Hi,
From your Safari menu bar click Safari / Reset Safari. Select the top 7 buttons, click Reset. Quit Safari (Command + Q) Relaunch Safari and try attaching a photo to Hotmail.
If that doesn't help, open a Finder window select your Home Folder in the Sidebar on the left. Then open the Library folder, then the Caches folder, then the com.apple.Safari folder.
Move the
cache.db file from the com.apple.Safari folder to the Trash. Relaunch Safari.
If that didn't help either, quit Safari. Open a Finder window. Select your Home Folder in the Sidebar on the left. It has a small house icon. Then open the Library folder then the Preferences folder. Move the
com.apple.Safari.plist file from the Preferences folder to the Desktop. Relaunch Safari. Try an attachment again. If it works, then move that .plist file to the Trash.
Check Safari / Preferences - Security to make sure you either have:
Always accept cookies or *Only from sites I visit* selected.
You've had similar issues with Hotmail in the past.
http://discussions.apple.com/message.jspa?messageID=11580566#11580566
I don't want to start another email account with a different carrier
At some point, you may want to consider switching to Mac Mail instead of using web based mail written by Microsoft as they may not always support the Safari browser.
Carolyn 🙂