The trouble is, if you use the same key to encrypt the same plaintext, you'll get the same ciphertext. Then an eavesdropper can compare the ciphertext you sent her with the ciphertext you sent someone else and see if they are the same.
This is why all worthwhile encryption schemes are nondeterministic, incorporating randomness. If you encrypt the same data twice with GPG, the results will not be the same.
