Tutelage

Definition: (from dictionary.com)
-noun
1. the act of guarding, protecting, or guiding; office or function of a guardian; guardianship
2. instruction; teaching; guidance
3. the state of being under a guardian or a tutor

Examples:

"Under the tutelage of their new coach, the football team finally won a game."

"Despite the patient tutelage of the eagle, the penguin was still unable to fly."

Origin: (from etymonline.com)
"c.1600, from Latin tutela 'a watching, protection,' from variant past participle stem of tueri 'watch over' (see tutor (n.)). Meaning 'instruction, tuition' first appeared 1857."

Awkwardness rating: 8

Thanks for your tutelage coach! (wisconsincollegecoach.files.wordpress.com)

Muddle

Definition: (from dictionary.com)

-verb (used with object)

1. to mix up in a confused or bungling manner; jumble

2. to cause to become mentally confused

3. to cause to become confused or stupid with or as if with an intoxicating drink

4. to make muddy or turbid, as water

5. to mix or stir (a cocktail, chocolate, etc.)

Examples:

"The bartender could muddle a cocktail at the speed of light."

"Just looking at math problems makes me feel muddled."

Origin: (from etymonline.com)
"1590s, 'destroy the clarity of' (a transferred sense); literal sense ('to bathe in mud') is from c.1600; perhaps frequentative formation from mud, or from Dutch moddelen 'to make (water) muddy,' from the same Proto-Germanic source. Sense of 'to make muddy' is from 1670s; that of 'make confused' first recorded 1680s. Meaning 'to bungle' is from 1885."

Awkwardness rating: 4

Let me muddle this drink for you. (cocktail-guru.com)