Ruby wasn't sure if she was someone that was hard to surprise, but growing up in Storybrooke she knew she hadn't truly been surprised all that often. So little had changed in her remembered life that everyone and everything in it had generally acted the same for as long as she'd been aware of them. Emma, mother to the mayor's son Henry had been the first surprise she'd felt in a long time and now, Graham asking her out to Valentine's Day dinner, was the second.

She supposed it could've been merely that it would be nice to go out and she was the only woman he really knew here in the hotel, but when he tacked on that it could be a friendly thing if she'd rather, Ruby sat down her sugar spoon to study him. It seemed silly to worry about his attachment to Emma when, where she'd come from, Graham had been dead and Emma had been carrying on with her life. But Graham had come before that, and it seemed important to know what approach he was taking when asking her out. Was his situation with Emma not that serious? Was he making the best of slim pickings? Or was he just a man that liked to have more than one woman at once?

"Well," she said after a moment, attempting to put her thoughts together in a way that didn't sound giddy at the thought of a date with the Sheriff and instead adult and functional as though men like him asked her out all the time. "I would love to go with you. But whether or not it's a "friendly thing" or not would depend on you." She propped one hand on her hip again and braced the other on the table, considering him. "What's going on with you and Emma? Whether she's here or not right now, if you two have a thing I couldn't 'date' you in good conscience."