16th October

"Have you called him yet?"

"No Erica, he was too busy diving out of my car to give me his number."

"So then why are you sat in your living room, in your boxers?"

"My ego has taken a hit, let me wallow in self-pity." "

Derek, it was two days ago get over it and you're never going to win if you sit here and mope." "Wallowing not moping."

"You're an idiot. Now get up and go get his number!"

"I don't know where he is." Erica folded her arms over her chest and stared at him until Derek huffed then pushed himself up.

"Fine I will go and get dressed and then go out, and if I happen to come across him then fine." "Happen to? Really Der, we both know you're going to actively look for him."

"Whatever Erica, I just want to win." Derek made a wide gesture with his hands and then left the room to Erica's disapproving stare. He was going to win; he just needed to try a little harder when it came to Stiles. He looked through his closet and decided he just needed to show Stiles what he was missing. His tightest jeans had never failed him and his tight black t-shirt did wonders for his arms. "Erica?" She sauntered in to his bedroom and flopped down on to his bed. She frowned as she pulled his jeans out from under her.

"Oh wow, you're really going all out for this."

"Shut up I clearly need the help."

"Derek honey I've told you if you keep wearing these pants you will never have children."

"I will deal with that later for now I really need to find Stiles."

"Did you call me in here to watch you dress because I've told you that doesn't do it for me."

"No. I wanted to get your approval on the outfit."

"Oh okay, this would probably work better if you were wearing it."

"Right. Turn around."

"Seriously?"

"Yeah I need to change in to briefs if I'm gonna wear those jeans." Erica rolled her eyes but turned around regardless. Derek quickly pushed his boxers down and pulled up his briefs before Erica could even peek.

"You realise I've seen you shower right?"

"What? No you haven't!"

"Oh really then how do I know about that freckle on your left butt cheek?"

"What freckle, I don't know what you're talking about."

"Sure you don't Derek." Erica turned and winked at him. Derek grabbed his t-shirt off the bed and pulled it over his head before picking up his jeans. He looked between Erica and the jeans a few times before asking.

"Can you help me in to these…please?"

"Don't act so shy Der, I'm your best friend, I've seen you in much worse scenarios than me helping you get those tight ass jeans over your thighs." Erica walked round behind him and Derek pulled the jeans over his feet till they bunched up at his ankles. Erica squatted down and grabbed them and pulled them till she felt the resistance just over his knees.

"Derek did you put more muscle on?"

"I may have done more leg workouts at the gym."

"Urgh you couldn't just work out your upper body."

"No." Erica grabbed the top of the jeans and pulled them up as far as she could.

"Derek I need you to like pull your ass in."

"Are you serious?"

"Yeah." Derek huffed and tensed his ass a little to try and make it smaller as Erica gave the jeans one final pull and they both relaxed a little as they went up. They both whipped their heads round as someone cleared their throat from the door. Boyd was leaning against the door frame with his arms over his chest as he looked at them.

"What you've never seen a grown man get help with his jeans before?"

"No I have. However the frequency of which you are that man is troubling."

"It's not that often!"

"4 times last week."

"I had a busy week."

"You stayed in 5 times last week."

"That's not true, I went out and did stuff."

"Derek it's okay. We know you just like wearing the pants."

"They make my ass look great."

"Sure. Tell you what Derek if you can zip them up right now I'll give you 10 bucks."

"You want me to do it right now?"

"Without sucking in or Erica's help." Derek huffed then made a show of grabbing the top of his jeans and pulling them together. He tried to bring the tops together but he couldn't quite get them together, he smirked over at Boyd then squared his shoulders a little and tried again but he just couldn't get them to meet.

"I don't need to prove anything to you!"

"I'll be in the kitchen." Erica blew him a kiss and turned back to Derek.

"Okay let's get those pants up!"

Derek had been walking around the campus for nearly an hour. He'd been to all the places he had seen Stiles and his friends hang out, they were a pretty noticeable group, but he hadn't been able to find them anywhere and his pants were literally about to cut off his circulation, breathing was difficult at this point. Seriously why is it that when you're not looking for something it's always there but the minute you actually want it it mysteriously disappears. He pulled his phone out of his jacket pocket and called Erica.

"What?"

"I can't find him."

"Derek I am a little busy."

"I'm serious Erica, get off Boyd and help me!"

"Fine. Did you check the library, the theatre and the coffee shop?"

"Yes to all three."

"What about the ice rink and the bowling place?"

"Yes and no."

"So go to the bowling alley. Kay, good, bye." Derek pulled the phone away from his ear as the call ended. There was no way he could go to the bowling alley and just pretend to come across them, but what if there not even there. Wait Isaac might be working tonight. Derek dialled Isaac's number and hoped he had his phone on him.

"Hello."

"Isaac, its Derek."

"Yeah I have caller I.D, like most people these days."

"You're at work aren't you?"

"Was it my monotone voice that gave it away?"

"Pretty much, listen you are aware of mine and Erica's bet right?"

"Yes and yes Stiles is here."

"Can you put him on the phone?"

"No."

"What why?"

"Erica said I could help you as long as it didn't prevent you from doing something embarrassing and you coming down here will probably be embarrassing."

"Come on who are you more afraid of me or her?"

"Before I knew you, you. Now I know you, so her."

"Dammit Isaac."

"Just get down here Derek." Derek glared at the phone as it beeped to inform him the call had ended. Alright walking to the bowling alley, thank god it was only 15 minutes away.

Derek got there in half an hour. Not bad considering how much these pants were cutting in to his balls. He walked in and instantly saw Isaac sat at the front desk.

"I have no other words than wow."

"Shut up I look amazing."

"But can you breathe?"

"A little."

"He's on the 9th row."

"What the hell do I say?"

"I'm sorry Derek Hale doesn't know how to seduce someone in to bed, oh wait that's right he doesn't want to be in your bed."

"You're an asshole and he does, he's obviously not a first date kinda guy."

"Or a Derek Hale kind of guy."

"Just you watch. I'm gonna go over there and score myself a second date and his number."

"Ever thought that maybe there's a reason he didn't give you his number." Derek pursed his lips a little and made his way towards row 9. He could see Stiles and his friends which meant he noticed the minute they saw him. He saw Lydia hit Stiles and he turned so quickly he nearly lost his balance but he righted himself and stared at Derek. Derek gave him a little smile but Stiles just seemed to stare over his shoulder.

"Hey Stiles."

"Derek."

"Is everything alright?"

"Yeah, what do you want?"

"I saw you over here so I came over to ask you out."

"You wanna ask me out?"

"Well yeah."

"Derek you haven't spoken to me in two days, and you just want to come over here and ask me out?"

"Stiles I didn't have any way to get in touch with you."

"What are you talking about I gave you my number."

"No you didn't."

"What? Yes I did. I said I wanted to do this again and then…oh crap."

"Then you jumped out of the car."

"Oh my god, I apologise for all the bad things I said about you in the past two days."

"What did you say?"

"It doesn't matter but I would absolutely love to go on another date with you." Stiles came round the booth and stood in front of Derek before handing him his phone. "Can I have your number please?"

Derek smiled and took the phone from him. He put in his number and then texted himself so he could have Stiles's. Everything went fine for the next 30 seconds, until he handed Stiles his phone back and dropped it in Stiles hand, except the phone just seemed to slip right through his fingers. Derek squatted down to pick it up but the minute he did he felt his jeans finally give under the pressure and the material just couldn't handle it anymore. He felt it split from the crotch and then down the back of his right thigh. He stood up and Stiles was looking at him with a cross between horror and humour.

"Dude did your pants just…"

"Yes. Yes they did."

"Please tell me you drove here."

"Nope." And then Stiles couldn't seem to stop the laughing that bubbled out of his mouth. He heard a camera go off behind him and briefly saw the flash and guessed it was most likely Isaac sending a picture to Erica or putting it on Facebook for his family to see. Stiles's friends quickly followed Stiles and Derek was left standing their looking up to the ceiling asking why me?

"Stiles?"

"Mmmm"

"I will text you tonight. Right now I have to walk home."

"Do you want a lift?"

"No. Consider this karma for not calling you for two days."

"That wasn't your fault though."

"No but I could have come and found you."

"Okay. Then enjoy your walk of shame." Derek gave a final smile to Stiles and then turned on his heel. He saw a brief flash and looked over his shoulder at Stiles; he smiled and waved the phone at him.

"I need a contact picture." Derek laughed a little as he continued on. He walked past Isaac who tried his best not to laugh at him and then walked right out of the building. Sure he had a 40 minute walk home but he got a second date with Stiles. And if all it took to win the bet and sleep with Stiles was embarrass himself a little then Derek could totally deal with walking home in split jeans. This wasn't gonna be so hard after all.