Disclaimer: I do not own Monster High or it's characters.

Chapter 1,

"Hey There Ghouls, you're listening to Cupid. And today is the day that we just started our 'Ask Cupid' boxes in Monster High. Just a reminder, folks, that these letters are going to be posted up on my new website Gholia helped me set up. Thanks girl. How did our Ask Cupid boxes do?" Cupid turned from her station to a line of four students. These four boxes were set up in the places students spent the most time in, and Cupid had high hopes. The students lifted their lids, and three of them had bats fly out, and the fourth one took a single letter and held it out to Cupid.

"Huh, only one letter?" Cupid said taking it.

"Well everyone let's see what's on this writer's heart." Cupid said and she opened the letter next to the microphone so people could hear her opening it. On the other side of the school, in the library Frankie, Clawdeen, Gholia and Heath were all in a study group together. But they never miss Cupid's show, so they could still hear it.

"I didn't know those boxes were up already." Heath said as he stared at his math book.

"I don't know how you could miss it, but I'm surprised that someone actually wrote a letter." Clawdeen said and Frankie turned to her.

"Why?" She asked and Gholia moaned.

"Exactly. Most radio shows have callers, and writing is so much more... permanent." Clawdeen said and Frankie shrugged.

"I don't know, lots of people say things they don't mean, and so saying something can be such a spur of the moment kind of deal. But imagine if someone has been struggling with their feelings, and is too shy to call. So instead they-"

"Listen up, followers the letter says:

Dear Cupid,

I'm not entirely sure if I'll mail this to you or not. In fact the chances of me ripping this up and throwing it away is at 90%. So perhaps I should be blunt. There is this guy I have a thing for, but I also think he is a big idiot. I don't understand why I like him, if I also can't stand him. He is so desperate for approval that he flirts with any girl that accidentally glances at him." Hearing this made Clawdeen chuckle.

"Sounds like Heath." She whispered, but he still heard her.

"Hey." He complained, though he knew it was true.

"He is loud and klutzy and accident prone. And to make matters worse, he is such a good guy, and I pride myself on being a tough ghoul. We come from two different worlds, but I think about him when I'm by myself. I giggle at his ridiculous behavior and failed attempts to woe women. I love how he is always there supporting his friends even when they don't want him around. And more importantly I love his loyalty and sincerity. I suppose my main question is what I should do? I don't want to ruin my rep by admitting that I like him. And I know that he would never like me, and if he did it's not like our relationship would last. Most high school relationships end anyways, so why should I risk everything for a guy who will reject me or throw me away? I want to stop liking him, and my feelings are getting stronger. I'm feeling so lost Cupid, so lost.

See you soon,

Stripes." Cupid set the paper down and thought about this question. And it seemed like the whole school was waiting on Cupid's answer. Just holding their breath so that they didn't miss a single word.

"Well Stripes, first of all thank you for your letter. It has been a while since someone asked my questions like this. To answer one, if you do like this guy, then I would say that you probably see something in this guy that he may not see in himself. Reading this makes me believe that you have fallen for who the guy truly is and not this mask that he insists on wearing. And yes, it's true that most high school relationships end, but the same can be true for any chance of love you find. In 'Love Never Dies' Christine Daae sings 'Hearts may get broken. But love endures.' So if Abby were here she would tell you to walk up to him, tell him how you feel and if he doesn't like you, then you move on. Well, there could be some wisdom in that for you. If you don't make the effort to get close to this guy 'from another world', then you won't even have a chance at a relationship. And even though one or both of you could get hurt, you will regret losing this chance. Oh, and let's not forget your reputation. The funny thing about reputation is that most of the time, it's uncomfortable for us to stay in. Successful people can't be themselves because then people may think less of them. And you say that you're a tough girl. Maybe you're not as tough as you let everyone think. Maybe you want to be softer and kinder and much more gentle. But you are held back by that curse of being a tough girl. Maybe you need to step out of your comfort zone and enjoy the freedom outside it. Besides if you have a crush on this guy's truer nature; then just think how sweet it would be when he saw you for who you really are? No secrets, no lies, no walls, just complete connection." Cupid paused as she glanced back over the letter.

"And Stripes, you tell me that you don't want to like him any more. Well, that can be hard to do, but honey, think about how much happier you would be if you took a chance and followed your heart. If you don't listen to it when it's talking to you, then when will you ever listen to it?" Cupid smiled softly and she closed the letter and slipped it back into the envelope, which everyone heard.

"Ok everybody. Normally I would be turning to the phones to answer a caller, but I think after this letter we could all use a five minute break. So during our break, Operetta will be playing some music for us." Cupid said and then music started to play.

"I can't believe a girl has a crush on Heath!" Frankie exclaimed and Gholia shushed her.

"Sorry." She said in return.

"We don't know that's me." Heath said and Clawdeen shrugged.

"How many other klutzy womanizers are at this school?" Clawdeen said and Heath scoffed.

"Please, ladies love them some Heath." Heath said and Gholia moaned.

"Yeah, you're right." Clawdeen said and Frankie giggled.

"Maybe he will get a date for Christmas dance this year." Frankie said.

"Hey, last year I was sick and couldn't make it." Heath said.

"What about the year before?" Clawdeen asked.

"Well, my mom needed help with our relatives, they showed up without warning." Heath said cautiously.

"What about the year after that." Frankie asked genuinely since she did not exist then.

"Our pipes froze and I had to heat them back up." Heath said defensively and Clawdeen put a hand on his arm.

"Listen, Heath. We understood not wanting to go to a dance without a date. And if there is a girl who likes you so much that she needs Cupid's help, then we are routing for you." Clawdeen said and Heath said nothing. Instead he looked into his complicated math book wishing he was already at home. And though his silence is a bit out of character, he did think about Stripes and wondered if she did like him.