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He was glad to have her agree to get a bite to eat. It was around the time most would be having supper. Once they seated and began to feast on their food, he couldn't help but sling a slew of questions toward her in hopes they could find some middle ground. It wasn't hard for him to find connections to those he met though. He had come across so many people from so many walks of life and yet he couldn't help but remember his own kind, killed, and he was alone because he ran off. And so that's what he kept doing, running. Running and traveling, refusing to look back. he secretly hoped that the more he traveled around, the more people he met, that his past would fade away. Sadly he knew time didn't really work like that. His memories and actions had happened and couldn't be changed. Thankfully, Olivia was fine to talk about bits of herself, what she did aside from study but it sounded like that was a hobby of hers, studying and otherwise taking information like a sponge.

"Oh, that's brilliant." He smiled to her. "You're absolutely right but you can't forget to have a little fun." He reminded her. There could be worlds inside books to get lost in but real life was always better than fantasy. Of course that was easy for him to conclude, his life was likely someone's fantasy, traveling trouble time and space. The Doctor nodded to the woman in front of him as she continued to talk about herself and then moved to her family backstory. A wave of sadness overtook her and he found her hearts going out to her. But she seemed like one of those people who didn't let such things bring them down, didn't give up or waste time with regrets. She had some great insight for someone so young. His face brightened once more as hers did, when she mentioned her dislike for green beans and pears. She then said she hadn't any pets and that she was only allergic to morons. He grinned at that and took another drink from his cup. "Not everyone is as clever as we are, I'm afraid." He told her. "Of course some people can be educated but others...refuse to be it seems..."

Now it seemed she was ready to fire some of her own questions and he straightened up in his seat, ready to answer whatever she wanted to know. Sadly, her biggest curiosity stemmed from his home planet of Gallifrey. He glanced down for a moment but then looked back to Olivia. "I'm a Time Lord," he explained. "I'm from the planet Gallifrey and as a Time Lord, we do time machines, at a certain point though technically I did steal mine, that's a long story there though." He waved his hand. "It's a beautiful planet, describing it wouldn't do it proper justice, it's something you'd have to see first hand." He said in awe though his voice tapered off. "But it's gone, destroyed...leaving me the sole Time Lord left." He said to her. He was quick to just carry on with her other range of questions. "My first experience coming to Earth? It's been so long I honestly can't remember. I am over 900 years old after all." He laughed a little. "I have a wee bit of a soft spot for you earthlings, so I try to pop in often to make sure no one's giving you lot any trouble." He nodded.

"You could get something from here but...you'd have to be careful. Taking items from different eras can be tricky and you have a habit of meddling." He smiled at her. "How about we get you something from someplace else." He suggested to her, not too sure that anything would really be interesting in their current situation. "There are plenty of other places to see, things to fiddle with. You love fiddling." He teased her. "And nonsense, babble all you want. Then we can just be two babbling explorers." He smiled. As a crowd walked into the bar, a few snippets caught his attention, some talking about how there would be a Love's Labor Won the following night. "That's weird..." The Doctor's face fell and he looked back to Olivia. "I've heard rumors about his lost play but no one is sure what happened to it..." And he was certain something was afoot. Why not check it out? "How about we find good ol' Shakespeare and see what he's got in mind for his sequel?" He asked Olivia and stood up, offering his arm to her once again. Unlike Olivia's modern day, famous people weren't hard to track down and have a chat with, so he was sure they could see what was going on inside the genius' head.