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Example sentence:

To prevent keep/keeping seeing Mary naked, Tom dressed her in one of his T-shirt and his cleanest shorts.

Should it be keep or keeping? And why?

I searched for "prevent keep seeing" or "prevent keeping seeing" on Google but didn't find any results.

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    I would go like: To prevent himself from keeping seeing Mary naked, Tom dressed her in one of his T-shirt and his cleanest shorts. – dan Nov 19 '17 at 11:51
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This is a very awkward construction. Try replacing it with "To keep from seeing," or "To avoid seeing ... again," or "dressed her in one of his T-shirts and his cleanest shorts so she wouldn't be naked." I think the idea that if someone is naked they would be seen naked repeatedly or continuously is obvious and doesn't need to be stated.

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