I have the exact same issue as this. Gmail is re-sending an email I sent to 
my now ex-girlfriend from February 2014. This email contains photos as 
well, and when I first attempted to send it there was issues with size and 
it jammed in the outbox. I can't recall for sure if it sent back then or 
not. Anyway Gmail has decided to re-send the email at least twice over the 
last few days (16 months later) which has been very unpleasant for me and 
the recipient.

Was your issue resolved? Or did this just eventually stop? I am scrambling 
for a solution.

On Wednesday, 17 December 2014 20:01:33 UTC+11, Steve Hobbs wrote:
>
> I hope someone can help me with this..
>
> Back in June or July, I sent an email to my girlfriend at the time, 
> containing photos from a recent trip we had together. I remember at the 
> time it took 4 or 5 attempts to send, as it was stuck in my "outgoing" 
> folder.
>
> It appears that Google has decided to send these emails now, which is 
> causing some grief on both sides. Yesterday it sent the email at around 
> 08:15, and now it appears it has sent the same email again at 05:30 this 
> morning.
>
> I've checked and there is no registered activity on my account at those 
> times, and unless I'm going completely mental, I'm pretty sure I didn't 
> send these myself. They appear in my sent folder as if I had sent them at 
> the time from one of my devices, but I can assure you that I didn't. It's 
> like this mail is stuck in a queue somewhere.
>
> Is there anything I can do? I've tried clearing cache/data on all my 
> devices but there's nothing to work with here. I don't even have the 
> contact in my address book anymore.
>
> Thanks in advance!
>

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