Ginormous

Definition: (from dictionary.com)
-adjective
1. informal. extremely large; huge

Examples:
"The portions at the restaurant were ginormous; one plate could have fed the entire table!"
"The bill for this wedding must be ginormous."

Origin: (from etymonline.com)
"1948, perhaps originally military colloquial, from a merger of gigantic + enormous."

Awkwardness rating: 7

Glad I'm not footing that ginormous bill. (patheos.com)

Flabbergasted

Definition: (from dictionary.com)
-verb (used with object)
1. to overcome with surprise and bewilderment; astound

Examples:
"The cat was flabbergasted that her owner tried to feed her store brand cat food."
"After hitting on his prospective boss during the interview, Bob was flabbergasted that he did not get the job."

Origin: (from etymonline.com)
"1772, mentioned (with bored) in a magazine article as a new vogue word, perhaps from some dialect (in 1823 flabbergast was noted as a Sussex word), likely an arbitrary formation from flabby or flapper and aghast."

Awkwardness rating: 7

Oh no you didn't! (imbapic.com)

Blurb

Suggested by Tim B. & Lucy F.

Definition: (from dictionary.com)
-noun
1. a brief advertisement or announcement, especially a laudatory one

Examples:
"She writes little blurbs for the website about new products; I guess you could call her a blurbist."
"You should write a blurb about your business to go in the newspaper ad."

Origin: (from etymonline.com)
"used by U.S. scholar Brander Matthews (1852-1929) in 1906 in 'American Character;' popularized 1907 by U.S. humorist Frank Gelett Burgess (1866-1951). Originally mocking excessive praise printed on book jackets."

Awkwardness rating: 4

The blurbist at work. (wisegeek.com)

Bamboozle

Definition: (from dictionary.com)
-verb (used with object)
1. to deceive or get the better of (someone) by trickery, flattery, or the like; humbug; hoodwink
2. to perplex; mystify; confound
-verb (used without object)
3. to practice trickery, deception, cozenage, or the like

Examples:
"She has one of those things to put jewels all over your clothes...what do you call it...a Bamboozler?" "No, that would be a BeDazzler."
"I was bamboozled into coming to this stupid party; there was supposed to be some awesome band here."

Origin: (from etymonline.com)
"1703, originally a slang or cant word, perhaps Scottish from bombaze 'perplex,' related to bombast, or French embabuiner 'to make a fool (lit. 'baboon') of.'"

Awkwardness rating: 5

I won't be bamboozled again. (visiondjs.com)