I have an iPhone 4S and am using the latest version of iTunes. I am trying to delete songs off of my iPhone using iTunes. Once I plug my phone in iTunes opens up and I select the music folder listed under my phone. It then brings up the songs. I select a song, right click, and select delete but nothing happens. The song remains. I'm not to familiar with how syncing works but I tried unchecking some songs and then syncing but they stay listed on the phone. There is no option to "manually manage songs". Only an option to manually manage videos.
As a side note, awhile ago I connected this phone to my work computer which also has all my iTunes songs on it. I don't know if this makes anything change. Honestly I've only ever used my ipod for music so if it's something stupid I'm missing I apologize in advance. Thanks in advance for your help.