Author's Note: I know there have been a few stories about making bets on getting Clare, but I wanted to try something different. Instead of guy makes bet, guy meets girl, guy likes girl, girl tries to sleep with him, guy rejects her, girl is hurt, girl is more hurt when she learns of bet, guy gets pissed at friends and then guy and girl reconcile- I decided to take this theme in a different direction. Be warned, this OC is a major asshole, especially when it comes to sex.

Prologue

Dale Howard has everything a teenage boy could want. He's tall, about 6'5, handsome, long dark brown hair and big Bambi-like brown eyes, and an amazing football player, tight end and strong safety; team captain as a junior, won the city championship and was named player of the year, destined for Div-1 football, probably going to go to the NFL and become very rich and to top it all, he can have and has had every girl he wants.

He's the kind of guy who will walk up to a girl and she starts to get wet for him. The fastest he made it from flirting to fucking was 3 minutes, and he felt like he could have gone faster if his belt hadn't been stuck.

He's the alpha male that runs the school. No one ever challenges him, no matter how he acts. He cheats and the girls fight each other instead of blaming him. He can shove a geek into a locker, and the geek is happy that Dale noticed him. He can throw a girl out after sex, and she'll still try and call him the next day. He even threw a girl out of his car and made her walk home after she sucked him off.

He has no respect for girls. Why should he when they give it up so easy? He treats them how he wants and no matter what he does, no one will ever confront him about it. He has all of the power.

Then why does he always feel like shit?

Dale was bored when he got to school. The same sluts try to catch his attention, but he didn't even look at them. His best friend, Drew Torres was waiting for him by the lockers. "So who'd you fuck this weekend?"

"Same as last weekend," he says with a sigh, which means that he fucked Jenna, who was K.C.'s girlfriend, then he fucked Jenna's best friend Alli. Jenna lived in Alli's house, so Alli would meet Dale in his car, so Jenna wouldn't know, not that she had legitimate grounds to complain.

"Then why do you sound bummed?" Drew didn't get it. Drew had game, but nothing like Dale. He was like female kryptonite, and he was bummed out.

"I'm just bored. It's so easy to get girls that I'm losing my motivation."

"It's become too easy to fuck?"

"Yeah. I could have had a pick of 3 different girls walking in the door this morning. That's not fun. That just means that this school has some nasty sluts."

"So you want a challenge?"

"Yeah, but I'd need to find a new school."

"Maybe not. Let's talk about this at lunch."

Dale went to class. He was in the grade 11 gifted class. His mother made him do it. He would have rather stayed with his friends.

Dale got to class. Girls whispered about him and some sent him texts, which he didn't even bother to read. He already fucked every pretty girl, and sometimes only half-decent girl, in his class. What was the point?

He finally, makes it to lunch. When he gets there, Drew and Owen are talking.

"We think we have your solution?" Drew said. Owen snickered.

"And it is?"

"We found you a girl that has some morals. She won't give it up right away even for you."

"Yeah right!" These girls don't exist in Degrassi; they do, but Dale never noticed them before.

"Seriously, I bet you $100 that she won't sleep with you within a month." Drew was confident.

"Care to make it $1000?" Dale was incredibly arrogant, if you didn't notice. He even wore a belt buckle that said "cocky bastard" on it

"Damn, we didn't even say her name yet." Owen was laughing

"Don't care. Put up or shut up."

"Fine! I'm in. Her name is Clare Edwards." Drew was amused. He was about to get a grand.

"Who?" Is she made up?

"You know, Darcy's little sister." He remembered Darcy. She was a senior, when he was a freshman.

"No!" She had a sister?

"She used to wear that school uniform last year."

Still not ringing a bell. "Point her out to me." Owen didn't see her at lunch.

"She's not here."

"Did you guys make her up? Cause that's pretty lame!"

"No!" She's real. Where the hell was she?

"Well, the bet starts once you actually find her, or at least get me a picture or something."

Dale got up. What a mess! He was walking to her locker when he saw Jenna approach him.

"Where did you go on Saturday?" Jenna seemed pissed.

Why does she care where I went? I'm not her boyfriend. "I went home."

"Alli says you didn't." Jenna didn't want Dale with her bff.

Great. The slut was using me to boost her reputation and make waves. What else is new?

Dale grabbed her hand and pulled her into the boiler room. He bent Jenna over and ripped off her panties. She wasn't here to argue. She just wanted to fuck, and she knew he had the best dick in school; she should know. She sampled plenty of them. He put on a condom and thrust into her.

"AHHH DALE!" She cried out, glad to be filled again. Take that Alli!

Dale grabbed her hair and pulled it hard. Who was she to try and tell him who he could fuck. She came for him, and he shot his load. He left her in the boiler room with no panties. How could K.C. be so dumb? Dale used to feel bad for him, but if K.C. was too dumb to recognize a slut when he sees one, maybe he shouldn't be in the gifted class.

Jenna lied on the floor, feeling dirty after seeing Dale as usual. He was such a great fuck. Why did he have to be such an ass? Jenna went to class with clear afterglow, but K.C. didn't notice. Alli did. "That bitch!" she hissed under her breath.

After class, Dale went home. On his way, he got a call from Drew. "I'll have everything for you tomorrow. She was out sick today."

Clare wasn't actually sick. She had just been up all night listening to her parents fighting and she needed time to sleep and be alone.

Dale did his homework at home when he got a text. "Did you want to study together?"

It was Alli. She wasn't even in any of his classes.

"Meet me behind the Dot," he answered.

Dale drove down there, and Alli was in a little pink dress. He leaned on the hood of his car and whipped it out. He had a huge cock and it liked to be worshipped. Alli got on her knees and sucked him off, anyone could see if they came out back and her knees got all scratched up. She was decent in skill, but he had better. Before he was about to blow, he pulled back, shooting his load all over her face. She smirked, wearing him like a trophy. He got up and drove her home.

"Would you be able to give me a ride?" She had walked there.

"I could, but I have to go." I don't give trash rides home.

He drove off, leaving her in his wake.

He got home and took a shower.

"Dale, your sister's coming to visit you next week." The only girl that Dale was ever truly happy to see. His sister was very important to him. She was at Yale, and he missed her a lot, not that he would ever admit it. She was always tying to bring out his good side. With her gone, what was the point?

Day 1

Tuesday morning came and Drew had for Dale a manilla file. He opened it, a photo of Clare, curly light brown hair, big blue eyes. She was in grade 10, best friends with Adam Torres. Wait, he's at their house a lot, and he never saw her. Other friends include Alli, a major slut, and former friends include Jenna and K.C., what was that about? She likes writing and does some theatre stuff. This would be interesting.

Dale got to his first class and he focused on the lesson for once, ignoring the chatter behind him. If he was going to get this girl. He was going to need to tap into his homework time, which meant, actually listening during class. Dale saw her while walking to his next class. She was talking to Adam and some emo looking boy. She had on a nice blouse and a skirt. The shirt actually contained her breasts, unlike most of the girls here and her skirt wouldn't show her ass if she bent over. Maybe this girl did have morals, unlike Darcy. Interesting.

"Was he looking at you?" Eli asked her.

"Who?"

"That guy."

"What guy? I didn't see him."

Adam cringed.

"Who is he Adam?"

"He's Dale Howard, Drew's best friend."

"What's wrong with him?" Eli asked

"He's just the biggest man whore in school, and he's a bully."

"He's never bothered me," Clare added. Bullies liked to pick on her.

"Nor me," said Eli, who also got targeted by bullies.

"That's probably because Drew makes him stay away from me and my friends. If Drew weren't a buffer..."

"He looked into Clare."

"He's not. He's just a jerk," Adam insisted. They got to English.

Dale saw Clare on her way to lunch. He wanted to approach her, but didn't know what to say. He didn't usually talk to girls. They would talk to him or just grab his hand and lead him to a closet. He had to approach her, but it had to be believable. He couldn't just ask her out. She wouldn't fall for that.

Drew sat down. "So, nail her yet?"

"I just got my assignment. I need to strategize."

"You're not going to just whip it out?" Owen ribbed.

"She's not Alli!"

Owen and Drew shut up at that. It kind of pissed them off that Alli had been so aloof with them, but Dale got her so easily.

Lunch was going to end. He had to move now. "Hey, Clare?"

She looked up. This must be Dale. He was huge. "Yes," she finally got out.

Damn her eyes were pretty. "Would you be able to tutor me after school?" I'm a jock. She probably thinks I'm dumb.

"Sure?" What? Why does he want me to tutor him? There are plenty of prettier girls in the gifted class he could get like Alli.

"Great. I'll buy you an ice cream cone at the Dot, and we'll work there." He flashed her a smile and was off.

Clare blushed. He was very handsome, and his cologne smelled really good. She tried to heed Adam's warning, but he was so dreamy. Snap out of it Clare. He doesn't like you. He just needs better grades for football.

Adam saw the exchange. What was Clare doing? "Was he bothering you? I'll tell Drew."

"No!" Clare was a bit louder than she planned on being. "He just asked me to tutor him."

"Really? Why?"

"He probably has bad grades." Especially if he spends all his time with girls.

"I hope this isn't some kind of prank."

Clare was off. Tuesday was weight day. Dale was of course, amongst the strongest on his team. He did his workout and took a quick shower before meeting Clare.

She was nervous to be meeting him. What if this was a prank? What if he was just a bully? Dale appeared, smelling amazing as usual. "Ready to go? I'll drive."

Dale had a nice car. It was a mustang convertible, black and beige interior. Even his car smelled good. Dale cleaned it regularly. The seats were comfortable. Purple haze played as they got to the Dot. He went in and bought her an ice cream cone as promised. "Eat first, study later."

Dale asked Clare how did she liked Degrassi. Clare had some friends, which was good, but after the whole K.C. and Jenna fiasco, the gifted class was a bit fractured. Dale could hear the pain in his voice.

"Why did K.C. leave like that?"

"Because Jenna would put out and I wouldn't." She looked sad. She wasn't the kind of girl that Dale was used to. He couldn't have his way with her and toss her aside. It would be mean.

"So enough about me." Clare didn't want to talk about K.C. and Jenna anymore. "What about you?"

"What about me?"

"Tell me something about you. Something I don't already know"

"Well what do you know about me?" he asked with a smirk.

"I know you're best friends with Drew, but Adam despises you. I know you're the captain of the football team, and girls throw themselves at you. I know that people say you're a bully, but I think you're sweet." Clare blushed. Did she really just say that?

No one had ever called Dale sweet before. He wasn't sure what to do. Clearly, this girl was crushing on hm, but she didn't want a one-night stand. She wanted romance. He could see it in her eyes. What if he couldn't deliver? What if he failed her?

"I'm not a good guy," he admitted.

"Why do you say that?"

"I do what I want, regardless of how it affects other people."

"Why do you do that?" Clare had never been so selfish. She was surprised he admitted it to her.

"I don't know. I guess because no one calls me out on it. I'm the legendary Dale Howard. Girls will do whatever they can to be with me, even if I treat them like dirt, and guys can't wait to be my friend, even if I treat them like shit. No matter how bad I am, people still come back for more."

"Well, I'm not like that. If you treat me like dirt, I'm walking out."

"Thanks."

"For what?"

"For not being afraid to call me out. I could use more of that."

"So what kind of things do you do?"

"Like what?"

"What makes you so bad?"

"I can't tell you that."

"Why not?"

"Because you wouldn't like me anymore."

"You think I like you."

"Not like that," although maybe she did. "I don't think you'd want to be friends with a guy like me."

"Well, why don't you tell me what kind of guy you are, and I'll decide."