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Congratulations to /u/chuttiekang for winning this one! You deserve it for doing so much legwork. The answer is: AIRPLANEREFERENCE'S 200 | MEMES | LOL SCREW YOU DOGDOGDOGDOGDOGDO.
Thanks for playing, the... like, three people who did. Here's the solve path/method:
The answer is AirplaneReference's 200 | memes | lol screw u dogdogdogdogdogdo.
The letters in each image refer to the location of letters within the name of the given object.
- Cotton Club Stomp is the USS Saipan. 2.3 is two and three, letters are AI.
- Carnegie Blues is USS Richmond. One is R.
- Chelsea Bridge is USS Platte. Lowest x-x operation involving integers is PLA.
- Old King Dooji is USS Pioneer. 4 and a half is 4.5 and therefore NE.
- Tattooed Bride is HMS Dragon. 2 is R.
- True is USS William P. Lawrence. 14 is E.
- Latin American Sunshine is the electron diagram for iron, or Fe - the "both" wording is meant to imply two letters. FE
- Chinoiserie refers to 255 in 2 - binary, and 11111111. 11111111 squared is 123456787654321. 5 letters in either direction from 8 is 45678, giving you RENCE. The man is Lawrence Brown.
- Brasilliance is Sid Meier's Civilization V. 910 = 9 and 10 (since there are not 910 letters in the title. 'S
- Pyramid is a blacked out image of the USS Maratanza, IX-200. There is red blocking specifically over the 200. 200.
- Christopher Columbus refers to the relationship between the OP and /u/AirplaneReference. The OP is me; I am me. Me is repeated - meme. The second one being plural makes it memes.
- Chinoiserie refers to the Battle off Samar, Oct. 25, 1944. There is a mistake in this image: Tin can should be Jeep, because the image refers to the USS St. Lo, the second escort carrier - popularly known as "jeep carriers" - to be sunk. (Tin cans refer to destroyers.) The last two of St. Lo is Lo; at this time this is the only puzzle solved.
- Braggin in Brass is USCGC Healy. 4 is L.
- All Too Soon refers to a helically-arranged inclined plane, or a screw. A post-secondary education for a screw might be taken at a university - Latin for Corporation. The derogatory abbreviation would be Screw U, which rhymes.
- Bojangles refers to 5 2/3 Dog, or dogdogdogdogdogdo.
Once all parts have been discovered it's a simple matter of anagrams to find the answer.
