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Most Helpful Girl
Said in the right context and with the right tone of voice I think it's cool to be called a legend.
Like if I go out of my way to do something for him and he appreciates it a lot and he said "oh thanks so much, you're a legend" that's really nice. I've had a guy say it to me before in that context.
But if we were sitting together and he said "you're a legend" to be romantic then it might be weird... probably "you're beautiful" or "I am so in love with you" or something like that would be a lot better1