Free Software replacement for iTunes

I buy my music on CD, used, from a locally-owned shop that sells used CD, vinyl, etc. I can pay in cash so there's no need to identify myself, I don't need to worry about DRM, I can encode it into whatever format & bitrate I want, and and I own a physical copy that I can sell if I don't listen to the music anymore. Am I the only one doing this? Yes it means it's not happening online but hey - It's good and healthy to get out and walk around. Plus I get to support local business. It's owned by these two nice guys.

I also prefer to use CDs and buy local when possible.
There's also trading sites such as SwapACD which helps you find aftermarket CDs and contribute without directly giving money to the big unethical companies like Amazon. Unfortunately they require PayPal and identification. One solution may be P.O. Box and Pre-Paids however?

Regarding ITunes, Nightengale is similar in appearance. The only non-free parts might be in their optional addons - the rest is GPL and fully free.

Nightengale has Soundcloud/Last.FM support but it lacks MediaGoblin/Libre.FM

One could also sell CD's via https://www.fairnopoly.de/, but I think one should also support the http://right2remix.org/.

I use free software to make music and I choose free licenses for my music. I offer my music for download, but I don't burn CD that one can sell.

I to usually buy used CDs and rip them or get music from Jamendo (http://www.jamendo.com). As far as an audio player, Clementine is by far my favorite. It has Jamendo, Magnatune, Icecast, Grooveshark, Last.fm, and a couple of others integrated.

I've found an antifeature in the soundcloud support of Nightingale. Many tracks can not be downloaded. I guess adding a generic download feature would violate the SoundCloud terms of use.

Clementine is not my best player, currently I use Rhythmbox and Nightingale, but I also started writing my own MusicBrainz enabled player using libvlc. With this player I can store the Japanese title of a song, a romanized English version of the song title, and a English translation, then link this two an artist who also has their name in multiple 'languages'. https://code.google.com/p/utopiaplayer/ is unmaintained since 6 years, so I won't use it.

I really doesn't know if this thread is about seeking for a free software replacement for iTunes on Trisquel, or the way one should buy music, so I'll try to answer both.

First, the closest FLOSS iTunes replacement I am aware of is called Nightingale, which is a fork of Songbird, made of a frustration that the original developers stopped supporting/providing proper GNU/Linux builds. Also, Nightingale does not come with any proprietary parts, that SongBird will ship by default, incl. addons, with are AFAIK all free too.

For buying music, there are many ways of doing so, including (but not limited to) buying CDDAs, Vinyls (for exceptional audio clarity), and FLAC encodings. I personally does not buy music since the albums I usually want are not available anywhere, so I am downloading them using the Internet (legal in some parts of the world, including the one I live). My favourite place of doing so is RuTracker.org where these albums are usually available.