Idea I was playing with for using Gulp plugins to compile and serve assets on the fly

chain-cli.js

#!/usr/bin/env node

var less = require('gulp-less'),
	express = require('express'),
	gulp = require('gulp');

var app = express();

app.get('/test.css', function(req, res){
	gulp.src('test.less')
		.pipe(less())
		.on('data', function(data){
			data.pipe(res);
		});
});

app.listen(3000);