Basic encrypting of files to send between people who understand public/private keys.
Generate a random password file. The longer the better (245 characters seems to be the limit for RSA encryption though).
openssl rand 245 > key.file
Encrypt that password file with the receiver's public key. I recommend @twe4ked's catacomb for this purpose - all you need is the receiver's github username.
catacomb twe4ked < key.file > key.twe4ked
Encrypt the files you want to send using the password file as the symmetrical key:
openssl enc -aes-256-cbc -in secret.file -out secret.enc -pass file:key.file
Decrypt the password file using your private key. Again, catacomb makes this super easy:
catacomb < key.pat > key.file
Decrypt each file using that password file as the symmetrical key:
openssl enc -d -aes-256-cbc -in secret.enc -out secret.file -pass file:key.file