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I Love Him, but Does He Love Me?

Summary:

Gabriel Novak and his little brother Castiel have taken to the Winchester brothers. What happens when Dean finds out that a 17 year old Gabriel is dating a 14 year old Sam?

Chapter Text

Dean Winchester was all but shocked. He had had his suspicions about Gabriel, but never in his wildest dreams would he have thought it would go this far.

“Dean-o, please, say something.” Gabriel was terrified of what Dean would do to him.
“You sick bastard. He’s in the eighth grade. You didn’t think I wouldn’t find out and want to hunt your sorry ass down?” Dean was furious.
“Dean, I love him.”
“Maybe you do, but he’s fourteen. He doesn’t know what love is. Hell, he doesn’t even know what sex is!” Dean slammed his hands on the table. Gabriel was sitting on that very same table, fearing for his life. If he weren’t so scared, he would’ve argued that point. Sam knew what sex was. Gabriel just refused it to him.
“I never touched him like that, Dean. I told him that we had to wait. He wanted to, but I-“
“He wanted to have sex with you? Or did you manipulate him into wanting it?” Dean was now in Gabriel’s face, screaming at the top of his lungs.
“I never hurt him!” Gabriel’s eyes were threatening to release the tears that had formed only moments ago, but he forced them back.
“Why don’t you try telling that to the cops?”
“I swear I’ll never touch him again!”
“That’s not good enough. Swear that you’ll never talk to him again. Swear that you’ll graduate next month, leave for college at Stanford, and never, I repeat never even look at my baby brother again.” Gabriel couldn’t control the tears. “Swear god damnit!” Dean grabbed Gabriel by the collar.
“I-I swear.” It was barely audible, but Dean heard him.

9 MONTHS AGO
Sam Winchester, the kid commonly referred to as “Sasquatch” and “Moose” in his seventh grade year, was finally an eighth grader. He made his way up the front steps of Lawrence High School and found his newly assigned locker. Due to budget cuts, all of the eighth graders were in the high school building this year. Sam was incredibly excited and nervous to be in the high school building; so nervous that his hands were shaking as he tried to unlock the combination lock. He had practiced all summer on how to work a combo lock, but he was still having trouble.

“Need some help?” A skinny boy in a trench coat asked. Sam jumped, almost dropping his backpack.
“Yeah, thanks.” Sam backed away for this boy to help and handed him the little piece of paper that had the combination written on it.
“I am Castiel.” The boy said, fiddling with the lock.
“Hi, Castiel, I’m Sam.” Sam noticed the boy’s incredibly sparkly blue eyes.
“Are you a freshman?” Castiel was still messing with the impossible lock.
“Eighth grader, you?”
“I am a junior.” The lock finally clicked open. “Here you are.”
“Thanks, Castiel.” Sam smiled.
“I will be seeing you.” Castiel said, walking away.

Meanwhile, on the other side of the school building, Dean Winchester was heading to his home room. He walked in the door and to his chagrin, he had Mr. Singer. Dean was Mr. Singer’s favorite student and Mr. Singer was Dean’s favorite teacher. Mr. Singer taught Dean’s fourth period auto-shop class, but during home room, he wasn’t in his garage. He was in a very small classroom that barely fit the 27 students that it held.

“Okay, shut up, ya idjits, before I give you all detention.” The class became silent. “Announcements: baseball tryouts are this afternoon thru Friday. They want to start practicing earlier this year so they have a shot at winning…”
“Yeah, right,” Someone coughed.
“There is a volleyball game tomorrow afternoon at five… Go fighting corns.” Mr. Singer said sarcastically.
“Excuse me,” Some cheerleader from the front row raised her hand.
“Yes?” Mr. Singer mocked her cheery tone.
“It’s The Fighting corn. Singular. Like the food. Not fighting foot… gross… thingies…”
“Oh, my bad.” He spat sarcastically. “Next, first book club meeting is after school in the cafeteria, we are having burritos for lunch, start prepping for student government elections, and Principal Crowley would like to remind everyone that sex on school grounds is not allowed and will have serious punishments. I’m gonna call roll now.” He pulled out his little black book and began to call names. “Anna Milton,”
“Here,” A girl with red hair called out.
“Azazel, do you have a last name?” Mr. Singer looked annoyed.
“No… and here.” A creepy kid from the back barked. Dean could’ve sworn that his eyes were yellow for a second.
“Okay? Dean Winchester,”
“Here,” Dean called out.
“Gabriel Novak,”
“Is really hot and horny,” A guy from the back of the room said, eliciting a few laughs from the class. He was chewing on a strawberry sucker and smirking.
“Meg Masters,”
“Here,”
Mr. Singer continued to call names and right as he called the last name, the bell rang. Dean gathered his things and headed for the door.
“Hey! Winchester right?” Dean turned to look at the person who was addressing him.
“Yeah, uh… Gabriel…. Novat?”
“Novak… Nice try.”
“I’m kind of late for class so, if you’ll excuse me-”
“Sorry, I was just returning this.” Gabriel held out Dean’s “Samulet”.
“Where’d you get that?”
“You left it on the floor next to your desk.”
Sam had given Dean a little amulet when they were kids and Dean named it his “Samulet”. It was very special to him.
“Thanks, man. Why don’t you and I have lunch together?” Dean smiled.
“Well, aren’t we a little forward? Meet me on the baseball field. I’ll bring my brother.” And with that, Gabriel was lost in the crowd of people.

When lunch time rolled around, Dean had invited Sam, so Dean, Sam, Gabriel, and his brother all met on the baseball field.

“Hey, Castiel.” Sam smiled.
“Hello, Sam, this is my brother Gabriel.” Castiel sat down on the bench and pulled out his sandwich.
“Dean-o, the robot here is my baby bro Castiel.” Gabriel sat next to Castiel and pulled out his own sandwich.
“Hey, Cas,” Dean smiled. “Sammy, I brought us burgers.” Dean said, pulling a burger out for Sam.
“You couldn’t have gotten a salad?” Sam whined.
“Aw Sammy-boy, you a health freak?” Gabriel laughed, finishing his sandwich and pulling out a cupcake. “I’m more of a sweets person myself.” He continued.
“What grade are you in, Gabriel?” Sam changed the subject.
“I’m a senior. After this year is over, I’m free as a bird and I plan on going to Stanford.” Gabriel finished his cupcakes and pulled out another one.
“Stanford? That’s where I want to go.” Sam grinned.
“Great, kiddo. Whatchya wanna do?”
“I want to be a lawyer.”
“That’s great.” Gabriel meant it. “Now, what grade are you in?”
“Sammy here is a little tiny eighth grader.” Dean teased. Sam thought he saw a hint of disappointment in Gabriel’s face, but he couldn’t figure out why. “What about you, Cas?”
“Hm? Oh… I am a junior.” Castiel was pulled out of deep thought.
“Really? You seem older.” Dean winked.
“Easy there, Dean. That’s my baby bro.” Gabriel chided jokingly. Castiel just blushed. “If you’re gonna chat up my brother, does that mean I get to chat up yours?” Gabriel leaned close to Sam, winking and waggling his eyebrows.
“Ha-ha. No, if you touch my brother, I’ll kill you.” Dean joked.
“Woah, now I’m a little scared.” Gabriel backed away, but only a little.

From then on, the four boys got along very well and had lunch in the ball field every day. Dean often invited either Castiel or Gabriel to spend the night. Sam preferred Gabriel, not that he disliked Castiel, but Dean felt the same about Castiel over Gabriel.

1 MONTH LATER
“Cas, can I tell you something?” Sam looked up at the ceiling from where he lay on his bed. Castiel lay next to him and nodded. “Promise not to get upset?” Sam looked a little terrified now.
Castiel was spending the night with Sam and it was getting early in the morning, but Sam needed to get this off of his chest.
“I promise.”
“I like Gabe.” Sam spat it out quickly.
“As in you feel attracted to him?” Castiel asked.
“Yes… Are you mad?”
“No, not at all. Why would I be? In fact, I seem to harbor feelings for your brother as well.”
“Ew.” Sam teased.
“I could say the same, but I see the way he looks at you. I have not seen that look in his eyes for a long time. I believe he cares for you.” Castiel reassured Sam.
“Same.”
“I do not understand.”
“Dean likes you too. I can tell.”
“That’s impossible. How could someone like Dean be attracted to someone like me? And doesn’t he have a girlfriend?” Castiel propped himself on his elbow to look at Sam. Sam mimicked Cas’s position.
“He does have a girlfriend, but he really likes you.”
“But how?”
“You’re funny and nice and you have these awesome eyes. Dean sees all these things. Have you ever looked at Dean’s girlfriend? Her name is Cassie, she has unruly dark hair, blue eyes, and she’s weird. Dean wants you, he just doesn’t realize it.”
“Really?”
“Really.”

1 WEEK LATER
“Hello?”
“Hey, Gabe, it’s Sam.”
“Samsquatch, what can I do ya for?”
“Can I come over?”
“You sound upset… Are you?”
“No, I just need to see you.”
“Okay, do you need me to come pick you up?”
“Yes, please.”
“Okay, I’ll be there in ten.”
“Thanks.”
“No problem.”

Sam’s heart was almost beating out of his chest. Tonight was the night. Sam was finally going to make a move on Gabe.
When Gabriel arrived, he honked his car horn. Sam got in and Gabriel drove off.

“So, what’s so important that I had to interrupt eating pie?” Gabriel smiled.
“I… Can you-Can you pull over?” Sam stuttered nervously.
“Uh… Why?”
“Please,” it came out a little louder than intended.
“Sure,” Gabe pulled the car over and turned it off. “Ok, spill.”
“I need you.” Sam leaned in and kissed Gabriel. To Sam’s surprise, Gabriel kissed back. Sam finally pulled back for air, taking deep breaths.
“Sammy, if you wanted me that much, why didn’t you say anything?”
“I-I was afraid that you wouldn’t like me…” Sum hung his head. “Do you… like me?”
“Sam, I do, but here’s the thing. I’m going to be 18 in a few months and you’re 14. I could go to jail and-”
“But you’re not 18 yet.”
“I just don’t think it is right, and plus, Dean would kill me if he knew I even though of touching you. Why don’t I take you home?” Gabriel said, turning the car back on and turning it around. Sammy had to stop himself from crying.
“Gabe, all I’m hearing is reasons why we shouldn’t. I’m hearing nothing about you not wanting to.”
“I want to. Trust me, I want to, but it’s not right.”
“Tell me how two people wanting to be together isn’t right.”
“I’m really sorry, Sam.” Gabriel pulled the car over in front of the Winchester house. “Here’s your stop.”
“Would you at least come in for a few minutes?” Sam gave those puppy dog eyes that no one can resist.

MEANWHILE
“Dean, I am so glad you invited me to this movie.” Castiel beamed.
“No problem…“ They approached the ticket booth. “Two tickets for Ghost Story Part 1, please.”
“That’ll be twenty.” The girl said.
“Here… Thanks.” They got their tickets and made their way to the theatre. “So, you’ve really never seen a horror movie before?”
“Well, there was this one movie that Gabriel showed me. It was of these two women and they were kissing and then they got naked and-”
“Woah! Gabriel showed you porn?”
“It was quite horrific.” Dean couldn’t help but laugh at that.
“You’re cute.” Dean grabbed Cas’s chin. Castiel started to blush.
“Just so there is no misunderstanding on either side, this is a date, right?” Castiel looked nervous.
“Yes, Cas. This is a date. We had dinner, and now we’re going to see a movie.” Dean released Castiel’s chin in favor of lacing their fingers together as they found a seat in the back.
There weren’t many people there and Dean was thankful for that.

When the movie started, Castiel was actually terrified and nervously took refuge in Dean’s chest.

“Hey,” Dean cupped Castiel’s cheek and pulled his face to look at Dean. “Don’t be scared. I’ll protect you.” Dean leaned very close to Castiel, inhaling the smaller teen’s scent. He smelled of Gabriel’s cologne, but underneath that, Castiel’s own intoxicating scent broke through. It was the best thing Dean had ever smelled in his life.
“Dean,” Castiel whimpered, wanting to be kissed. Dean understood and leaned in. The kiss was soft and gentle. Castiel couldn’t help but let out some unholy noises as Dean licked Cas’s upper lip. Castiel opened his lips and Dean’s tongue entered, exploring all of the heavenly tastes in Castiel’s mouth. Castiel had to restrain himself from getting in Dean’s lap and straddling him. “Dean,” Castiel moaned into Dean’s mouth. Dean’s hands found his way to Castiel’s hair as his tongue made contact with Castiel’s. “Dean, I want to leave.” Castiel’s voice was sort of a low growl and his expression was laced with hunger and lust.
“Okay,” Dean and Castiel stood up and got to the Impala, barely able to keep their hands off of each other.

“So, Sammy, why am I even here?” Gabriel tried to look anywhere but Sam. They were in Sam’s room and Gabriel didn’t know how much self control he had.
“Do you want a drink?” Sam asked.
“Water is fine.”
“I mean a drink-drink.”
“Sam,”
“Do you?”
“Are you trying to get me drunk so that I’ll lose my better judgment?”
“Why would you think that?” Sam blushed.
“Sam, don’t get me wrong. I want you, but-“
“Then what’s the problem, Gabe?”
“It’s not right.”
“Is it because I’m a guy?”
“No, Sam.”
“Then what the hell is it?”
“Look at this from my point of view. You’re almost five years younger than me. It’d be like you dating an eight year old.”
“But it isn’t. I-Gabe… I think… I’m in love with you….” Sam barely said those last words, but it was loud enough for Gabriel to hear.

“God, Cas, you’re so hot.” Dean could’ve come in his pants just from how Castiel looked. They were in the backseat of the Impala and Castiel was under Dean, shirtless. His hair was messed up and he had the most beautiful fuck-face that Dean had ever seen. He bit Castiel’s neck which forced Cas to let out a loud scream of pleasure. Dean’s hand moved to Castiel’s dick and he rubbed it through the fabric. “Dean, I need you… inside me.”
“Okay, Cas.” Dean unbuttoned Castiel’s pants and pulled them down, along with his boxers. He then pulled a condom out of his pants, putting it between his teeth, and losing his clothing as well.
“Do you have-”
“I’ve got everything. You just relax.” Dean fumbled for the lube, which he kept in the pocket on the back of the driver’s seat. He had bought it with Cas in mind and placed it there after fantasizing about de-flowering Cas in the Impala. He put some lube on his fingers and Castiel got in position to make it easier for Dean to access his little pink hole. Dean wet the entrance with the cold liquid, causing Castiel to shiver. “Ready?” Castiel nodded and that was all Dean needed. He pushed one finger in and Cas gasped sharply. Dean began to pump slowly.
“More.” Castiel barked. Dean put another finger in and continued. “More.” Castiel ordered again. Dean put one more in. Castiel now had three fingers in him. “Harder.” Dean obeyed, curling and cupping his fingers as he went. Castiel screamed and arched his back. Dean must’ve hit his sweet spot. “Faster.” Castiel was yelling now. “God, Dean.” Castiel was moaning over and over. Dean was now incredibly hard. He never would’ve imagined that this shy awkward kid would be so demanding in bed.

“Sam, you’re still a kid. You don’t even know what love is.” Gabriel tried to reason.
“Stop calling me a kid! Everyone says I’m a kid. I’m fucking sick of it! I know what I want and what I want is you!” Sam began to sob and Gabriel ran to comfort him, holding him and telling him to calm down.

“Dean… Dick… Inside now!” Castiel moaned. Dean opened the condom packet and rolled it onto his dick.

“Sam, please, stop crying.” Gabriel begged and begged. When the sobs subsided, Sam apologized for losing himself.
“It’s okay, kiddo-Sam.” Gabriel corrected himself.
“I just want you, Gabe.” Sam gave those puppy dog eyes. Gabriel couldn’t resist. He leaned in and kissed Sam.

Dean placed his rock hard cock at the entrance and slowly thrust in.
“Dean,” Castiel moaned. Dean pulled out again and Castiel whimpered. Dean thrust back in as hard as he could and Cas screamed. Dean began thrusting and found a rhythm.

Gabriel kissed Sam softly. He treasured the lips and their owner. Sam parted his lips and Gabe took the opportunity to let his tongue taste Sam’s mouth.
“Gabe,” Sam moaned into Gabriel’s mouth. Sam’s hands found Gabriel’s hips and Gabe’s carded through Sam’s long hair.

“Dean… I’m gonna-” Castiel screamed with pleasure as he came, his hot liquid landing on his stomach and chest. Dean came soon after, pulling out after he did. They were both panting. Dean rested on Castiel’s chest.

Sam’s hands started to move to Gabriel’s crotch and at first he was enjoying it, then he remembered what he was doing and he pushed Sam away.
“Sam, no. We can’t.” Gabriel’s eyes were trying to convey how sorry he was.
“Maybe you should leave, Gabe.” Sam wasn’t mad or harsh. He just sounded defeated.
“Sam, this doesn’t mean we can’t date. I just don’t want to hurt you.” Gabriel kissed Sam’s cheek and left. Sam, feeling utterly drained, went to sleep.