Kara Swisher, obnoxious AllThingsD blogger
How to wear it: Soccer mom meets Castro lesbian, with a denim shirt and blue jeans. Oh, and a Pure Digital Flip camera. How to scare them: Find a tech-company executive. Insist on interviewing them. Blurt out the most annoying questions you can think of. If they flinch, threaten to disinvite them from your exclusive Wall Street Journal tech conference.