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Context: some guys are beating up a high-school girl to extort money from her.
Then she says(in a defiant tone I think):

> 今時かつあげ？チャラいわりにやるコトは古いのね

I checked [this question about
チャラ](https://japanese.stackexchange.com/questions/5094/what-
does-%E3%83%81%E3%83%A3%E3%83%A9-mean), but I didn't find a meaning that fits
the context. Also, I am not sure about the actual meaning of わり here. Thank
you for your help!
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meaning slang colloquial-language katakana
Meaning of チャラいわり
I think here you should actually look at わりに, that means rather/fairly etc.
You can look it up [here](http://www.jgram.org/pages/viewOne.php?tagE=warini).

In case you have AわりにB, usually this means that B does not meat the
expectations of A. So in this case I think a possible (free) translation would
be:

> You extort money now? Quite an obsolete move for a charai. (Or similarly:
> For being charai that's quite an old/outdated move)

I left on purpose "charai" in Japanese as it could have different meanings
depending on the context, but usually it's used as "playboy/player".

So my first idea was that the girl could be trying to get back at them by
saying that they are using an outdated move to hit on her.

EDIT: However, as pointed out in a comment, _チャラい has a connotation of "being
easily affected by fashion" or "hip"_ , and so the contrast is in the fact
that extorting money is outdated for someone who looks fashionable.

I think I might have been misled by the context that maybe was not clear
enough. So maybe a more correct translation (always free) would be:

> Extortion? So outdated for someone who tries to/wants to look so
> fashionable.
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...わりに means "for ..." or "considering ..." as in "You look young _for_ your
age". So basically the girls is saying "Ha, you're doing an old thing in spite
of your チャラい appearance."

This means she believes カツアゲ is an outdated act, and チャラい people do not
usually commit カツアゲ. Well, I also think this is a general tendency.

In school dramas/manga, カツアゲ is usually considered as a delinquent action
committed by people like this:

[![硬派](https://i.stack.imgur.com/3IHBi.png)](https://i.stack.imgur.com/3IHBi.png)

This is a stereotype which is typically referred to as 昭和の硬派な不良 (lit. "Hard-
faction delinquent of the Showa era") today. They are characterized by
stubbornness, dignity, violence, hierarchical relationships and resistance to
adults. This type of 硬派な不良 is almost dead now, but the word カツアゲ is still
associated with this type of school boys.

Today, the word チャラい refers to the opposite of this, characterized by
talkativeness, frivolousness, women-chasing, opportunism, sensitivity to
fashion/music, and fast-living attitudes. The antonym for 硬派 was 軟派, but [it
came to mean "to pick up a
girl"](https://japanese.stackexchange.com/a/40216/5010), and today チャラい
(i-adjective) has become widespread. (Of course the actual appearance of
軟派/チャラい people will vary from time to time; no one looked like Fujimori Shingo
40 years ago.) While チャラい people may be generally considered by many to be
superficial and lacking patience, they seldom take a risk and resort to brute
force.
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