Ok, one at a time.
1- Attachments. Look at your device > Options > Advanced > Applications > scroll down and do you see "BlackBerry Attachment Service" listed?
2- Review the RIM Knowledge Base article linked here. I do not believe that Hotmail will reconcile your deletes from the Server to the device. If it did in the past, I can't speak to that. View Document
3- I would suggest you delete your Service Books for this Hotmail account (or whichever it is that you are having Get Image issues with) at Options > Advanced > Service Books. Then open you personal email setup icon, or go to your carrier BIS site and delete that account completely, then recreate it, AND resend the Service Books again. Meanwhile, do a battery pull reboot on the handheld device to completely remove the deleted service books from the device. How to add / delete email addresses - BlackBerryFAQ How do I resend my service books? - BlackBerryFAQ