I don't have anything to say about this chapter except that I didn't write it in the order in which it reads. Fun times. ;)


Dean was pacing back and forth at the end of his bed. He was worried. Cas had been pretty distant since Tuesday. After they played baseball, Cas went home and they hadn't spent any time together outside of school since. Dean would try, but Cas kept telling him he had homework and he would make up for it this weekend. He even kissed Dean's cheek that morning at school before walking off to class, but when Cas was supposed to ride home with him after school today, he didn't. He opted to ride with his mother.

What if Cas had changed his mind? Maybe he was bored with their arrangement already. Or what if he just wasn't interested in sex? Maybe he didn't want to rebel anymore. If he was so concerned with homework, maybe he'd snapped back into his old self. It hadn't even been a week. Dean really hadn't had the chance to show Cas anything.

Dean was pacing faster. He wasn't ready to lose Cas yet.

The knock on the door stopped him in his tracks. He walked over and opened it, finding a smiling Cas standing on the other side. Dean wasn't sure how to proceed. He was here, so that meant something, right? He moved out of Cas' way, letting Cas walk into his room. Cas slipped his bag off his shoulders and set it at the foot of Dean's bed as Dean closed his door.

"Mary said your dad would be home tonight," Cas informed him as he sat down on the end of Dean's bed. "She's also making fried chicken. She said she remembered it being my favorite."

Dean stood there, looking at the boy sitting on his bed. "I'm surprised to see you," he finally said.

Cas frowned. "Why?"

"Well, you've been MIA since Tuesday."

Cas looked like he was trying to fight a smirk. He stood up and walked over to Dean, stopping in front of him. He wasn't touching him, just standing as close as he could without doing it. "Miss me?"

Dean nodded. "Are we okay?"

Cas didn't have to fight the smirk anymore because now he was just confused. "Of course. Why would you think otherwise?"

"Where have you been?" Dean asked, trying to figure out how Cas could just vanish again without thinking twice.

Cas reached out and grabbed Dean's hand. "I have something to show you."

He led them over to Dean's bed where he forced him to sit down. Cas knelt in front of him and grabbed his bag, pulling his laptop out. He opened it up and handed it to Dean. "Click on the Friday folder."

Dean moved the mouse over to the folder and opened it up. "Are – is this – Cas, did you research how to have sex?"

Cas chuckled and shook his head. "I know how to have sex. I'm a shut in, not an idiot. These are just videos on how to have… more interesting sex."

"Wait a second," Dean said, looking up from the laptop to stare off into space. "Are you telling me that this is what you've been doing?" Dean asked, finally looking at the boy sitting beside him.

"That and a lot of masturbating."

"And this is for tonight?" Dean couldn't believe this was happening. He had to be dreaming.

Cas shrugged. "Well, not all of it, no. I'm only here for the night. This is… days worth of material."

"Days?" Dean asked, bewildered.

Cas nodded. "Yeah," Cas said slowly, worried about Dean's wide eyed look. "Are you alright?"

Dean scoffed. "I'm fucking amaz – you're fucking amazing!" he quickly corrected himself.

He'd spent the past couple of days worried for no reason. Cas had been researching ways for them to have sex. If he would've known having sex with nerds would be this spectacular, he would've done it from the start. Dean tossed the laptop behind him on the bed and pulled Cas against him, kissing him. It had been far too long since his lips were attached to Cas'.

Cas pulled away from Dean. "Did you think I'd changed my mind?"

"Cas, you hadn't really talked to me in a couple days."

"Then I'm really going to have to make it up to you for causing you to worry."

"Whatever you want to do, Cas. Just shut up and let me kiss you," Dean told him, getting to his feet and pulling Cas up on his.

Cas sighed softly as Dean pulled him close. The kissing wasn't so hard and fast as it was a second ago. It was slower, sweeter. Dean had to remind himself to take his time tonight. He wanted to draw out the experience, make it last. He wanted to remember tonight for the rest of his life. He wanted it to be special for Cas since this was his first time.

Dean pulled out of the kiss after a moment, looking into Cas' pretty blue eyes. "And yeah, I did miss you."

Cas cupped Dean's jaw, kissing him before saying, "I missed you, too."

Dean smiled, resting his forehead against Cas'. They stood there for a moment just holding one another. Cas liked this. He could press his face against Dean's neck and forget the rest of the world existed outside of Dean's arms. He liked it here and he never wanted to leave. Dean rested his chin on Cas' head, closing his eyes and searing this memory into his brain.

A loud honk interrupted their peaceful moment. Cas jumped, causing Dean to chuckle at him. "Dad's home," he said.

Cas looked towards the window before looking at Dean. "I don't want to sound inconsiderate. I know your father's been gone for a few weeks, but ˗ "

"As soon as we can cut away, we're going to," Dean said, running his hand through Cas' short black hair.

Cas gave Dean a small smile. Dean kissed him one last time before pulling away from Cas completely. He missed his father – don't get him wrong – but he'd been waiting for this night for a long time. His dad was home and safe and he could visit longer with him tomorrow. Right now, he had memories to make.

^O^

After dinner, Dean talked his way out of movie night with the family. He told them he'd promised Cas that they were going to have a horror movie marathon. John and Mary were a little disappointed that they weren't going to spend any time with Cas, but they let them go. Dean and Cas calmly walked out of the living room, but the second they were on the stairs, they picked up their pace.

Cas had been calm until he walked into Dean's room. He was excited and ready before this moment. Now he was nervous. Cas knew Dean was… well versed in the art of sex. He'd heard all the stories, listened to the gossip. He knew Dean was active. Cas had never seen anyone naked before Dean. So far, Dean had seemed pleased with their activities, but he was a little worried about the actual sex part.

Dean locked the door and walked over to the radio. He pushed a couple of buttons and some music started playing. He looked over at Cas to find him wringing his hands and shifting his weight from one foot to the other. He was nervous. Dean expected this. Well, he expected this until Cas showed him a folder of porn that he'd kept for them.

Dean walked over to him and pulled him into his arms. "You're nervous."

Cas frowned and pulled away from him. "No," he lied. He was a terrible liar. Cas walked over to the laptop and opened the folder. "So which do you want to try first?" Cas asked, trying to push past this.

Dean wasn't having it. He grabbed the laptop, shut it, and set it on his desk. He knelt down in front of Cas and held his hands. "Cas, there's no reason to be nervous."

"Right," he said sarcastically. "Dean, you've been with practically every girl at school."

Dean looked a little offended. "Damn, Cas. Who have you been talking to? I've had actual sex with about seven girls, and let me be the first to tell you that only three of them were virgins." Of course, he'd had sex with those seven girls several times, but not all the girls claiming to have bedded Dean Winchester actual had. Dean didn't care that they lied. For some reason it made them feel better about themselves to think he'd have sex with them. A majority of those girls he only made out with, a few them were a little more, but Dean never cared what the store was the next morning. If it made them happy to tell their friends they'd gone all the way, then he let them.

"But, I hear ˗ "

"Not everything you hear is the truth, Cas," Dean said, pressing a kiss to Cas' cheek. The cut there was almost healed. There was a slight discoloration from the bruise and the cut, but his face was almost back to the perfection it once was. "Is that why you got all those videos?"

Cas' shoulders sagged. "I thought – well, I thought I might… bore you with just regular sex."

Dean scoffed and shook his head. He got to his feet, pulling Cas onto his. "Cas, we could have sex a thousand times and it would never bore me," he said before kissing him. "Let's save the folder for next time, okay?" Cas nodded. "Come on. I know just the thing that will relax you."

Dean took Cas by the hand and led him into his bathroom. He turned the water on. "Is that too hot?"

Cas put his hand under the shower head and shook his head. "I like my water pretty hot."

"How hot is pretty hot?"

"Hot enough for hobbits to try to throw rings in with me."

Dean smiled at his best friend, shaking his head. "Geek," he said before pulling his shirt off.

Cas smiled back as he turned the water up a little more. When he turned around, Dean was out of his clothes. "Were they pull away?" Cas asked, amazed at the speed in which Dean got undressed.

"Maybe," Dean told him before grabbing the bottom of Cas' shirt.

Cas raised his arms and Dean took it off of him. Once Cas' shirt was in the growing pile of clothes, Dean up unbuttoned Cas' jeans, pulling them and his boxers down his legs. Dean knelt in front of Cas, help him out of them and his socks. Dean looked up at Cas and gave him a sweet little smile before standing back up and pulling Cas into the shower with him. As Cas got wet, Dean poured some soap into his hands. He rubbed them together before rubbing Cas' back and shoulders. Cas got so relaxed that he leaned back against Dean.

Dean smiled, pressing his lips against his ear. "Don't fall asleep on me," he said before pressing a quick kiss right below his ear.

Cas chuckled softly. "Sorry. I'm going to have to get you to do that more often. That feels amazing."

"Anytime," Dean told him as he poured more soap into his hands. "Turn around," Dean gently commanded.

Once Cas faced him, Dean started washing his chest and arms. "Do you do this with every virgin you claim?" Cas playfully asked.

Dean knew he was joking, but he answered Cas seriously. "I've never done this to anyone," he told him before looking into his eyes.

Cas' joking smile faded a little. He was surprised. "Really?"

Dean nodded. He poured more soap into his hands and wrapped his hand around Cas' dick. "Really," he answered before kissing him. Cas moaned softly into the kiss, clutching onto Dean's arms. Dean reached around, palming at Cas' butt as he stroked him nice and slow. Dean pulled out of the kiss, leaving his lips close enough to Cas' so when he spoke, Dean's lips brushed against his. "I've never taken this kind of time to calm anyone down," Dean admitted. "I'm nothing to get nervous about, Cas."

If Cas had more of his senses, make a better argument than, "Yes you are."

Dean chuckled. "No, I'm not," he argued back, kissing Cas to silence any further dispute. Dean slid his hand in between Cas' butt cheeks, pressing against his hole. Cas gasped softly, forgetting about anything Dean had just said. Dean pulled back to look in Cas' eyes. "Are you okay?"

"Good gasp," Cas clarified as best as he could.

Dean smirked as he pressed a little harder, watching Cas' eyes roll back into his head. Dean released Cas' dick as he wrapped his arm around him, pulling him close as he kissed on his neck. Dean finally slipped a finger inside of Cas, causing the boy in his arms to start panting softly against his neck. Cas held onto Dean tightly. His knees were a little weak as the sensations washed over him. Cas found himself rolling his hips enough to meet Dean's finger.

Dean pressed a few kisses to Cas' shoulder before asking him. "Do you want more?"

Cas nodded. "Yes, please," he begged breathlessly against Dean's ear.

Dean added his middle finger, causing Cas to dig his fingers into his shoulders. Cas could only take it for a moment. "I don't want to come yet," Cas managed to get out.

Dean removed his fingers and pulled back to look at Cas. "You sure?"

Cas nodded. "I'm sure."

"Whatever you want, Cas," Dean told him before kissing him.

Cas smiled against Dean's lips before pulling away. "I want us out of this shower and in your bed," he demanded.

Dean chuckled. "In a second, I'm not done teasing you." Dean pulled out of Cas' arms and turned him around. "Put your hands up on the wall and spread your legs."

"Aren't we a little old for cops and robbers?"

"You're never too old for roleplay, Cas, but that's not what this is," Dean said as he knelt behind Cas.

"Then what is ˗ " Cas' gasp cut off his words as Dean's tongue licked him. "Oh my God," Cas said in a quick whisper. He'd watched this in a few of the videos he downloaded for tonight. Rimming seemed like an odd thing to do, but the guys in the video seemed to dig it and now Cas knew why.

"Do you like that?" Cas could only nod, humming his affirmation to Dean. Dean smiled before going back to licking Cas' ass. Dean's tongue felt so good against him, in him. Cas poked his ass out a little further, egging Dean on. Cas wanted to come. He wanted to come so bad. He brought his hand down to stroke himself, but Dean smacked his ass. "Hands on the wall, Cas!"

Cas whimpered, but did as he was told. "I'm going to come, Dean."

"Turn around and I'll make you come."

Cas spun around so fast that he almost lost his footing in the shower. Dean took Cas' dick in his hand, but Cas stopped him, "Wait."

"You sure?"

Cas nodded. "Let's get out of the shower."

Dean waited a beat, wondering if Cas was going to change his mind again. When Cas moved around Dean to get out, he knew he was serious this time. Dean took a quick shower while Cas dried off, taking Cas' towel from him when get stepped out.

Cas had willed his erection away by the time they were dried off. He wanted tonight to last. He knew the first time he came would be spectacular, but any time after that wouldn't be as great. Plus, he wanted to come from Dean being inside of him. He'd been thinking about this since Tuesday. He wanted Dean to be his first and he never wanted to forget the night it happened.

Dean pulled Cas over to the bed and they both got in. Cas laid on his back and looked over at Dean. The only light in the room came from the lights on Dean's stereo and the streetlights outside shinning in through his windows. He could see Dean pretty clear.

"You still nervous?" Dean asked him.

Cas shook his head. "Not really."

"Good," Dean told him before leaning forward and kissing him.

The kissing didn't take long to go from sweet and innocent to passionate and needy. Cas pulled Dean on top of him, wrapping his legs around him. Dean moved against Cas, starting that slow rhythm Cas liked so much. Cas put his hand on Dean's chest as he broke the kiss. "I'm ready," he whispered against his lips.

Dean felt like he was dreaming. Dean was fine up until this point. He wasn't nervous or anything until this moment right here. He was about to do the one thing he'd been wanting to do since he experienced sex for the first time. Dean looked down at the blue eyed boy looking up at him with so much trust and – Dean would say love, but it wasn't the kind he wished it was. Cas was trusting him with something that was very special. Dean had to take a deep breath. He had to calm his nerves.

He swallowed hard and sat up. He reached over to his nightstand and pulled the lube from the drawer. He could feel his hands shaking a little as he poured the lube into his hand. Cas spread his legs a little wider, opening himself up to Dean. Dean ran his lubed up hand against Cas, sliding his fingers against his hole. Cas dug his fingers into the mattress as he started softly bucking his hips against Dean's hand. Dean slid his fingers inside of him again and kept them still, watching as Cas did all the work. He looked up at Cas to find his head tossed to the side, eyes shut, and his lips pulled in between his teeth. When Dean added a third finger, Cas' breathing picked up. His lips parted and his brow furrowed in concentration.

When Dean pulled his fingers out, Cas' eyes shot open as he looked at Dean. Dean couldn't look at him. He poured more lube in his hand and started stroking himself, grabbing Cas' dick with his other hand to stroke him. Cas could feel a slight tremor in Dean's hand. He ran his hand up Dean's forearm, gripping him at his elbow. Dean's eyes shot up to Cas'.

Dean didn't look away as he grabbed Cas' hips, positioning him just right. He had to man up, he thought to himself. This was for Cas just as much as it was for him. He couldn't fuck it up. Dean leaned forward, pressing his forehead to Cas' before pushing into him slowly.

Cas' gasped through his teeth as he clenched his jaw. Once Dean was completely sheathed inside of Cas, he made Cas look at him. "Just breath," he told Cas.

Cas nodded, closing his eyes and breathing. Dean pressed kisses to his neck, sucked and nibbled on his ear lobe. He ran his nose along his collarbone, waiting for Cas' body to get acclimated to the intrusion. Dean felt Cas relax a little. Dean ran and arm under Cas, holding him as he kissed him. When Cas started kissing Dean back with just as much fervor as Dean was kissing him, he started to move.

It was slight thrusts at first, just enough to create a little friction before he pulled out a little more, then a little more. The movements were slow and Cas was panting against Dean's lips before he realized it. Cas' hips started meeting Dean's with every thrust and soon both boys were shaking.

"You okay?" Dean whispered against Cas' lips.

Cas nodded, pressing his forehead against Dean's. "Don't stop."

"Never," Dean said before he kissed Cas. He would never stop as long as Cas wanted him.

Dean put all his weight on the arm he was holding Cas with so he could reach in between them. He wrapped his hand around Cas' dick, stroking him in the same rhythm as he was fucking him. Cas grabbed Dean's shoulder with one hand and gripped a handful of hair at the back of his head with the other. He was about to come. Dean knew it. He could feel it in the way his body was tensing, in how quick his pants were coming. Dean knew if he learned educational things as fast as he learned Cas' body he would be a fucking genius by now.

Dean picked up his pace, he wanted Cas to come, but he didn't want to be far behind him. Cas bit back the moan that wanted to escape his mouth as he came. The muffled sound Cas made and the tensing of his body sent Dean over the edge right behind him, leaving both boys a panting, sticky, sweaty mess.

Dean tried to pull away from Cas, but Cas stopped him, wrapping both his legs and arms around him a little tighter. "Wait," Cas requested. "Just lay here for a second."

Dean didn't argue. That was the hardest he'd came in a long time. He collapsed on top of Cas and Cas held him, rubbing his back as Dean peppered kisses to Cas' neck. Dean pulled back enough to look at Cas. "I'm pretty sure that was better than any video you had in that folder of yours."

Cas smiled, biting his bottom lip as he cupped Dean's jaw. "I know what I have in that folder and you're right." Dean laughed softly before kissing Cas. Cas smiled happily against Dean's lips. "If you give me about fifteen or twenty minutes, we can go again," Cas informed him.

"Do you want to trade places?" Dean asked, reminding Cas that he could fuck him if he wanted.

"Not tonight, but soon," Cas said. He wanted to fuck Dean. He wanted to know what it was like on the other side, but right now, he wanted this. He wanted Dean. Dean was all around him. He was all he could feel, all he could smell. The taste of Dean was on his lips. He wanted to wallow in it, like a pig in the mud.

He also wanted to ride Dean's dick.

^O^

Cas woke up early the next morning. He didn't open his eyes right away. He laid there on Dean's chest, listening to his heartbeat and fighting being lulled back to sleep by the rise and fall of his pillow. He smiled at the soft snores coming from Dean. Last night had been nothing short of amazing. The way their bodies moved together, how Dean held him. If Cas could spend the rest of his life having sex with Dean Winchester, he would sign away whatever he needed to.

Cas pressed a soft kiss to Dean's chest before pulling himself closer, throwing his leg over Dean's. He laid there for a moment, mind blank, thinking of nothing but enjoying the warmth emanating from the boy beside him. His thoughts weren't idle for long. He began thinking about the future. He didn't have long. Three months would fly by before he knew it and he would be standing on that stage giving a speech to his fellow classmates. They would be expecting him to fly off to some major college, but Cas had been looking at something more… local.

During the past couple of days – when he wasn't actually doing his homework and looking up porn – he had been looking into the colleges he'd been accepted to. He looked at Harvard and Yale and Stanford, but every time he liked something about them, a little voice in the back of his mind would say one word that changed his mind each time: Dean.

Cas wasn't sure what to do anymore. His feelings for Dean had obviously grown. When he first asked Dean to help him live his life, he didn't anticipate ending up here with these feelings for his best friend; these feelings that had been there the entire time. There was obviously a reason he couldn't just let Dean go the way he let everything else go. Cas realized it was because he'd always loved Dean. But now his life wanted to pull him away from Dean permanently.

Cas pulled himself against Dean a little tighter. He didn't know what Dean wanted for his future. He didn't know where he would fit in Dean's life and he didn't want to throw his future away for someone that wouldn't have room for him after graduation. Cas had to figure this out and he had to figure it out soon.

Cas pressed his face against Dean's neck. "I love you, Dean Winchester," Cas whispered.

Dean's limp arms came to life, scaring Cas. Dean wrapped them around him, pressed his cheek against Cas' forehead, and sighed, going back to sleep. Cas relaxed when he realized he wasn't caught. He closed his eyes and enjoyed Dean's arms around him. He would get his answers later. Right now, he needed more sleep.


I hate them. They are so cute and I'm completely and 9000% jealous of their relationship. Bastards.

So there ya go. The sexy time. Good? Right? I'll take your silence as a yes. ;)

Thanks for reading, everyone! ... until next time.