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でも正直なぜ裕子さんだけと思わないこともなかった

I am very confused about this use of ないこともなかった.

What exactly is it trying to say?

I don't understand the double negative. "I also never happened that I didn't think"?

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思わないこともなかった is roughly the same as 思わないことはなかった. It is a double negative expression, "it's not that I did not think" or "admittedly I thought". For this も, see: Meaning of も in そんなの珍しくもない

でも正直「なぜ裕子さんだけ」と思わないこともなかった

However, to be honest, it's not that I didn't think "Why just Yuko?".

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