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awkwardly amazing 

the act of having something awkward happening that happens to be extremely amazing. like having sex with ur girlfriends hot friends. either out of spit or peer vengefulness. or just because your girlfriends friends want ur nuts
wow awkwardly amazing i just fucked my girlfriends best friend. nice cha ching....

awkwardly awkward 

when you're so awkward it cripples you in any situation where you need to speak
hello and i'm eve please excuse my awkwardly awkward sense of speaking
awkwardly awkward by shwoke April 19, 2018

awkwardtropolis

An immense amount of awkwardness; equivalent to perhaps sleeping with someone and then killing their parents, having to meet with them over coffee for a lab report the next day; or your wife and your mistress meeting and getting to be good friends, and wanting to have a threesome with you, neither knowing the history of the other with you.
"I had to work with my ex-wife the other day on a work project...and then I was forced to be her euchre partner later."
"Wow that must have been an awkwardtropolis kinda day!"
awkwardtropolis by CaYo October 3, 2005

Awkwiddity

- a lack of cognitive skill

- the quality of an embarrassing situation; "he sensed the awkwiddity of his proposal"

- the sensation of uncomfortable in a simple social situation by virtue of many unspoken but real factors lurking beneath the surface

- the quality of being wooden and inelegant; "he criticized the awkwiddity of the acting"; "there was a certain awkwiddity in his replies"
"he criticized the awkwiddity of the acting"; "there was a certain awkwiddity in his replies"
Awkwiddity by Friendo Baggins December 22, 2009

Awkwardicilious 

For example this convo is so awkwardicilious.
Or you are so awkwardicilious.
Awkwardicilious by Tallilicious August 6, 2010

Awkwardosity 

Having awkward qualities while simultaneously having hip qualities.
Hipsters tend to have awkwardosity, though they would never, EVER admit it, and are certainly not the only ones.
Awkwardosity by A-nonanonanona December 30, 2011