When I use Retract command in VS 2013 on my WSP, content types do not get deleted on the site. So whenever I want to update content types, I need to recreate the site. I've done some analysis on this issue: http://slavensemper.blogspot.com/2014/10/visual-studio-2013-cannot-deploy.html
Since I didn't find any similar issue on the forums, my question is: how do you tackle this issue?
EDIT:
Installing Microsoft Office Developer Tools for Visual Studio 2013 - November 2014 Update did NOT resolve the issue.
Installing Visual Studio 2013 Update 4 did NOT resolve the issue either.
Did anyone try to install Visual Studio Update 5 CTP3: https://www.visualstudio.com/en-us/news/vs2013-update5-vs.aspx? Can you deploy content types with it?