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There are several things going on here with this line:
Jay alludes to the following:

  1. “It ain’t over ‘till the fat lady sings”, as in opera.
  2. “Bringing a blonde” seems like a Sinatra move (could refer to Marilyn Monroe, with whom Sinatra was rumored to have had an affair)
  3. Jay-Z’s girlfriend Beyonce is blonde, famous, has a fat ass..but it’s not the same
  4. A critique of how rappers nowadays are doing songs with popstars, and change the style of production just to sell more records. The line after this one shows that’s “not politically correct”.

Remember, Autotune is not the only thing he is criticizing; it’s mainstream rap too!

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“Blood clot” (pronounced “blood claat”) is Jamaican slang for “blood cloth” (i.e. feminine hygiene product). The term is synonymous with “fucking”, as in “stop your fucking crying”

This whole line is an homage to “You’re Nobody (Till Somebody Kills You)”, the last song on Disc Two of The Notorious B.I.G.’s Life After Death:

Here’s a tissue, stop your blood clot crying
The kids, the dog, everybody dying, no lying

This bar is quite a popular one. 50 Cent uses it in his song, Stop Crying from his 2011 album, The Big 10.

This line could be a shot a multiple big names in the industry. “Blood clot crying” could be a shot at Game who was apparently caught on camera crying, he also happens to be a Blood. Game and Hov have taken several shots at each other. “The Kid” is a common nickname of 50 Cent and “The Dog” is a nickname of DMX. Jay has/had a frenemy history with all three of these rappers.

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A matching flannel shirt and hat Biggie wore in his youth. As portrayed in Notorious:

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A reference to the early Nineties sitcom A Different World, whose main character is a college student named Dwayne Wayne

Wayne’s given name is Dwayne but he dropped the D because his father, Dwayne Sr., left him and Wayne didn’t want to carry his name

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Some people still don’t believe Pusha actually sells drugs

“Saran wrap Vaseline” refers to a technique to mask the smell of weed/coke from drug-sniffing dogs (used coffee grinds are a nice addition too). He casually offers this detail as evidence of his authenticity, and plays on “they can’t sniff it” to emphasize his critics' ignorance

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A wine cooler that was popular in the 80’s. Going back like Bartles & James means going way back

Furthermore, in a well-known series of television commercials Bartles and James were portrayed as two elderly friends who went way back (the characters were based on the two men who founded Ernest & Julio Gallo Winery, the company that produced Bartles & James)

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Just hanging out – “playing possum” – at the store, lacing up the new Nikes, trying to decide where to go for dinner

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He wants to reconnect with the old friend who he ran into in the first verse, but gets distracted in this verse by women and shoes

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Skittles refers to his colorful jewelry. “Bright pack” sounds like it would be a type of Skittles (like “tropical”), but it turns out that’s not true.

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Lyrics sites say “Peyton,” i.e. you better have good aim with your gun as Peyton Manning has with a football

But as Wayne is from New Orleans and this is about catching, it’s more likely a reference to New Orleans Saints wide receiver Jerome Pathon:

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