Jack was not the most brilliant of men to walk this world, he wasn't even the most observant if it didn't suit him, but even that was something he didn't miss. “Wait,” he said and dropped the hand that held Cher!Doll. “Rewind a second, there,” which as he spoke he made a gesture of going counter-clockwise on an invisible clock. “1895?” He blinked a moment.
“Well,” he added a moment later and as he gestured to her form of dress, continued, “that certainly explains your whole My Fair Lady get up.” Jack wasn't entirely sure how such a think could or would be possible, and maybe he was still coming off whatever drugs he had been slipped in order to get on this island, but it was probably best to not question too much at the moment.
Regardless of the impossibility of her actually being from 1895, Jack, was left with a moral dilemma. He could walk away and leave her to her devices. But the poor thing looked so confused and lost that he couldn't just leave her that way. Unless she hit him with that umbrella. Then she was on her own. “Look,” he said. “Did you get the scoop on the room cards? Like credit cards you don't have to pay... It's like I have Will's card all over again.”
He shrugged, “I was going to go to the beach and check out the scene. But, I'm feeling generous. And since you obviously have no idea how to dress for this century, I am willing to help you along. Share my taste, my wisdom and bring you a bit up to date.” Jack smiled. “You know, more Fab less Frump.”