Definitions
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Examples
“I truly give in to despair at times, that deep, futureless pit of despair that the poet Gerard Manley Hopkins called carrion comfort.”
“Grubb’s joint isn’t exactly a pit of despair where lost souls go to drink in solitude, perhaps in search of oblivion, certainly nurturing a sad pretense that camaraderie might break out at any moment.”
Lists
These user-created lists contain the word ‘pit of despair’.
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Creative Phone-Answering
Inspired by the conversation at den of iniquity.
well, hello clarice, house of ill repu..., braaaaaaains . . . ., you started it!, you raaang, your call is impo..., yellow, what!, moshi-moshi, chained_bear's pl..., slough of despond, den of iniquity and 60 more...
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Mellon Collie and the Infinite Sadness
Down in the dumps, feeling blue? Here, then, is a list for you...
feeling blue, down in the dumps, blue devils, mulligrubs, mubblefubbles, melancholy, lugubrious, gloomy gus, eeyore, doleful, woeful, woebegone and 86 more...
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A Long, Strange Trip
You'll definitely need a map. Inspired by Son of Groucho's comment on Islets of Langerhans.
slough of despond, pit of despair, den of iniquity, islets of langerhans, hippocampus, boulevard of brok..., canals of hering, hesselbach's tria..., crypts of lieberkühn, angle of louis, circle of willis, traube's space and 102 more...
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A Mint of Phrases in My Brain
Phrases/figures of speech I've always liked, and new ones that have caught my eye.
niche worrying, hilarious misunde..., above the fold, flying spaghetti ..., colossal gall, festering gob, unmitigated gall, smacked ass, endoplasmic retic..., nunya, dad joke, relentless hordes and 200 more...
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Is this a kissing book?
Noteworthy words and phrases from the Princess Bride
rous, fire swamp, as you wish, westley, buttercup, inconceivable, the man in black, mostly dead, dread pirate roberts, pit of despair, cliffs of insanity, fezzik and 18 more...
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Idle Chatter
Ok, I'm changing this one to an in-between list for Conversations and Chit Chat. We just have too much fun. :)
pareidolia, hoodoo, myrrh, baromets, verbing, stinkhead, marquee, bananaphone, 99 bottles of bee..., wordie tenth comm..., pit of despair, crocs and 31 more...
Tweets
Looking for tweets for pit of despair.

arby I could tell someone else about Wordie. But then I'd have to kill them.
*totally out of it on Princess Bride* Oct 5, 2007
seanahan You truly love Wordie, and so you might have been truly happy. Not one website in a century has that chance, no matter what the developers say. Oct 5, 2007
reesetee *nods head* You survived the fire swamp; you must be very brave. But nobody withstands The Wordie. Oct 4, 2007
chained_bear So it's to be torture, then? Oct 4, 2007
uselessness Till we kill you, yeah. Oct 3, 2007
seanahan So I'm on Wordie till I die? Oct 3, 2007
chained_bear No, I just use my gravelliest voice. Ooh! New word! Oct 2, 2007
reesetee *gak* Oct 2, 2007
uselessness Do you cough the dust out of your throat first? Oct 2, 2007
chained_bear This is how I frequently answer the phone. Oct 2, 2007
kad "The Pit of Despair! Don't even think about trying to escape. The chains are far too thick. Don't dream of being rescued either."
--The Albino, in 'The Princess Bride' Oct 2, 2007