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I know ほど means ‘degree’ or ‘extent’ and so 僕のほど might translate as ‘to my extent’ but I don’t see how that possible translation fits with the rest of the sentence’s meaning.

彼女が僕に対して持っている気持ちは、僕のほど強くないようだ。

My translation: The feelings she holds against me don’t seem to be that strong.

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    She seems to not feel the same way as I do about her? Commented Jan 19, 2015 at 21:31
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    Here に対して does not mean "against" but rather "about" or "regarding"
    – virmaior
    Commented Jan 20, 2015 at 0:53

1 Answer 1

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The way I read this, you shouldn't see it as 僕のほど with の as the 'possessive' like 僕の猫, but rather view の here as acting like a quasi-pronoun. Like "彼女の車は青い。僕のは黒い。"

僕の(気持ち)ほど強くないようだ

ほど often follows a noun directly without a の outside of keigo, and I think this is one of those situations.

So you could read the sentence as:

It seems that the feelings she has for me aren't as strong as mine.

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