Cityfile: New York's Most Notable and Influential

Computer hackers and the perpetrators of securities fraud are having quite a moment, aren't they? This week, the man behind the largest computer hacking case in U.S. history, Albert Gonzalez, was taken into custody and he now finds himself in a (computer-less) jail cell in Brooklyn facing charges he made off with 135 million credit and debit card numbers. And we certainly don't have to tell you that 2009 as been a banner year for fraudsters armed with all any number of financial schemes designed to line their pockets and empty your own. But can you tell the difference between a computer hacker and fraudster just by looking at them? And could you differentiate a rogue techie and evil financial genius from a garden variety pedophile? It's harder than it looks! Below you'll find a sampling of mugshots of men who have been arrested for one of the three crimes. It's up to you to tell them apart. Good luck! More

NYC Prep, Real World Edition | One of these three teenagers who attended a benefit last week for the Association to Benefit Children at Dylan's Candy Bar—and who appear on New York Social Diary today—is the daughter of one New York City's most prominent and highly paid CEOs. Guess which one—and who her dad is—and you'll find the answer below.More

Whether it's the real sun (or the sort of glow that can only come from a bottle or fluorescent lamp) is up to you. But you'll find the answers after the jump.

Related: Know Your Surgically Sculpted Socialite Noses, Know Your Smiling Socialites, Know Your Hedge Fund Wives, Know Your Political Ex-Wives, Know Your Socialite Babies, Know Your Offspring of the Rich and Famous. More

It's really a shame there haven't been cameras at the trial of Anthony Marshall, the son of Brooke Astor who now stands accused on plundering his mother's fortune. Hundred (thousands?) of Upper East Siders would have been glued to their TV sets the past few weeks. Sketch artist Jane Rosenberg has been in attendance the past few weeks to document the goings-on with paper and colored pencils. Can you identify the notable people above who've appeared on the witness stand? As always, answers below.More

We covered the blondes last week. The identities of these brunettes below!

Previously: Know Your Smiling Socialites, Know Your Celebrity Criminal Defense Attorneys, Know Your Hedge Fund Wives, Know Your Vacationing Designers, Know Your Ex-Husbands, Know Your Political Ex-Wives, Know Your Socialite Babies, Know Your Offspring of the Rich and Famous. Have a "Guess Who?" suggestion you'd like to share? Email tips@cityfile.com.More

The identities of these blonde socials after the jump!

Previously: Know Your Smiling Socialites, Know Your Celebrity Criminal Defense Attorneys, Know Your Hedge Fund Wives, Know Your Vacationing Designers, Know Your Ex-Husbands, Know Your Political Ex-Wives, Know Your Socialite Babies, Know Your Offspring of the Rich and Famous. Have a "Guess Who?" suggestion you'd like to share? Email tips@cityfile.com.More

Can you pick out the socialite based on the perfect (or not-so-perfect) smile she flashes for photographers thousands of times a year? Answers below!More

Recognize these spotlight-loving criminal defense attorneys? Their identities (and some of their more notable clients) after the jump.More

Some of these women are still riding high. Some may soon be packing up their homes in East Hampton and taking a final spin on the Gulfstream jet. Their identities after the jump.More

Winter vacation is over (for most people, at least), but if the holidays left you with a depressing spare tire around your midsection and you need a reminder that nature doesn't discriminate—and plastic surgeons aren't miracle workers—the third picture from the left should boost your spirits. The identities of the four designers after the jump. More

Can you pick out the ex-husband of the actress, socialite, singer, TV talk show host, political fundraiser, and magazine editor? Click on "More" for the answers.

These three women were all once married to prominent local politicians. Know who they are? Answers after the jump.More

Angelina Jolie might think her new twins are pretty special now that she's earned a cool $14 million for the photo rights. But there are plenty of New York socialite moms who think their kids are pretty important, too. Will any of these kids turn into the Tinsley Mortimer or Peter Davis of 2025? Take you best guess at who these little youngsters are related to, then click through for the answers.More

Eight bottles of perfume/cologne and the eight celebrities to blame for unleashing them on the naive public: Recognize the hands or the shapes of the bottles? The answer key after the jump. More

The six people above are all offspring of notable New Yorkers. Know who they are? Answers after the jump!More