Jake thought for a moment, trying to decide a nice and easy truth for Skylar to answer. After a moment Jake asks, "What is your biggest dream that you hope will be answered one day of your life?" Jake thought that this was a good question as it almost always made people think and their answers were usually pretty cool.

Skylar thought for a moment after Jake's question. What was his dream? He didn't know for the most part. As a kid he dreamed to become a famous guy from a band, he's working on it. "Well I don't know..." He said, pausing for a moment. "I guess I always wanted to become a famous band member but I don't know if that will ever happen." Sky then added.

Jake waited patiently until Skylar answered and then nodded at his answer. "I mean that's a cool dream," he says, "but I guarantee you can make that happen if you believe in yourself more and have more motivation as well as a better mental attitude. I mean I have seen guys go from down in the dumps to having very steady lives so I can tell you that if you put your mind to it, it will happen."

"I mean I guess..." Skylar said, pausing before asking, "Truth or dare?" He waited for the boy's answer, thinking about what he said. Maybe he is right, I could make it happen if I try harder... But I already am trying. Skylar pushed those thoughts down and got back into the game.

Jake hums thoughtfully for a moment, trying to decide between the two options. "I'll do dare this round," he says, "try something a little more risky for this round I suppose."

~
(Sorry it's so short)

(we need to make this more spicy at some point but idk who's going to make the first move.)

"mhm okay, I dare you to." Skylar paused and began to think. He had no clue what to dare him to do. " I dare you to tell me a secret of yours." He said with a smirk

( XD Maybe Jake makes the first move since he has already been trying to decide if he likes Skylar or not)
~

"A secret," he says and pauses, trying to decide what he could possibly tell Skylar. After a few moments he decides on his answer, "I do have a crush on someone right now.. But I can't tell you who."

Skylar listened intently as Jake told him a secret. Sky's eyes widened just a bit. "A crush. You know I probably have no clue who it is but okay." Sky said teasingly. Skylar smirked a bit at Jake before looking away.

"I sure hope not," Jake says, "I wouldn't want you to go telling them behind my back or anything." He chuckled slightly and felt a light, fuzzy feeling in him, but couldn't figure out why exactly. "Anyway," he continues, "truth or dare?"

"Dare." Skylar said with a smirk. He was getting pretty comfortable with the whole game. There was really no telling which option was worse. You could get a truth that you absolutely don't want to say or you could get a dare that you would never see yourself doing at all. It was all risky, but that was a part of the fun.