I use an app called SyncTunes. Install the app on the phone and install the client app on your computer and it'll sync your iTunes playlist wirelessly as long as you're on the same WiFi network. I use it on OSX and it works great, they have a Windows version too. Both the app and client are free, there's also a paid version with extra features.
I personally hate earbuds with a passion they just hurt the inside of my ears way to easily. I currently have a pair of Velodyne vFrees that I got for free thanks to them giving them away at CES this year. 8 hours of listening and they pair fine with my mobile devices but have issues on my desktop running windows 7 over bluetooth so I chalk that up to microsoft. Not a big deal I plug them into the back of my Samson Meteor mic since the controls don't work over the wire and I can control the volume with the knob on the front of the mic. controls work fine over Bluetooth tho. They sound much better then my several year old $35 Logitech I got at walmarts back in 2010 or so. Can not tell you what model the logitechs are. After having used the vfrees for a while the logitech sound like ass next to them lol. The vfrees are an on ear set with an odd design for the cups as they are egg shaped in design. They retail for about $300 but are on amazon for about $150 or so. The design of them isn't bulky which I like a lot. They basically curve around the top of your head but with the cup design they sit a bit farther back on your head tho. They are nice and out of the way and even fold up for carrying. They come with a pouch as well as cables for going wired. Mine did not come with a charger tho or a box but I think that was becuase they were giving them away for CES 2014.
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