https://bz.apache.org/bugzilla/show_bug.cgi?id=64792
--- Comment #3 from Stefan Bodewig <bode...@apache.org> --- I've just tried you setup with the Apache mailserver (using STARTTLS rather than ssl directly) with two recipients and it worked. So I doubt this is a bug within Ant o JavaMail and rather a problem with your GMail setup. -- You are receiving this mail because: You are the assignee for the bug.