I just pay $12/year and subscribe to "Nylon for guys" magazine (http://guys.nylonmag.com/) - it really does do all the work involved with "staying current" so you don't have to look like this guy: http://yogan.meinungsverstaerker.de/fun/80s1337ness.jpg
Also, I wouldn't consider the last photo of you to be "haute couture": you're just copying Steve Jobs with a little bit of hair gel.