Great post Matt!
You are so dead on. I totally feel your pain. My first real steps on the "scent journey" thing that we are all on, began with Hugo Boss (aside from sniffing my mom and dad's fragrances as a kid.)
My dad received a bottle of Boss #1 and he never wore it so I started wearing it in my teens. Yes, it's kind of weird smelling, looking back- but in that time frame, not so out of place. Plus people liked it.
But then when I was about 20, my uncle got me a coffret of Hugo Boss minis. There was Elements, Hugo, and #1 (which I already had). Man, Hugo was the ONE that did it for me. I would carry that mini around with me and sniff it like it was glue. I also loved Elements, though it did smell medicinal. Now I can really appreciate the originality of a scent like Elements.
But Hugo was awesome.
Then I too fell in love with Boss Bottled (#6). It was my favorite. It was my signature. Girls complimented me all the time on it. It could do no wrong. Granted I would never wear it nowadays, but back when it was released...WOW. Even though the bottle was kind of plain, the juice was great.
Then everything else sucked. The end.
Oh, yeah and Energize IS probably the second UGLIEST bottle ever (first honors go to FUBU Flush...I mean Plush). Plus that pink juice. ICK!
I did see a bottle of Dark Blue at Marshalls and being a bartender, I thought it might be fun to have a cologne that looks like a cocktail shaker, but the cap was missing. I actually liked the scent, but I passed anyway. It's a shame about Hugo Boss. I have some of their clothes and I like them...but they are getting incredibly faceless.
When I was a newbie to scent, Hugo Boss was my favorite house, but these days I wouldn't even take the time to sniff their new stuff.
I was thinking about getting a bottle of Elements and a bottle of Elements Aqua...
Again, nice post and I totally agree with your feelings!