Summary: AU. Jimmy and Dean's relationship breaks down when Jimmy catches his boyfriend with Meg in the school bathroom. Somehow, Dean has to win Jimmy back, but right now, Jimmy can't bear to look him in the face. Please R&R!

Disclaimer: I don't own Supernatural or its characters.

Pairings: Dean/Jimmy, Dean/Meg, Jimmy/Michael.

A/N: Helllooo! This is an AU Dean/Jimmy. It's gonna be pretty sad, I've cried writing the end of the first chapter for God's sake.

I feel evil making Jimmy feel this way, but anyway I hope you enjoy and please don't be shy!

Leave a review!

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Learning From My Mistakes

Chapter One: A Part of Me Dies

If there was ever a couple in the world to admire, it was Jimmy Novak and Dean Winchester. Okay, so maybe they had a damn horrible break-up but they worked it out and tried again, working together to make their relationship what it once was. The break-up was truly monstrous for the two of them, their families and their friends too. They'd never seen the boys in so much pain, and for young men to suffer as they did at the age of merely eighteen was horrible for all who witnessed it, even the people at school who never really spoke to Dean and Jimmy felt bad for the poor guys.

In that school, everyone seemed grown-up enough to understand that two people of the same gender can love each other and it doesn't make a difference, well...obviously apart from the select few. There's always some immature idiots in high school. No high school is complete without them.

Jimmy and Dean were like a match made in Heaven and spent time together since they were babes in arms, their mothers (in Jimmy's case, foster mother) close friends. Then, several years later, Jimmy's father abandoned them, his oldest brother, Gabriel having to look after him at the age of sixteen with his other siblings. Jimmy's mother had died giving birth to him and Castiel, and he still couldn't help but blame himself for it. However, despite Castiel being born last (although that has nothing to do with it), Jimmy never lay any blame on him, only himself. He blamed a lot of things on himself, even the break-up between him and Dean.

Ellen Harvelle was a good friend of Dean's mother Mary, and she took sixteen year old Gabriel, twelve year old Anna, and eight year old twins, Castiel and Jimmy into her home with her daughter Jo and nephew Ash. They'd all grown up together and if Jimmy ever turned to anyone other than Dean in this world it was the woman he considered a mother, the woman who'd helped raise him and comforted him and his twin brother when they'd cried for their father and their mother.

He'd need her more than ever during that break-up and if it weren't for her, he probably would never have gotten through it like he did.

Jimmy hadn't suspected a thing. How could he? He and Dean were in love; you're not supposed to hurt people you love. He never believed Dean would do anything to hurt him, yet, as he found on the following Tuesday, Dean could hurt him. He could hurt him more than anything else ever could.

No, no, Jimmy had no idea that his lover would hurt him in such a way, especially when that weekend, Dean's parents had taken his younger brother, Sam away for the weekend and allowed Dean and Jimmy to have some alone time. They were currently sat on the side of Dean's bed, Jimmy working his body on Dean's length as the older teen held him around the front, arms pulling him close to his body. Dean was such an amazing lover. Jimmy had always thought that and wondered where the hell he got such skill from, although, he and Dean did make love a lot.

Jimmy pressed against Dean, caressing his thigh and holding his right hand as it wound around him, Dean's left caressing his body as they moved together slowly. Jimmy turned his head to kiss Dean, both of them with their eyes closed gently as they met each other's lips, breathing into one another's open mouths.

"Mmm..." Jimmy breathed, shivering a little as Dean pushed further into him, "You're so good, Dean..."

Dean loved Jimmy for that. Little things would escape his lips that would make him feel like the best lover on the planet, and he'd never understood until the day he died why he hurt Jimmy the way he did. He held on that little bit tighter and sighed, kissing Jimmy's lips again before opening his eyes to see Jimmy's striking blue ones gazing into his own.

"Love you..."

"Love you too..."

Dean's hand slid down Jimmy's body and he took him in hand, pressing kisses to his shoulder and neck while Jimmy kept his head against Dean's, meeting his lips in tender kisses before he began to struggle to even close his lips around his boyfriend's. Nothing else mattered at this moment in time, only him and Dean. The whole world could explode around them and they wouldn't give a damn because they had each other, and they loved each other more than anything (or so Jimmy thought).

Dean pressed his forehead to Jimmy's and kissed his lips again, moving his head to whisper to his lover.

"I want to see your face..."

Jimmy smiled weakly and they stopped, Jimmy turning so he was facing Dean and smiling at him softly, Dean grinning back and kissing his lips.

"Good God, you're beautiful..." He whispered, Jimmy biting his lip and blushing, the gesture so freakin' adorable that Dean just wanted to savour being able to see it.

They continued to make love through the night, finally too tired to carry on at around four-thirty in the morning.

If only Jimmy knew what horror was awaiting him at school that following week.

Jimmy looked at his twin across the cafeteria table who simply raised an eyebrow, not understanding what his brother had just told him.

"What?" Castiel asked, Jimmy chuckling in response, "Oh! You and Dean...?"

Jimmy bit his lip and Castiel laughed, shaking his head at his brother.

"You two are gross...you're like animals..."

"You'd better believe it, bitch." Jimmy laughed, winking at Castiel before heading off to the bathroom.

When he walked in though, he heard the sounds of a girl moaning softly, kisses being exchanged. Eww. Okay, that was just gross, but as Jimmy turned the corned he saw Meg Masters pressed to the wall, being held there by none other than Dean. His Dean, his beautiful, loyal, caring Dean. He stopped dead, his heart smashing into millions of tiny pieces as the stinging of tears he hadn't felt for so damn long hit his eyes.

Meg's eyes opened and she saw him, knowing full well it was Jimmy because of the clothing. Castiel wore smarter clothes to school than Jimmy, and whichever Novak twin was before them had an open shirt and t-shirt on with black jeans which were ripped at the knees, dark blue sneakers on his feet. Oh yeah, it was Jimmy, although either way the two of them would've been hip-deep in shit by now.

"Dean..." She said, looking fearfully over Dean's shoulder before he turned and saw Jimmy standing there, one tear falling down his face.

"Jimmy..." Dean breathed, "Jimmy...I..."

The younger teen just turned and left, Dean's heart racing sickeningly fast in his chest as he followed his partner.

"Jimmy, wait!"

Meg suddenly felt so guilty. Why in the name of God did she let Dean put his hands on her? Why didn't she stop him? Oh, that's right because she was a selfish bitch, and now she'd really hurt Jimmy who wasn't a bad guy, he didn't hurt anyone, yet she'd just hurt him by taking away the only other thing he had in his life that was so important to him other than his family and friends. She knew she'd have to go and apologise, not that it would do much good if she did, but maybe she could make things a little better for him. Every little helps, right?

Castiel spotted Jimmy heading across the parking lot which sat behind the cafeteria, climb in his car and drive away, suddenly spotting Dean running out and calling after him. He looked to Jo and Ash, the three of them heading out after Dean.

"Dean, what's wrong?" Castiel asked, seeing Dean turn to him with teary eyes.

"I...Meg...Meg and I..."

Castiel's expression suddenly turned angry and Dean swallowed thickly, Castiel grabbing him by the arm and throwing him into a wall.

"That boy has given everything for you!" Castiel yelled, so angry he wanted to hurt Dean severely enough to put him into an early grave, "And this is what you give to him? You cheat on him with a fucking girl?"

Jimmy had given up a lot for Dean. He'd given up doing certain things he'd liked, given up a few of his friends, even giving up going to events that he'd waited so long to go to all for Dean. He'd given Dean comfort, love and support through all of his problems and Dean had thrown the whole lot back in his face. To say Castiel was pissed was an understatement and Jo never moved a muscle to help Dean. Neither did Ash.

"Cas..." Dean breathed, "Please! I never meant to hurt him, okay?"

"Oh no?" Castiel yelled, punching Dean in the stomach, "That's why you were with Meg is it? You didn't want to hurt him so you got with another person, a girl, when you swore to Jimmy that you were certain of your feelings for him, certain that you weren't straight!"

Oh, great. He felt tears burning up in his eyes now and Dean just looked to the floor, completely ashamed.

"How the fuck could you do this to him?" Castiel asked, a lot quieter now as he cupped his friend's face, trying so hard not to rag out his hair, "Dean, look at me..."

Dean looked up and Castiel felt a tear roll down his face.

"You swore to me, to Jo, to Ash, to Anna and to Gabriel that you'd take care of him. You swore to Mom and Dad that you'd look after him, Dean..." He whispered, "You've not just betrayed him, but you've betrayed all of us, too."

With that he let Dean go and headed back inside, Jo chasing her brother and Ash following, Dean left to cry outside school.

Bill entered Jimmy's room, not liking the way his son was just staring out of the window.

"Jimmy..."

Jimmy just sniffled and blinked, Bill sitting on his bed and pulling him upward.

"C'mere, son..."

Jimmy pressed against his dad. This man was his dad, not the bastard who'd abandoned him and his siblings when he was just eight. They didn't share the blood-bond or the same surname, but good God, did Bill love this boy more than anything. Bill rocked Jimmy slowly in his embrace, as he used to if the poor kid was sick or had a nightmare as a child, and he sighed, rubbing his back soothingly.

"I'm sorry about Dean." He told the boy, Jimmy nodding against his shoulder, "I had no idea he had it in him to..."

"I know." Jimmy replied, sobbing again and burying his face in his dad's neck, "But the cheating's not the worst part, Dad..."

Bill hummed as a sign for Jimmy to continue and the boy sobbed again.

"I still...I still love him..."

-TBC-

*Sniffles* I feel so mean!

Thanks for reading so far!

Hope you enjoyed!

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