(When I say Chara in this one-shot, I mean Cross!Chara, who is a female to me, 'kay?)

Dream looked over at Chara, chewing on his bottom lip as he thought about what she had said. She was trying to set him up with a guy from school, something Dream wasn't so sure of. Dream kinda wanted to say yes, but there was something holding him back, or should I say someone. There was a huge part of him that was hoping someone else would ask him out, but that wasn’t happening anytime soon. You see, Dream had this massive crush on Chara's brother, which she doesn’t know about. And something that’d he'd never tell her about because one, it was her brother and two, well, there really wasn’t a two. Still though, he was her brother and she’d probably freak out if she knew her best friend was crushing on her brother. 

Dream took a deep breath before giving her an answer. “I don’t know, Chara. This doesn’t seem like a good idea." 

"It’s a great idea, Dream. He really likes you. I can tell,” She told him, trying to convince him to agree. 

“He’s a nice guy, but he’s not my type,” Dream lied. He didn’t really have a type but like I said, he was still holding onto hope of him and Cross.

“Oh my god, you like someone!” Chara fangirled. 

Dream felt the color drain from his face. Think a little more and she was sure to find out who he liked. “What? No, I don’t like anyone, I just want to focus more on my schoolwork and dating is a distraction." 

"That is such a lie. C'mon, what’s his name?” She asked, grinning widely. 

“How are you sure it’s a he?” Dream retorted only for her to give him one of her looks. “Okay it’s a he." 

"Yeah, so what’s his name?” She asked. 

Dream came up with a totally random name. If he gave her one it’d settle her curiosity for awhile. Until she started asking a thousand questions, so she could figure out a way to get you two together. But before you could speak another voice was heard. “What’s whose name?” He asked, making you turn your head to look at him as he passed by. 

“None of your business, Cross.” Chara said, rolling her eyes at her brother’s presence. 

“I wasn’t asking you. I was asking Dream.” He replied. “So what’s his name?" 

Dream swallowed thickly, trying to find a way out of this situation, but thankfully Chara came to his aid. "You don’t have to answer that, Dream. Cross is just being an ass. Now go away, Cross." 

Cross rolled his eyes at his bossy sister before going into the kitchen, keeping a close ear on the conversation. Chara waited until he was a good distance away before turning back to Dream. She was determined to get a name out of him and then she’d get the two together and be the best matchmaker there is. Dream, on the other hand, was trying to find some way to get out of this situation. His only ideas were, tell her he liked her brother or go out with the guy she was trying to set you up with. Yeah, he liked option two better. 

"You know what? You’re right. A date wouldn’t be so bad,” Dream told her, hoping to direct her attention to planning this date. 

Cross perked up at the word date, giving his full attention to Dream's conversation with his sister. Who the hell was Dream going on a date with? He didn’t like it, nope, not one bit. He saw his sister start squealing before running off to plan everything and tell him Dream had agreed to a date. When he saw that his sister was out of the room, he replaced her spot on the couch. Dream sighed and turned back around, giving a quiet yelp when he saw Cross in front of him. 

“Sorry, you startled me." Dream said. 

“No worries. So, you’re going on a date, huh?” Cross asked. 

Dream nodded, wondering why he was asking. “Yeah, I am. Why do you care?" 

"Psh, no reason. So who is this mystery man?” He asked. 

Dream stared at him with a confused look. It almost sounded like he was jealous… Yeah, right. “Uh, his name is Ink. He’s in Chara and mine’s math class." 

"Sounds like a douche." He mumbled under his breath, turning to look away from Dream. 

“What?” Dream asked, not having heard what he said. 

“Nothing. You have fun now." He said before getting and walking away, leaving Dream in a state of confusion. 

It didn’t last long as Chara came back shortly, showing him everything she had planned so far. 

Dream found himself sat at a booth inside Splatburger, a new restaurant in town, tapping his fingers on the table as he waited for a date that wasn’t showing up. He sighed heavily, as much as he didn’t want this date, it still hurt to be stood up. Dream saw the shadow of someone sliding into the seat across from him, raising his head. He expected to see Ink sitting across from him. Instead he saw Cross with a wide smile on his face making Dream wonder why he was here. 

“Hey, Cross. What’re you doing here?” He asked. 

He pointed to the side where his band members were setting up their equipment. Oh, he had a gig here. That made sense. Dream nodded in understanding, looking behind Cross to see if his date was here, which he wasn’t just like Cross expected. 

“So you waiting for that Ink guy?” He asked. 

“Uh, yup,” Dream replied. 

Cross smirked. Oh, he wasn’t going to show up anytime soon. All thanks to him. Earlier, he tracked down Dream's date and he may or may not have locked him in his basement until the night was over. Hmm, I wonder why Cross went to such lengths? “Well, how about you and I hang out until he shows up?" 

"Sure, why not?” Dream said, smiling widely. 

He moved to order for the two of them, watching the chute shoot out two burgers and some fries. After just a few minutes with Cross, Dream found himself laughing loudly at the stories he shared with him. Currently, he was telling Dream an embarrassing story about Chara, one that had Dream holding his side in slight pain from the laughter. Cross felt his heart skip a beat at the sound of his laughter. It was so sweet and melodious. Damn these feelings of love! 

Dream calmed down enough to catch his breath and to catch Cross staring at him. “What? Do I have something on my face?" 

"Huh? Oh no, sorry I was thinking,” He said, quickly covering up for staring. 

He quickly distracted Dream with another story, wanting to hear the sound of his laughter again. Before he knew it, Dream had spent the whole day with Cross. It had gotten dark and one of his band members had come for Cross so they could do their show. Which he had asked Dream to stay for and, of course, he did. 

The next day at school, Chara and Blueberry had bombed Dream with all sorts of questions. The only question he managed to hear was them asking how the date had gone. 

“I don’t know, he never showed up.” He told them, closing his locker and collecting his things. 

“What? He never showed up? That can’t be true,” Blueberry said, shock laced in his tone. 

“Yeah, Ink is a sweet guy. He wouldn’t stand you up like that. Maybe he had an emergency that prevented him from calling." Chara replied. 

“Right. Not even a text,” Dream sighed, but he wasn’t disappointed of last night. 

“Look, here he comes. We’ll ask him now.” Chara said, walking towards Ink. “Hey, Ink!" 

"Hey Chara, Blueberry, and Dream.” He smiled at the three before it disappeared. “Oh God, Dream. About last night, I can explain." 

"Okay, explain.” Dream said. 

“I don’t really have an excuse but I lost track of time somehow. One minute I was getting ready, the next the entire day had passed. Let me make it up to you, tonight? Alphys' Ramen Palace?” He asked. 

Dream was about to reply when he felt someone at his side, wrapping their arm around his shoulders. “Sorry, we have plans tonight.” Cross spoke. 

“Oh, another time then.” Ink quickly walked away before it could get awkward. 

Dream looked at Cross in confusion. They didn’t have any plans, so what had gotten into him? Dream started to speak up, but the bell interrupted him, making him sigh. He’d have to ask about that later. Right now he was heading to class with Blueberry following as the two had chemistry together. Chara and Cross stayed in the hallways, Chara having pieced everything together. The only reason why Ink didn’t show up last night was because Cross had gotten in the way. 

“Oh my god! You like Dream!” Chara exclaimed before she gave him a look of disgust. “Ew, you like my best friend!" 

"Keep it down. I don’t want anyone else hearing.” He said. 

“So wait, you stopping Ink last night, what was that about? You weren’t, like, jealous he had a date with Dream?” She teased. 

“What? Me? Jealous? Yeah, right! As if!” Kai replied, rolling his eyes at his sister's true accusations. 

“Holy crap! Yes, you are! Ooo, I’m telling,” Chara teased in a sing-song voice. “Look, I can’t believe I’m actually saying this, but you should go for it. He’s a nice guy and you two would look nice together. Also he could pull you out of this 'bad-boy' phase." 

"It’s not a phase!” He grumbled. “But you really think so?" 

She nodded. "Totally! I’ll even help you. Later though. I gotta get to class." 

Later, Dream packed up his things, shutting his locker before quickly turning around and coming face to face with Cross. The two were awfully close together and when Dream tried to back away, the lockers seemed to stop him. "H-hey, Cross.” He stuttered. 

“Hey, I was wondering if you wanted to go on a date?” He asked. 

Dream stood there in shock. Did his long time crush just ask him out? Holy crap, he couldn’t believe it. It was like some sort of dream. Had he fallen asleep in class? Dream used the hand that rested on the lockers to pinch himself, you know, just to make sure this was real. But to Cross, Dream's silence was making him panic. 

“I’m sorry I probably came off too strong,” He started, trying to fix his mistake. 

“I’d love to!” Dream quickly replied before he could take it back. “I would love to go on a date with you." 

He grinned widely and sighed in relief. "Great, shall we make plans?" 

He held out his hand for Dream to take, which he gladly did, lacing the slightly shorter skeleton's fingers with his. Dream slung his backpack over his shoulder before beginning to walk with him. Who knew jealousy could get you a boyfriend?