The only people who look down on the Boxster are people who have never owned a Porsche.
Among those who own Porsche's, the Boxster is recognized as a great car - whereas the 996 is by far the most talked down, hated, and despised car Porsche has ever made (well, except for maybe the 924). I have had people say, "I'd never own a 996, its a piece of crap!" straight to my face. I never had to defend my ownership of a Boxster like I have to with the 996.
To prove my point, no one ever wrote and published a story called "Porsche's Deadly Sin #1" about the Boxster, but they did write it about the 996 which starts by saying this;
"We will start with the big betrayals, of course, and the unassuming fastback you see above represents perhaps the worst of Porsche’s many middle fingers to the customer base. It is a 1999 Porsche 911, known to everyone in the world as the “996″. "
So, the next time you're feeling insecure about owning a Boxster just be glad that you don't own a 996!
Porsche's Deadly Sin #1: 1999 Porsche 911 (996) 3.4 | The Truth About Cars