Curmudgeon

Definition: (from dictionary.com)
-noun
1. a bad-tempered, difficult, cantankerous person

Examples:
"My principal is such a curmudgeon; I'm pretty sure he's jealous of our full heads of hair."
"Without proper caffeine intake in the morning, many adults turn into curmudgeons."

Origin: (from etymonline.com)
"1570s, of unknown origin; the suggestion, based on a misreading of a garbled note from Johnson, that it is from French coeur mechant 'evil heart' is not taken seriously; the first syllable may be cur 'dog.'"

Awkwardness rating: 4

Don't talk to me before I've had my coffee. (memesomething.com)

Aplomb

Definition: (from dictionary.com)
-noun
1. imperturbable self-possession, poise, or assurance
2. the perpendicular, or vertical, position

Examples:
"The bride walked down the aisle with aplomb until she tripped and fell."
"Bob accidentally walked into the women's bathroom but he handled the situation with such aplomb that he did not get arrested."

Origin: (from etymonline.com)
"'assurance, confidence,' 1828, from French aplomb (16c.), literally 'perpendicularity,' from phrase à plomb 'poised upright, balanced,' literally 'on the plumb line,' from Latin plumbum '(the metal) lead' (see plumb (n.)), of which the weight at the end of the line was made."

Awkwardness rating: 3

She walked down the aisle with aplomb. (afloral.com)

Tittle

Definition: (from dictionary.com)
-noun
1. a dot or other small mark in writing or printing, used as a diacritic, punctuation, etc.
2. a very small part or quantity; a particle, jot, or whit

Examples:
"Without adding a tittle, your 'i' will look like a vertically challenged 'l.'"
"I don't even have a tittle of interest in this class."

Origin: (from etymonline.com)
"late 14c., 'small stroke or point in writing,' representing Latin apex in Late Latin sense of 'accent mark over a vowel,' borrowed (perhaps by influence of Provençal titule 'the dot over -i-') from Latin titulus 'inscription, heading.'"

Awkwardness rating: 9

Don't be rude. (whatdoyouknowshow.com)