The original "humblebrag". Can you guess who humblebragged first?

Humblebrag: Urban Dictionary

Subtly letting others know about how fantastic your life is while undercutting it with a bit of self-effacing humor or "woe is me" gloss.
Uggggh just ate about fifteen piece of chocolate gotta learn to control myself when flying first class or they'll cancel my modelling contract LOL

The New York Times has a good article about the emergence of humblebrags.

"Bah, Humblebrag!"
By HENRY ALFORD
Published: November 30, 2012

SOMETIMES when I crave a powerful dose of humility — the kind of humility that can come only from fully apprehending the lot of those less fortunate than me — I turn my attention to the plight of the former White House press secretary Ari Fleischer. He experiences an exquisite kind of pain. As he lamented on Twitter earlier this year: “They just announced my flight at LaGuardia is number 15 for takeoff. I miss Air Force One!!”

When my stores of sympathy have not been fully depleted by contemplating the indignities heaped on Mr. Fleischer, I’ll then go on and immerse myself in the ennobling humility of the comedian Dane Cook. Mr. Cook, who has nearly three million Twitter followers, once tweeted: “Being famous and having a fender bender is weird. You want to be upset but the other drivers just thrilled & giddy that it’s you.” Finally, on those days when my humanity is fathomless, I turn to the selfless tweets of Deepak Chopra. Like: “Hope & despair are born of imagination. I am free of both.”

There’s nothing new about false modesty, nor its designation as a form of bad manners. But the prevalence of social media has given us many more canvases on which to paint our faux humility — making us, in turn, increasingly sophisticated braggers.

Enter the self-deprecating boast known as the “humblebrag,” a term devised by the comedian Harris Wittels, a writer for the NBC series “Parks and Recreation,” who collects hundreds of these cockeyed chestnuts on his Twitter feed and in his new book, both called “Humblebrag.” Whether it be the publicist Jenny Marie Miranda asking, “Why do men hit on me more when I’m in sweat pants?” or Dina Manzo, one of the “Real Housewives,” stating, “I obsess over the welfare of old people & animals on hot days like today. OBSESS #thereissomethingwrongwithme,” a humblebrag is an opportunity for the attention-starved to stake a claim on our sympathy.

The term humblebrag is new. The humblebrag itself is not new. It's just getting more exposure due to social media. However, there is one media that has been with us for two thousand years: the New Testament. In it, there is an epic humblebrag. This humblebrag has garnered more page views, more re-tweets, more social media exposure than any other epic humblebrag, Deepak Chopra's tranquil state of mind notwithstanding.

Here it is: introducing first.... from the red corner, weighing 175 pounds... he hails from Jerusalem, Israel, and was rated by many, as the best pound for best Pharisee of the last decade. With 52 sacrifices, a full tenth of his tithe, 38 of them coming by the way of knockout in the synagogue, 21 successful fasts, and 0 defeats. He is, the former Pharisaical champion, former super junior Pharisee spelling bee champion, HEAVYWEIGHT HUMBLEBRAGGER OF THE WORLD, Pharisee 'Boom Boom' Liebowitz!!

The Pharisee, standing by himself, prayed thus: ‘God, I thank you that I am not like other men, extortioners, unjust, adulterers, or even like this tax collector." (Luke 18:11)

Annnnnnnnd, in the blue corner, introducing next.... weighing 135 pounds... he hails from Bethphage Israel, and was rated by many, as the worst personnnnin the worrrrrrrld, pound for worst human being of the last decade. With 52 losses, 38 of them coming by the way of bribery, and 412 defeats. He is, the former middleweight tax collector, former super middle weight toll taker, former light heavyweight extortioner, and former HEAVYWEIGHT CRETIN OF THE WORLD, Tax 'Money Snatcher' Collector!

But the tax collector, standing far off, would not even lift up his eyes to heaven, but beat his breast, saying, ‘God, be merciful to me, a sinner!’ (Luke 18:13)

Now that is a real humble with no brag.

The NY Times again:

Indeed, this may be why false modesty is no less discomfiting to its audience (and is sometimes more so) than outright bragging. Outright bragging expects to be met with awe, but humblebragging wants to met with awe and sympathy. It asks for two reactions from its audience, and in so doing makes fools of its beholders twice over.

The moral of the story is simple. Don't humblebrag.