Etymology
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pad (n.)

1550s, "bundle of straw to lie on," a word of obscure origin (perhaps a merger of several separate words), possibly from or related to Low German or obsolete Flemish pad "sole of the foot," which is perhaps from PIE *pent- "to tread, go" (see find (v.)), but see path (n.).

Sense of "soft cushion" is from 1560s, originally a soft saddle. Generalized sense of "something soft" is from c. 1700. Meaning "cushion-like part on the sole of an animal foot" in English is from 1790. The sense of "a number of sheets fastened or glued together at the edge" (in writing-pad, drawing-pad, etc.) is from 1865.

Sense of "takeoff or landing place for a helicopter or missile" is from 1949; the notion is of something to prevent friction or jarring. The word persisted in underworld slang from early 18c. in the sense "sleeping place," and this was popularized again c. 1959, originally in beatnik speech (later hippie slang) in its original English sense of "place to sleep temporarily," also "a room to use drugs."

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pad (v.2)

"to stuff with pads or padding, increase the amount of," 1827, from pad (n.). Of writing, "expand by insertion of extraneous matter," 1831; transferred to expense accounts, etc. by 1890. Related: Padded; padding. The idea of a padded cell in an asylum or prison (1862, padded room) is to prevent those inside from injuring themselves by dashing against the walls.

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hip (n.2)
"seed pod" (especially of wild rose), a 16c. alteration of Middle English hepe, from Old English heope, hiope "seed vessel of the wild rose," from Proto-Germanic *hiup- (source also of dialectal Norwegian hjupa, Old Saxon hiopo, Dutch joop, Old High German hiafo, dialectal German Hiefe, Old English hiopa "briar, bramble"), of unknown origin.
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pad (v.1)

"to walk, travel on foot, tramp slowly or wearily along," 1550s, probably from Middle Dutch paden "walk along a path, make a path," from pad, pat "path" (compare path). Originally a cant word among criminals and vagabonds, perhaps of imitative origin (sound of feet trudging on a dirt road). Related: Padded; padding. English also formerly had the noun pad meaning "path, foot path" (1560s), which might be from this verb, or from the Dutch noun, or a variant of path.

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hip (interj.)
exclamation used to introduce a united cheer (as in hip-hip-hurrah), 1827, earlier hep; compare German hepp, to animals a cry to attack game, to mobs a cry to attack Jews (see hep (2)); perhaps a natural sound (such as Latin eho, heus).
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hip (n.1)
"part of the human body where pelvis and thigh join," Old English hype "hip," from Proto-Germanic *hupiz (source also of Dutch heup, Old High German huf, German Hüfte, Swedish höft, Gothic hups "hip"), of uncertain origin. In architecture, "external angle at the junction of two sides of a roof," from late 17c. Hip-flask, one meant to fit in a hip pocket, is from 1923. Related: Hips.
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hip (adj.)
"informed," 1904, apparently originally in African-American vernacular, probably a variant of hep (1), with which it is identical in sense, though it is recorded four years earlier.
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lily-pad (n.)
"broad leaf of the water-lily," 1834, American English, from lily (n.) + pad (n.).
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hip-hop 
also hiphop, music style, 1982. Reduplication with vowel variation (as in tip-top, sing-song); OED reports use of hip hop (adv.) with a sense of "successive hopping motion" dating back to 1670s. The term in its modern sense comes from its use in the early rap lyrics of the genre, notably Grandmaster Flash and the Furious Five and The Sugarhill Gang in "Rapper's Delight."
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hip-shot (adj.)
"with the hip dislocated," 1630s, from hip (n.1) + shot (adj.). The notion is "with the hip shot out of place."
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