I have a recent MacBook Pro running OS X 10.9.5 (Mavericks). I also have an iPhone 5 that had iOS 7.1, but I recently updated it to iOS 8.
When I had iOS 7, I used to be able to connect via Wi-Fi and drag music from my Mac to my iPhone. All I had to do was let both of them automatically connect to my home Wi-Fi and drag the songs to my phone, which was listed in the "Devices" section of the sidebar in iTunes.
But now, I don't see my phone in the sidebar. I can still transfer the songs via USB, but I can't do it via Wi-Fi.
Does anyone know why this is happening or what can be done about it?
I clicked "Sync Now" in the "iTunes Wi-Fi Sync" section in the Settings app on my iPhone, and it looked like it did something, but I don't see the iPhone in the iTunes sidebar. I looked at "Devices" in the file menu in iTunes and I don't see my iPhone there like I used to.
EDIT: I just noticed that Home Sharing is not working. It is enabled in iTunes, but on my iPhone, I don't see the "Libraries" choice in the "More" section in the Music app. I tried looking for something that would appear to let me access the music on my laptop from my iPhone, as I have been doing with iOS 7, without any success.