HT204264 How can I upload older photos without metadata into Photos?

I have older photos that I would like to upload to my Photo's iCloud library but it will pop up with a message saying there is no metadata. How can I upload my older photos?

I worked in IT on the university level for four years so it's really frustrating to see more safeguards in place in a public school district any university. If we're trying to teach these kids to be ready for real life and then block out and don't let them use half the technology they're going to encounter in real life, well I just don't get that. But that's another rant for another time.
How I do it is I save all of the photos my students scan onto my external hard drive, then transfer them to my personal computer and upload them to dropbox using Dropbox for windows (or whatever the desktop application is called) . I then have my students go to dropbox.com on the iPad, login as me, and go through each photo, saving each to the iPad as they go.
I should have said upfront that when I try to connect the iPad to my personal computer it charges the iPad but won't recognize under my computer or show up in iTunes, so I am unable to see any of the data on it. I'm pretty sure it's not the 30 pin connector that's malfunctioning because I've tried with two of them. I can only check if it registers with iTunes on my personal computer because I can't download iTunes on school computers since I don't have administrator privileges

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I'm a special education teacher, and I teach a photography lab that teaches students how to scan and edit photos. We use the school's set of Ipad2's in order to crop the photos since the majority of students I have don't have the hand eye coordination neccisary to crop using a desktop computer and mouse. The problem I'm running into, however, is that our IT department wont let me download any apps onto the iPads. I've asked on six seperate occasions in order for them to update the iPads to ios7 and to give teachers the permission to install apps-- the first request coming at the start of the school year-- and they havent responded to any of them, so I'm not holding my breath.
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I worked in IT on the university level for four years so it's really frustrating to see more safeguards in place in a public school district any university. If we're trying to teach these kids to be ready for real life and then block out and don't let them use half the technology they're going to encounter in real life, well I just don't get that. But that's another rant for another time.
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I should have said upfront that when I try to connect the iPad to my personal computer it charges the iPad but won't recognize under my computer or show up in iTunes, so I am unable to see any of the data on it. I'm pretty sure it's not the 30 pin connector that's malfunctioning because I've tried with two of them. I can only check if it registers with iTunes on my personal computer because I can't download iTunes on school computers since I don't have administrator privileges

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Only photos taken after Photostream has been enabled will be added to Photostream. If you want to move the photos from your old phone to your new one, you will need to do it manually.

HT204264 How can I upload older photos without metadata into Photos?

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