ISNetworks S/MIME
Add secure e-mail features to your Java application. ISNetworks S/MIME library provides a complete set of S/MIME Cryptographic functions including digital signing, signature verification, encryption and decryption.
Phaos S/MIME toolkit
A complete S/MIME Package in pure Java for applications and applets.
S/MIME Working Group
The resource site of IETF S/MIME working group, with links to draft specifications. (Internet Mail Consortium)