PROmatic,
This post is slightly different than the one I posted on the S-class area of the forum. I had a 2010 E, a 2012 E, and now I have a 2012 S. I would recommend a 2012 S vs a 2014 E for your driving enjoyment

. Once you drive an S you will realize how much of a different car that a W221 actually is. If you get a W221, make sure it is low miles as you can and still be a CPO car. Purchase the Extended warranty to get another 2 years before your CPO warranty expires.
As the S is far more expensive to repair and replace parts than the E. However there are a number of online parts sources that can used to reduce that cost. Nothing in the MB line rides and feels like an S-class. Also for me, there is more room to retrofit features, but less of them to retrofit LOL! And yes, I also have had a 2002 W203, a 2004 W203, and a 2008 W204 too. If you happen to get the 2014 E, make sure you get it loaded as a loaded version may overcome that garish/gaudy facelift front end

Good luck