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They are breaking into a pool and going swimming. She said there was a possibility of them skinny dipping and she would go along with it.
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I voted "Yes" this would be fine... as long as you realize that this is NOT the woman you want to marry. Trust me, you do NOT want to marry this chick. Date her, hit it (often!), enjoy the freakiness of someone that "plans" to go skinny dipping .. all = good! Just don't be surprised when you find out that she cheated (not that she will with her exBF and not that she will when she goes skinny dipping, but if planning to go skinny dipping is part of her then cheating will happen).
Also, breaking into a pool is stealing. See :
http://tinyurl.com/877rh for more discussion.
ThisHo