Plain Diamonds
Doobie Fair Lady
Host Mallet
Mr Mallard
Sprint Defense Escher
Large Not Large
Binary Shackles
Infantry Man Child
Miss Nervous
Half Byte
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$\begingroup$ Does the trivia tag apply here? I imagine that the answers will be dependent on your geography; not all candy bar brands are available in all parts of the world. $\endgroup$– Ian MacDonaldMay 11, 2017 at 17:41
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$\begingroup$ In fact, the brand of candy bar that they hang out with is of no consequence and the reference to candy bars serves merely to stimulate a hint as to what kind of people these may be. $\endgroup$– ForkliftMay 11, 2017 at 17:43
1 Answer
Partial answer:
Each phrase clues a different hip hop artist. A line of poetry in hip hop is called a bar, and you might call a particularly sweet line a candy bar. (OP revealed in comments that candy bar was supposed to clue rapper, from wrapper).
Plain Diamonds
VANILLA ICE (due to Personman), although JUST-ICE (suggested by M Oehm) also fits.
Doobie Fair Lady
JAY Z (J + Nissan Fairlady Z—revealed by OP)
Host Mallet
MC HAMMER
Mr Mallard
DRAKE (a male bird—revealed by OP) (My original guess was BIRDMAN.)
Sprint Defense Escher
RUN-D.M.C. (RUN + D + M.C.)
Large Not Large
BIGGIE SMALLS
Binary Shackles
2 CHAINZ
Infantry Man Child
SOULJA BOY
Miss Nervous
Possibly NELLY (suggested by Duncan), from the expression nervous Nellie. This clue seems more indirect than the others, and I am not sure the function of miss.
Half Byte
50 CENT (This clue plays on the ambiguity of bit. A bit is 12.5 cents as well as a unit of data in computing, eight of which constitute a byte—confirmed by OP.)
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3$\begingroup$ It seems we've been informed that the "with candy bars" clue is actually about the "wrapper" pun, not the more complex explanation given in this answer :) $\endgroup$ May 11, 2017 at 18:37
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1$\begingroup$ I refused to correct it because it sounded way cooler than my lame pun. $\endgroup$– ForkliftMay 11, 2017 at 18:38