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I have a difficulty to interpret the meaning of "Hip" even after consulting the dictionary.

Let me give the meanings given by online Oxford dictionary:

hip 1 |hip|
noun
1. a projection of the pelvis and upper thigh bone on each side of the body in human beings and quadrupeds.
• ( hips) the circumference of the body at the buttocks : a sweater tied around the hips.
• a person's hip joint : she ran into a fence and dislocated her hip.
2. the sharp edge of a roof from the ridge to the eaves where two sides meet.

PHRASES
on the hip archaic: at a disadvantage.

ORIGIN
Old English hype, of Germanic origin; related to Dutch heup and German Hüfte.

hip 2 |hɪp| |hɪp| (also rose hip)
noun
the fruit of a rose, esp. a wild kind.

ORIGIN
Old English hēope, hīope; related to Dutch joop and German Hiefe.

hip 3 |hɪp| |hɪp|
adjective ( hipper |ˈhɪpər|, hippest |hɪp1st|) informal
following the latest fashion, esp. in popular music and clothes : it's becoming hip to be environmentally conscious.
• understanding; aware : he's trying to show how hip he is to Americana.

DERIVATIVES
hiply adverb
hipness |ˈhɪpn1s| noun
ORIGIN
early 20th cent.: of unknown origin.

hip 4 |hɪp| |hɪp|
exclamation
introducing a communal cheer : hip, hip, hooray!

ORIGIN mid 18th cent.: of unknown origin.

Now please consider the below sentence

Ramu wore a T-shirt with a logo of his news paper and old pair of jeans. He looked unusually hip for someone in a crisis.

what does the hip implies here?

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Why the down votes? Think this is GR? –  Kris Dec 24 '12 at 10:14
    
@kris it could be because, of all the options for part of speech, only an adjective would fit the pattern so it doesn't display so much prior research or thought into the issue. –  simchona Dec 24 '12 at 10:34
    
@simchona Easy to say for us who know the contextual implication of the word. When you do not know what the word means, where do you look? And from what perspective will you do prior research? Where do you begin? I've been there myself. –  Kris Dec 24 '12 at 10:38
    
@kris even without the actual word, the pattern is "he looked _____". Noun won't fit. Verb won't either. This isn't dependent on knowing how "hip" might be used. –  simchona Dec 24 '12 at 10:40
2  
Try each of the 4 defintions. See which one fits the context. Spoiler alert: it's #3. –  Mitch Dec 24 '12 at 13:41
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1 Answer

This hip means cool or trendy.

Ramu wore a T-shirt with a logo of his newspaper and old pair of jeans. He looked unusually cool for someone in a crisis.

The preceding sentence describes Ramu's clothes. That would rule out hip1 and hip2, since we're talking about neither a pelvic bone nor part of a rose; however hip3 is related to fashion, "especially clothes". So, that old pair of jeans and T-shirt must have been especially fashionable or trendy.

Ergo: it's the third meaning in the definition you included:

adjective (hipper, hippest)
informal
following the latest fashion, especially in popular music and clothes:
it’s becoming hip to be environmentally conscious

share|improve this answer
    
Since OP already quoted this meaning, though without realizing its relevance, this is more in the nature of a comment. The real answer would be to help the OP on how to zero-in on the relevant meaning among the various listed. –  Kris Dec 24 '12 at 10:13
1  
@Kris: Fixed. (I believe – if you disagree, make your edit and elaborate further). –  J.R. Dec 24 '12 at 12:01
    
+1 Guess that's very helpful. –  Kris Dec 24 '12 at 13:05
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