names=("$OMB_PLUGIN_PYTHON_VENV_NAME")
+for _omb_plugin_python__n in venv .venv; do
+  [[ " ${_omb_plugin_python_venv_names[*]} " == *" $_omb_plugin_python__n "* ]] ||
+    _omb_plugin_python_venv_names+=("$_omb_plugin_python__n")
+done
+unset -v _omb_plugin_python__n
+
+# Activate a virtual environment.
+# Usage: vrun [name]
+# If no name is given, searches for the first matching directory in
+# $OMB_PLUGIN_PYTHON_VENV_NAME, venv, .venv (in that order).
+function vrun {
+  if [[ -z ${1-} ]]; then
+    local name
+    for name in "${_omb_plugin_python_venv_names[@]}"; do
+      if [[ -d $name ]]; then
+        vrun "$name"
+        return $?
+      fi
+    done
+    _omb_util_print 'vrun: no virtual environment found in current directory' >&2
+    return 1
+  fi
+
+  local name=$1
+  if [[ ! -d $name ]]; then
+    _omb_util_print "vrun: no such venv in current directory: $name" >&2
+    return 1
+  fi
+  if [[ ! -f $name/bin/activate ]]; then
+    _omb_util_print "vrun: '$name' is not a proper virtual environment" >&2
+    return 1
+  fi
+
+  # shellcheck source=/dev/null
+  . "$name/bin/activate" || return $?
+  _omb_util_print "Activated virtual environment $name"
+}
+
+# Create a new virtual environment and immediately activate it.
+# Usage: mkv [name]
+# Defaults to $OMB_PLUGIN_PYTHON_VENV_NAME if no name is given.
+function mkv {
+  local name=${1:-$OMB_PLUGIN_PYTHON_VENV_NAME}
+  python3 -m venv "$name" || return $?
+  _omb_util_print "Created venv in '$PWD/$name'"
+  vrun "$name"
+}
+
+#------------------------------------------------------------------------------
+# Auto-activate venv on directory change
+#
+# When OMB_PLUGIN_PYTHON_AUTO_VRUN=true, automatically activates a venv when
+# entering a directory that contains one, and deactivates it when leaving.
+
+if [[ ${OMB_PLUGIN_PYTHON_AUTO_VRUN-} == true ]]; then
+  function _omb_plugin_python_auto_vrun {
+    # Deactivate if we have left the project directory that owns the current venv.
+    # Use an exact boundary check to avoid matching sibling dirs with the same prefix
+    # (e.g. /path/project2 when the venv belongs to /path/project).
+    if [[ $(type -t deactivate) == function ]] && [[ -n ${VIRTUAL_ENV-} ]]; then
+      local _omb_plugin_python_project_dir=${VIRTUAL_ENV%/*}
+      if [[ $PWD != "$_omb_plugin_python_project_dir" &&
+            $PWD != "$_omb_plugin_python_project_dir/"* ]]; then
+        deactivate > /dev/null 2>&1
+      fi
+      unset -v _omb_plugin_python_project_dir
+    fi
+
+    # Skip if this directory is already the active venv's home
+    [[ -n ${VIRTUAL_ENV-} && $PWD == "${VIRTUAL_ENV%/*}" ]] && return 0
+
+    local name
+    for name in "${_omb_plugin_python_venv_names[@]}"; do
+      if [[ -f $name/bin/activate ]]; then
+        [[ $(type -t deactivate) == function ]] && deactivate > /dev/null 2>&1
+        # shellcheck source=/dev/null
+        source "$name/bin/activate" > /dev/null 2>&1
+        break
+      fi
+    done
+  }
+
+  # Use PROMPT_COMMAND instead of aliasing cd so other plugins' cd hooks are not clobbered.
+  _omb_plugin_python_last_pwd=
+  function _omb_plugin_python_auto_vrun_hook {
+    [[ ${_omb_plugin_python_last_pwd-} == "$PWD" ]] && return 0
+    _omb_plugin_python_last_pwd=$PWD
+    _omb_plugin_python_auto_vrun
+  }
+  _omb_util_add_prompt_command _omb_plugin_python_auto_vrun_hook
+
+  # Run once for the shell's starting directory
+  _omb_plugin_python_auto_vrun_hook
+fi