So I was trying to send a proper multi-recipient email from my Google Apps Gmail. All is configured to allow google to handle the mail (all the MX entries). I can succesfully send in and out mail “to:” my other addresses. And yes it’s really easy for people who want to have their own emails.
But here comes the BUG: on a google apps domain (not gmail), if you try to send an email with to: me@mydomain.com and bcc: allmyfriends@domains.com, the bcc adresses do not receive the mail !
I tried many times. From and to my usual gmail account, all is working perfectly. But using google apps gmail version (tried with 2 differente domains), I still cannot send email using the to/bcc mails to protect privacy (see gmail help).
I just filled the gmail support form, we’ll see how quickly google fixes that. (let’s hope I didn’t miss a small config step;)
UPDATE: still no answer from google, but it is not a bug, it’s a feature 
The mail only arrived 18 hours later ! (of course I was not so patient and I sent it through my own mail server)
Hello! Did you receive any clues about this annoying problem?
Hi,
as I said, I just had to wait 18 hours before the mail was delivered! And 2 weeks later still no news from google: no answer to my bug submission.
I also noticed issues with hosted mail on google apps platform. Especially with catch all alias/group when writing from an external mail (not one from the domain).
The google apps platform seems a bit unstable at the time being.