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I like them both. Rebecca isn't as popular now as it has been, but it's not likely to ever really go out of style or seem dated.
Gregory does feel more dated than Rebecca, but it's still a good name. They sound like they could be siblings, which I guess is what's meant by "how do they sound together"?

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Rebecca Allison

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Rebecca Erin

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Rebecca Noelle

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Rebecca Michelle

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Rebecca Paige

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Rebecca Valerie

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Gregory James

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Gregory Thomas

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Gregory Lewis/Louis

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Gregory Charles

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Gregory Allan/Allen/Alan

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Gregory David

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Before you criticize a man, walk a mile in his shoes. That way, when you criticize him, you're a mile away and you have his shoes!
Steve Martin