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I need to encrypt a string on the iPhone and send it to a .Net web service for decryption. I am able to encrypt/decrypt on the iPhone and with .Net, but the encrypted strings from the iPhone cannot be decrypted by .Net. The error I get is "Padding is invalid and cannot be removed." The .Net code is from: http://blog.realcoderscoding.com/index.php/2008/07/dot-net-encryption-simple-aes-wrapper/ The iPhone code uses the sample code from: http://nootech.wordpress.com/2009/01/17/symmetric-encryption-with-the-iphone-sdk/ AFAIK my key settings are the same: result.BlockSize = 128; // iPhone: kCCBlockSizeAES128 result.KeySize = 128; // kCCBlockSizeAES128 result.Mode = CipherMode.CBC; result.Padding = PaddingMode.PKCS7; // kCCOptionPKCS7Padding I tried different ways of generating ciphertext. hello/hello is: e0PnmbTg/3cT3W+92CDw1Q== in .Net yrKe5Z7p7MNqx9+CbBvNqQ== on iPhone and "openssl enc -aes-128-cbc -nosalt -a -in hello.txt -pass pass:hello" generates: QA+Ul+r6Zmr7yHipMcHSbQ== Update: I've posted the working code for this here .

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