From fantasy photoshoots in the Maldives, to kelp forest "strolls" along California's Catalina Island and Taiwan's luxe hotel swims, swimming in a tail is different wherever you do it.

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“I don’t date conservative or moderate men,” says Nancy Anteby, a 30-year-old New Yorker who works in social media. “I only date liberal men.” Politics is not her only concern. She is also looking for ...