Flying High and Getting By

Chapter 1

There were many feeling in this world that Damon Salvatore could describe however being cross faded and fucking a girl at the same time was not one of those feelings that could be easily explained. He loved the feeling of getting high and drinking at the same time, but there was a feeling of pure content when he threw a girl or two in the mix. He had decided to only include one today because it had been a spur of the moment decision. One that would have gotten him in a lot of trouble if he and the girl he was now fucking were caught. After all having sex on school grounds was already frowned upon, he had no clue how much trouble he would actually be in if any of the school officials found out he was breaking all three of their golden rules. He didn't want to think about that right now, all he really wanted to think about was the moment he was in right now.

He smiled at the girl pushing down the rest of her bra strap watching the rest of the bra cling to her perfect breast. He couldn't believe he had been so lucky. It wasn't everyday that one of the semi popular crowd wanted to screw him. But he would take Caroline Forbes over anyone else anyday. Well excepted the only popular he actually wanted under him, but this was not a time to be thinking about her right now. Espically since she still hadn't forgiven him for screwing her cousin well over two years ago.

Caroline giggled as Damon stuck his hand down her shorts feeling her gathering wetness as his lips collided with hers. He felt her deep moans as he inserted one of his fingers inside of her watching her squirm was without a doubt one of his most pleasurable moments. He just couldn't help himself anymore. He had to be inside her and he had to make it quick the last thing he needed was one of their teachers finding them and calling his parents. After all life at home was rough without the breaking of school rules inserted into the mix.

He shoved Caroline's shorts down as he pulled down his pants and underwear to as far as they would go entering Caroline in one swift movement. He thrusted inside of her as he forgot about everything that had been troubling him over these past few days. He held her on the ground watching as her face twisted in utter pleasure. He always loved that face when it came to the girls he was screwing it was without a doubt one of the second best feelings in the world. Next to getting high naturally.

He felt his climax getting close as he quickened his pace to release. He was almost there he only had a couple more minutes left. However luck was not on his side that day. Before he knew it Caroline's look of pleasure had turned into utter horror as Damon turned his head slightly to see what she had been looking at.

He swore he could have died from embarrassment right there and then as he looked up to see one of their teachers faces staring down at them. Damon groaned as he pulled out of Caroline and got dressed. They were in major trouble now and Damon knew there would be serious consequences to his actions.

Damon kept his eyes firmly planted on the floor concentrating on his shoes as Caroline sat in the principals office explaining herself. He knew that she would not be in trouble because they had already ruled out that she hadn't been drinking and lighting a joint while she was out there, but Damon hadn[t been that fortunate he wouldn't be surprised if they kicked him out right there and then. At least his parents would have an actual reason to beat his ass tonight, but he wouldn't think of that right now. He couldn't think about that right now.

A door opened and Damon looked up. The principals door was still shut tightly but Damon's eyes traveled to the next door as his face went white with shock as if this moment couldn't get any worse. At least he would get to see her face one last time before he got sent to boot camp or something worse by his parents.

Elena Gilbert walked up to the security's desk as he took one last opportunity to look at her perfect assests. He swore that Elena Gilbert was the perfect woman with her dark brown hair an those gorgeous brown eyes that he could just get lost into. Not to mention she had a few other great assests that he loved to look at. After all that girl did have the nicest tits and ass he had ever seen and he hadn't even slept with her.

But alas that idea had been foiled when he had slept with her cousin Katherine instead. Elena had not appreciated it when they had broken up and had been rude to Damon ever since. If only she really knew how much that really turned him on. He would have countless sexual fantasies of them during class and even would right some down. He had ton admit that his favorite time was when he was high because it sparked up his creative genius. But he couldn't think of that right now all he really wanted to think about is why Elena had been sent to the office to begin with.

He turned his head to the desk as he listened in carefully.

"Hey Regina. Principal Lockwood sent for me."

"Ah yes Elena, I heard she had a proposition for you if you'll just take a seat she'll be with you and Mr. Salvatore in a moment."

Elena turned her head sharply to where Damon sat and narrowed her eyes at him. As if she didn;t hate him enough he hated to think what she thought of him now that he was wasting her precious class time. For girls like Caroline that didn't really matter, but he knew they mattered to Elena Gilbert.

Crossing her arms over her chest, Elena made her way over to Damon and looked down on him. He had to admit that from where he sat he did have a very nice look at the cleavage she always tried to hide, but he couldn't think about that right now. He had to concentrate on what she was saying.

"What the hell have you done this time Salvatore?"

Smiling Damon shrugged as her face turned red from anger. He really didn't want Elena to know the pacific. After all she already hated him enough for her cousin that she had always hated, he wondered what she would feel like if she found out that he had been caught screwing one of her best friends that she was actually very fond of.

Taking a deep breath Elena took a seat in the chair next to him and gave him her most nasty looks as they waited for the principal to finish with Caroline. After what seemed like forever Caroline finally made her way out of the office and walked over to Damon completely ignoring Elena as she did.

Caroline got down to where they were eye level and smiled at him.

"Thanks for the good time Damon I really needed that. Call me if you want to finish what we started maybe somewhere a little more private this time." Caroline said giving him a kiss on the lips before she gave a quick hi to Elena and ran off in some other direction that Damon could care less about. What he was really trying to do was ignore the full on death glares that Elena was now giving him. So much for being discrete.

Thankfully the principal had saved him for further embarrassment as she called them into the office. Damon made a beeline for the office as he sat down on the chair waiting for his punishment after all anything would be better than having to listen to Elena bitch for the next hour and a half about how much of a scumbag he truly was.

Damon smiled at principal Carol Lockwood as she gave him a look of disdain. This wasn't the first time Damon had been in her office and if they let this one slid with him he was pretty sure that it wouldn't be his last. After all he had been a troublemaker ever since he had been born and he wasn't about to stop anytime soon. But he had to admit that the lecture he was about to receive was gonna be one of the principals best.

"Damon Salvatore, why am I not surprised to see you here?"

"What can I say Mrs. Lockwood. I was born to be bad."

"You know I don't believe that Mr. Salvatore, but judging from the list of things that you're in here for today there will be major consequences for your actions. I mean drinking on school property, having sex with a fellow student, and the use of drugs are all strictly prohibited and if the school board had it their way you would be expelled as of this moment."

"So why am I still here?"

"Because Mr. Salvatore. I have seen your grades and believe it or not I would hate to waste such potential which is why Ms. Gilbert is here. I have a proposition for both of you,m but only if you both agree to it."

"And what would that be?"

"Have you ever heard of the club Pages for Places Mr. Salvatore?"

At this Elena stiffened, but didn't say a word as Damon and Mrs. Lockwood continued.

"No. I can't say I have. But what does that have to do with me and Elena."

"Elena here is the president of Pages for Places you see they are a club that goes to a writing expo every year, but the funding for their club is being threatened to be cut if they don;t win this year."

"So what do you want me to do about that?"

"I've seen some of the essays you've written in English class Mr. Salvatore and they're quite good. So I've come up with a deal. If Ms. Gilbert and you agree to you joining this club than I won't expel you as long as you don't step out of line again and you help them win. No goofing off. What do you say?"

"Why would I want to join her stupid club?"

"It's not stupid Salvatore it's a great club."

"Is that why you guys haven't won anything Yet?"

Elena's face turned red as Damon smiled he loved getting under that skin of hers.

"Enough! I advise that you take this seriously Mr. Salvatore. You're education is very important to us and perhaps a constructive outlet will do you some good. It would save you quite a few trips to this office not to mention it would give you plenty of things to do and opportunities to get out of the house. So please think about this before your ego gets the best of you."

Damon pondered this for a second as he weighed all the prose and cons of this deal that he just been offered. It would get him closer to Elena and even if she refused his advances it was a way to get him away from the dreaded place he was now calling home. Maybe this plan wouldn't be so bad.

"Alright, I accept. If Elena agrees of course."

Elena bit her lip as she thought about this for quite a while. He really hoped she didn't send him to hell in a hand basket just because she didn't like him.

"Fine. I guess he could join."

"Excellent. Well you two best be getting off to class. I've already sent word to your teachers. And Mr. Salvatore try not to get caught with your pants down anytime soon."

"Well do Mrs. Lockwood."

As Damon and Elena exited the office, Damon was shocked when Elena grabbed him by the collar and shoved him to the wall pressing the full force of her body to his. If she didn't utterly hate him, Damon would have thought this was her way of saying she wanted to fuck him right there and than, but since he knew that this wasn't the case he probably thought she was trying to scare him just a bit. That was find by him because either way she was hot as hell doing it.

"Listen here Salvatore, Mrs. Lockwood might have let you off easy but you will have no such luck with me. Pages for Places is my baby, I started that club fro the ground up and I will not have you ruin it by embarrassing me. So I've come up with a few conditions of my own. First of you will not miss or be late to a single meeting. You will take this as seriously as you would everything else and I mean seriously not your version mine you here me. You will do your best and write until those damn fingers are cramping up and by any circumstances you will not screw one of my best friends again!"

"That's quite the list Ms. Gilbert. But what do you care if I screw your friends. Do you want me all to yourself because I can assure you that I can arrange that."

Elena threw him to the wall and crossed her hands over her chest. God he loved it when she did that.

"Stop fucking around Salvatore. I wouldn't screw you if you were the last guy on this earth. Now do we have a deal or not?"

"What's in it for me?"

"You not getting expelled such be motivation for you enough. Now do we have a deal?"

Damon sighed. "Fine. Whatever you say, but for future reference can I have a list of your friends so I don't accidentally screw one and get myself kicked off the team."

Elena sighed. "You're impossible." she said walking away.

"I wasn't joking."

"I'll give it to you later at practice!" She yelled back as he watched her leave.

Damn that girl was gonna be the death of him as he knew it.