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Denotation vs. Connotation

lollipop

or lollypop

[lol-ee-pop] /ˈlɒl iˌpɒp/
noun
1.
a piece of hard candy attached to the end of a small stick that is held in the hand while the candy is licked.
Origin of lollipop
1785-1795
1785-95; dial. lolly tongue + pop1
Dictionary.com Unabridged
Based on the Random House Dictionary, © Random House, Inc. 2015.
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British Dictionary definitions for lollipop

lollipop

/ˈlɒlɪˌpɒp/
noun
1.
a boiled sweet or toffee stuck on a small wooden stick
2.
(Brit) another word for ice lolly
Word Origin
C18: perhaps from Northern English dialect lolly the tongue (compare loll) + pop1
Collins English Dictionary - Complete & Unabridged 2012 Digital Edition
© William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins
Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012
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Word Origin and History for lollipop
n.

1784, lolly-pops "sweetmeats, soft candy," perhaps related to loll "to dangle" (the tongue) + pop "strike, slap." Or the first element may be northern dialectal lolly "the tongue." Meaning "hard candy on a stick" is from 1920s.

Online Etymology Dictionary, © 2010 Douglas Harper
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Slang definitions & phrases for lollipop

lollipop

noun

A pitch that is easy to hit: will they chuckle when out-of-shape lefties lob up lollipops? (1960s+ Baseball)

The Dictionary of American Slang, Fourth Edition by Barbara Ann Kipfer, PhD. and Robert L. Chapman, Ph.D.
Copyright (C) 2007 by HarperCollins Publishers.
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12
17
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