I would add:
-Mr. Yunioshi (Mickey Rooney) from Breakfast at Tiffany's.
-The Ultimate Warrior, the wrestler
-Neo, from The Matrix films
-Speedball, from various Marvel Comics
-Superman
-Mac, from Mac and Me
-Mayor McCheese/Fry Guys, from McDonald's
-The Cavemen, from Geico ads
-Any quietly smug white dude from a luxury car ad
-Jack Shephard, from Lost
-Ziggy Sobotka, from The Wire
-Mr. Freeze (as portrayed by Arnold Schwarzenegger) in Batman and Robin
There needs to be one or more characters in movies portrayed by Tom Cruise. Lots of options there, but a lot are the same type of smarmy, so it's hard to choose.
I would agree that Jar Jar Binks should make the list, even if one might be dismissive of Star Wars. That character transcends the geek ghetto with its many layers of awfulness.