Photos get stuck in outbox; can't share contacts via email

When I try to email a photo from one of my albums, it gets "stuck" in the (gmail) outbox. I have to go into the outbox and send again or it stays there indefnintely. Also, when I try to "share" a contact via email, it also gets stuck in the (gmail) outbox, and also needs to be manually sent again, and when it arrives, there's no contact information. Otherwise everything appears to work fine.

The same occurs with all accounts, or with one account in particular?
Even weirder is that I can forward these messages but can not send them.
Forward these new messages from where? You can forward a received message or a message that was successfully sent which will be located in the account's Sent mailbox, but you can't forward a newly composed message.
Even worse the outbox doesn't show up at all on my mac when i sync, so these messages are stuck in my iphone somewhere in limbo.
Email account mailboxes and messages and the iPhone's Outbox are not included with the iTunes sync process. Server stored mailboxes with an IMAP account are kept synchronized with the server with each email client used to access the account, but the Outbox mailbox with the Mail.app on your Mac and with the iPhone's Mail application is not synced with anything.

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