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I'm trying to encrypt some content in Python and decrypt it in a nodejs application. I'm struggling to get the two AES implementations to work together though. Here is where I am at. In node: var crypto = require('crypto'); var password = 'aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa'; var input = 'hello world'; var encrypt = function (input, password, callback) { var m = crypto.createHash('md5'); m.update(password) var key = m.digest('hex'); m = crypto.createHash('md5'); m.update(password + key) var iv = m.digest('hex'); // add padding while (input.length % 16 !== 0) { input += ' '; } var data = new Buffer(input, 'utf8').toString('binary'); var cipher = crypto.createCipheriv('aes-256-cbc', key, iv.slice(0,16)); var encrypted = cipher.update(data, 'binary') + cipher.final('binary'); var encoded = new Buffer(encrypted, 'binary').toString('base64'); callback(encoded); }; var decrypt = function (input, password, callback) { // Convert urlsafe base64 to normal base64 var input = input.replace('-', '+').replace('/', '_'); // Convert from base64 to binary string var edata = new Buffer(input, 'base64').toString('binary') // Create key from password var m = crypto.createHash('md5'); m.update(password) var key = m.digest('hex'); // Create iv from password and key m = crypto.createHash('md5'); m.update(password + key) var iv = m.digest('hex'); // Decipher encrypted data var decipher = crypto.createDecipheriv('aes-256-cbc', key, iv.slice(0,16)); var decrypted = decipher.update(edata, 'binary') + decipher.final('binary'); var plaintext = new Buffer(decrypted, 'binary').toString('utf8'); callback(plaintext); }; encrypt(input, password, function (encoded) { console.log(encoded); decrypt(encoded, password, function (output) { console.log(output); }); }); This produces the output

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