It seemed as though everything had been decided by the two of them, so Simon didn't argue it. Instead, he let them lead the way, feeling a bit odd since Fin was still holding onto his hand. Although he did offer a smile back to Liv, he really just listened while they talked, his eyebrows lifting and his gaze jerking towards the boy when the story came to light. Merlin, that kid was going to be quite something once he'd been all trained up, wasn't he?
When he let his expression morph into a bemused sort of appreciation for the story, he glanced around and nearly stopped dead in his tracks when he saw an elderly woman gesturing towards the three of them while talking to her friend. They both made faces as if to say, how cute are they?, and when they saw him looking they even waved and beamed at him.
The color faded out of his face as he faked a closed-lip smile and nodded once at them. They didn't notice the awkwardness that lingered behind it. He wasn't sure that he ever expected to actually be deserving of a look like that. He hardly knew these two, and he knew that the thought kept coming back to nag at him, but he couldn't let himself dismiss it. People so rarely had reason or desire to trust him or even know him, and when he had trouble trusting himself it made it hard for him to be entirely comfortable. Bizarrely, it made him wonder if he could trust them. It wasn't fair, but he was afraid.
It just was bad news for Simon that he quite liked her.
Liv stepped forward, leaving him on his own with Finley, expected to answer the question. "Well, I didn't go to a school like yours. I was taught at home -- which was fine, but it probably wasn't as fun. I didn't meet too many kids my age. I'm pretty sure I broke the glass and the lock on the front door once, though, when I got bored and the kids on our street were playing some game or other. Nothing too big, I don't think."
He frowned slightly, sure that his mother would've had a better story. But then again, he had never been the best at... well, anything really. But he had learned to work with the things he knew, like his unending (once comfortable, of course) ability to sass someone and make jokes out of most anything. That, he supposed, or the almost uncanny way he could mimic people once he got to know them. But those were all sort of parlor tricks, and not exactly very useful in the real world. Even more than that, those so-called skills were almost pointless in a world full of magic, so it wasn't as though he had many options beyond the one pathetic, dangerous and stupid job he had taken.
It was bound to get him into massive amounts of trouble one day, but before he could give that life up, he had to find his way into something better and safer, and Simon had absolutely no idea where to turn.
"I honestly can't remember," he decided with a shrug. "I really liked school, though, because I finally had friends besides my sister and parents. Which sounds really unfortunate now that I've said it," he laughed, shaking his head. "I'm being dramatic. But you know. Nothing crazy happened until I went to Durmstrang."
He released Fin's hand, gesturing for the boy to head inside first, Simon did as Liv did, repeating the motions he had gone through earlier when he had first arrived for the Scrabble not-date. When he turned to follow them up, though, Liv was still there, taking him by surprise. His spare hand moved to her wrist, confused at first, but the corners of his lips inched upwards and he looked down at his feet. Although he did hesitate at the bottom of the stairs, it was only for a moment.
He'd thought she wouldn't ever be that tactile with him, though it hadn't exactly been a problem in the past. But it seemed different. And maybe it wasn't, but it gave him pause enough that he was a few steps behind her when they reached the top.
He wanted to ask if she was sure, but he supposed that they oughtn't leave Fin with nothing to do, either. So he sank back down into his spot from before, telling Fin that it had been Liv's turn, and one of the longest ones in history. Once they started up again, he actively decided to play words that would win him less points to make the pair of them feel better. But after a little pause of silence hit, he decided to ask about Fin's science homework.
"I never actually got to take that," he admitted. "Unless you count Potions, which I probably shouldn't. Do you think you could show me a bit?" He asked, knowing full well that while he could never claim anything close to proficiency in any of the sciences, he knew enough to purposefully mess up. If there was one thing Simon knew how to do, it was make the wrong choice, and he had learned over the years that if someone couldn't explain a topic, then they didn't know it well enough.
So he suggested that Finley get out whatever paper he needed to fill in and that he try and teach whatever topic they were on, sneaking glances Liv's way as he made blatantly foolish answers and wondered how long it would take for the boy - or Liv, if she were listening - to catch on. He doubted it would actually work, but Liv had said he needed to get the work done, and it was probably the best he could do.