Archive of Our Own ^beta

Chapter Text

“This year’s love had better last

Cause who’s to worry if our hearts get torn
When that hurt gets thrown
Don’t ya know this life goes on

Won’t ya kiss me on that midnight street
Sweep me off my feet
Singing ain’t this life so sweet.

This year’s love had better last…”

This Year’s Love – David Gray

Everyone warned him that teaching high school students wouldn’t be a cake walk, if he had he would’ve gone to law school with his younger brother, Sam. Dean had been teaching high school for about eight years and never in his entire career has he had much trouble out of a student as he had with this child.

She was a bright young girl, possibly one of the smartest in her grade when it came to History and Science and Ethics. However, the way that her blue jean skirt was riding up her legs revealing more and more of her fishnet leggings and her worn, dirty black and white converse; no one would ever guess that Claire Novack was a straight A student.
She stayed in and out of the principals’ office for her smart-ass comments and disrupting class.

Claire had entered her fourth offence this month after she was caught sneaking notes to her girlfriend Kaia; her brown eyes expressionless as she stared at the white board in front of her, sitting in the seat next to Claire. She was a bit more conservative in her attire, wearing a black long-sleeved shirt with black skinny jeans, her brown hair sitting above her shoulders in thick waves. Dean looked through his dark framed glasses at the two, sighing as he leaned back in his leather chair.

“I’ve given you multiple opportunities to redeem yourselves,” He started to say as he folded his arms, but more towards Claire, “and each time you have proven me wrong – is there anything you have to say for yourselves?”

Kaia opened and closed her mouth and slumped in the chair, her lips pressing into a thin line.

Claire rolled her eyes, tapping her manicured nails on the desk in an uneven tempo.

“Claire?” Dean asked.

“No, I don’t have anything to say, Hasselhof, it’s not like you would believe me anyway.” Claire snapped.

Dean sighed, not quite stunned with the insult as he had heard it all (from her at least).

“Claire I’m trying here, it’s not like you leave me any choice. This is the fourth time I’ve caught you both cheating in my classroom. Why take the risk to be expelled?” Dean said as he leaned forward.

Kaia’s face turned white as the board behind Dean’s head. Just when she was about to protest, Claire spoke up, very loudly.

“I am not a cheater! I am the smartest person in this school!” She snapped.

“Okay, then explain this.” Dean stood up, grabbing the two papers on his desk and passing them out to the girls, “front to back the answers are the same.”

Claire and Kaia smiled sheepishly, and Kaia shouted, “I copied off Claire… she didn’t know…”

“Kaia!” Claire hissed.

And then they started bickering in unison trying to lie and say who did what. If it was a thing Claire wouldn’t do is let someone take the fall for her. Truthfully, Claire gave Kaia the answers. Dean is staring at the two confusedly, he removed his glasses and pinched the bridge of his nose before putting them back on. Patience is a damn virtue, and he just lost his.

“Okay that’s enough, both of you!” Dean shouted causing both girls to shut their mouths and slouch at their desks.

“Claire. I have already called your father to meet with us today after school. Kaia… this is your final and only warning. If I catch you cheating in my class again, I will have you expelled do you understand me.” Dean said sternly and she nodded quickly as unshed tears welled up in her brown eyes.

“Go to class, I already informed your teacher you will be late.” Dean said as he scribbled a note on a bright blue post it, handing it to her. Kaia nodded, she grabbed the post it note and her belongings, turning to look back at Claire helplessly.

“It’s okay, he’s not going to do anything to me. He doesn’t have the balls. I’ll call you later.” Claire said as if Dean wasn’t standing in the room with her.

When Kaia left it was just the two of them, Dean glared at Claire through his glasses and sighed heavily.

“What?” Claire snapped.

“You’re such a bright young girl and you’re extremely infuriating. I don’t know what else to do with you, I just hope your father is more understanding about your situation than you come off to be.” Dean said.

“If you think I’m infuriating… just wait until you meet my father.” Claire said tauntingly, “can I leave now?”

Dean arched his eyebrow. Deciding he had had enough of her, Dean scribbled a note for her and handed it to her, watching as Claire snatched it out of his hand and gathered her things, storming out of the classroom. Dean removed his glasses, placing them on his desk and brought his hands up to his face, breathing deeply into them and letting out a loud, exasperated growl. A gentle knock on the door frame caused him to look towards the door. Jo Harvelle, one of the teachers there – and his best friend – stood leaning against the doorframe.

“Hey.” He spoke.

“Claire again?” Jo asked and laughed when he clenched his fist in his hand and mumbled something along the lines of how one person can get under his skin the way she could.

“That girl will be the death of me I swear.” Dean said as he got up.

“Come on, let’s go get some lunch.” Jo said as she walked out, Dean following behind her.

~oOo~

“So, what’s going on with Claire now? It seems like you’re the only one who has issues with her.” Jo said as she unpacked her lunch and began digging in.

“I caught her and Kaia cheating… again.” Dean said, unwrapping his bacon cheeseburger from the foil wrapper.

“Not Kaia… she’s such a good kid.” Jo said, forking her pasta salad and taking a bite.

“Unfortunately. You know they’re dating.” Dean said as he took a large bite, moaning with approval.

“Yeah, I know that. It’s hard to believe considering. What are you going to do?” Jo asked.

“I gave Kaia a warning… no need to expel her now when I know she can learn from this. Claire, however, I have a meeting set up with her father today at five. Maybe if he knows
what’s going on with her, it can knock some sense into the girl… she did say something odd before she left.” Dean said as he took a sip of his soda to help wash down some of the burger.

“What do you mean?” Jo said as she took a sip of her water.

“She said and I quote ‘if you think I’m infuriating, just wait until you meet my father’.” Dean said and Jo started laughing.

“What’s so funny?” Dean asked.

“Trust me when I say this, Claire’s father is far from infuriating.” Jo said.

“You’ve met him before?” Dean curiously asked as he took another bite of his burger.

“Yeah once. He’s cute, and single.” Jo said, wiggling her eyebrows suggestively. Dean scoffed.

“We’ll see.” He spoke.

“Hey Mr. Winchester!”

Dean and Jo looked up to see a group of girls walking by their table and he smiled, waving softly and they all giggled obnoxiously, saying something along the lines of “he’s so cute” and “I heard he and Ms. Harvelle are still dating”. Dean rolled his eyes. He looked back at Jo, who was picking at her pasta salad with her fork, her cheeks turning red.

“Something wrong?” he asked as he finished his burger.

“It’s nothing…” Jo said sadly. Dean frowned and reached over, giving her hand a gentle squeeze.

“Tell me.” He insisted and Jo sighed heavily.

“It’s just hard hearing everyone think we’re dating when we both know the truth.” Jo said, shrugging her shoulders.

Dean frowned, rubbing the back of her hand. Long story short, they dated years ago for about two years, and Dean ended it abruptly when he thought it was becoming too serious as he didn’t want to hurt her any more than he felt he already had. Dean was finally honest with her and told her he was gay, and he couldn’t date her anymore. Things got nasty after their breakup; she refused to speak to him for months, and working together was hard enough as she still loved him dearly. Despite their breakup, she never told anybody his secret as he is not openly gay. It took her a year and half to come to terms with his sexuality, and it only made their friendship stronger.
She would be lying to herself if she said it still doesn’t hurt though.

“Jo… you know I will always love you.” Dean said softly.

“I know Dean.” Jo said as she took his hand in hers and gave it a reassuring squeeze back.

He smiled sadly at her.

“Okay, that’s enough of that.” Jo said, laughing sheepishly. They both sat in silence for the remainder of the lunch period until they went their separate ways.

Dean entered the dark room, he started to prepare the classroom for the test that the last period will take, placing the test face down on each desk. When the kids started to enter the classroom, he shut the door and instructed them that they had one hour to take their test. Dean sat behind his desk and took out a crossword puzzle from inside the drawer and decided to finish the one he was working on in the meantime—

“Mr. Winchester.”

His jade green eyes looked up to find Ruby standing before him.

“What is it, Ruby?” He asked.

“I just have a question about the test. Number one to be exact, I don’t understand it.” She said, pushing her long blonde hair over her shoulder. Dean inwardly sighed and resisted the urge to roll his eyes.

“Come here.” He said as he placed his pen in the binding of the book, setting it on the desk. Ruby smirked, walking around to his desk and she placed her test on his desk, leaning close to him. Dean ignored the way she pressed her chest together, her ample cleavage popping out through the top of her low-cut black laced shirt. She did this all the time! The smell of vanilla and honey lingered in her long hair, and he nearly gagged as he hated that combination.

“Now, what don’t you understand about question one?” He whispered, scooting away from her slightly.

“It just seems like… both A and B could be the answer.” Ruby said.

“Okay…?” Dean said.

“I just don’t want to get the answer wrong.” She said, looking down at him and frowning when she noticed he was looking at her face and not her chest.

“Ruby, just read the question carefully. Trust me, you’re on the right track.” Dean said and she sighed, pouting as he sent her back to her seat. Dean watched as she smirked at her friends, and they laughed with her. Dean looked at the clock in the corner of the computer monitor. It was 12:35. Just two more hours and he can finally go home.

One by one the students were bringing their tests and Dean thanked them silently. He didn’t take this time to grade them as he liked to do that when the school was empty and quiet, it helps him concentrate after all. When Ruby brought her test up, she placed it in his waiting hand and smiled at him warmly.

“Don’t fail me, okay?” She said.

Dean chuckled and took the paper from her.

“If I could give you a failing grade and get you out of my classroom I would’ve done it a long ass time ago.” He thought as he placed the test face down with the rest of the others.

~oOo~

Castiel Novak glared at the email he had received from his daughter’s teacher, Dean Winchester and hour ago.
.

.

.

Dear Mr. Novak,

I hope this message finds you well. This is Dean Winchester, Claire's teacher. I wanted to discuss an incident that occurred in my classroom today involving Claire. If you are available, I would like to set up a meeting with you and Claire to discuss this matter in more detail. My room is on the second floor, number 215.

Would 5:00 PM today work for you? Please let me know if this time is convenient or suggest an alternative that suits your schedule.

Thank you for your attention to this matter. I look forward to your response.

Best regards,

Mr. Winchester
.

.

.

Castiel sighed heavily.

Claire is in trouble… again?!

He had quickly responded to the email with a “yes, five o’clock is perfect, I’ll see you then”.

Unfortunately, that meant he had to leave work early, which is something he hated doing, especially when it involved Claire. This is the fourth parent teacher meeting that he had to attend in the entire month and to be frank, he was over it.

Castiel clocked out at four fifteen. He climbed into his old pick-up truck and headed to Claire’s school. The drive was about thirty minutes away as he worked downtown. When he pulled into the parking lot, he saw Claire sitting on the steps, her face buried in her phone, which he planned to confiscate for her behavior. Castiel parked in the parking space marked “visitors” and killed the engine.

As he climbed out, Claire looked up from her phone and smiled nervously at him.

“Hey Daddy—

“Phone. Now.” Castiel held his hand out and Claire reluctantly placed her phone in it, not wanting to fight him; Castiel shoved her phone in his pocket, and she got up, following him inside.

“Claire Novak, what am I going to do with you. Why can’t you stay out of trouble.” Castiel hissed as he walked up the stairs of her school. She didn’t say anything back, just followed behind him slowly.

“You’re grounded—

“But you don’t know what happened!” Claire protested.

“I don’t have to know what happened to ground you!” Castiel snapped and Claire’s demeanor dropped.

He was really pissed!

Castiel walked down the hall, his blue eyes scanning the numbers on the doors, looking for the one marked 215, which was at the end of the hall. The door was already opened and Castiel peaked his head in to see Dean was sitting behind his desk, glasses on, looking like a gorgeous snack. He stepped back and looked at Claire who in turn looked up at him curiously.

“That’s your teacher?” He whispered.

Claire looked inside, glancing at Dean.

“Yeah, so?” Claire mumbled.

Castiel sighed shakily and fixed his clothes, making sure he looked presentable and not like he just got off a shift from working at a gas station (even if that’s exactly what happened).

“Oh god… not you too.” Claire groaned and he shushed her, knocking on the door frame and Dean looked up from grading papers and motioned for them to enter.

“Come on in, Mr. Novack. I’m Mr. Winchester.” Dean held his hand out and Castiel took it, giving it a gentle squeeze.

“Please… call me Castiel.” The blue-eyed man said softly. He could swear his heart skipped a beat as Dean walked closer to him. His ocean-colored eyes scanned over the man wearing a black band t-shirt under a black and white plaid button up (the buttons were undone), down to his dark, torn jeans.

“Is this man even real? How have I never seen him before?” Castiel thought.

Dean grinned, showing his perfect teeth. They shook hands for what seemed like forever as Dean took a closer look at the man, eyeing his shaggy brown hair that stuck in every direction as if it were done on purpose, not caring that he wore a cheap gas station uniform.

“Jo was right, he is very cute.” He thought to himself and instructed them to sit down.

“S-so… tell me why I’m here.” Castiel said as he sat at the top of the desk, Claire sitting in one next to him.

“Well. I just want to start with… Claire is a very smart girl, she’s one of my top students, one of the best here at Sioux Falls High School but… I feel like… over the last few months she’s been getting more and more in trouble. She used to be so focused and responsible, but recently, she’s been making choices that are out of character. Whether it's skipping classes, engaging in disruptive behavior, or even her attitude towards authority, it seems like something's going on beneath the surface. I’m worried about her because I know what she’s capable of, and I want to help her get back on track… today I caught her cheating on her exam; she was giving the answers to another one of her classmates.” Dean explained as he leaned against his desk, leg crossed over the other and his hands clutching the front edge of the desk.

Castiel watched Dean’s lips move, but tuned out everything he said as he was distracted, thinking about what else those lips could do… his mind drifted and he imagined getting thrown on top of the desk, and Dean kissing him deeply, Castiel’s legs wrapping around his waist and feeling his hard dick pressing against his inner thigh—

“Castiel, you still with me?” Dean asked, and Castiel cleared his throat, cheeks burning bright red against his tanned cheeks.

“Yes, I’m sorry… umm… I don’t know what else to say but whatever you decide is best, I’ll agree to it.” Castiel said quickly.

“Well… I was talking with the principal about it, and I wanted to have her expelled, and he agreed.” Dean started to say, this caused Claire to sit upright and shriek.

“What? That’s totally unfair!” Claire shouted, “you’re such a dick, Mr. Winchester!”

Castiel and Dean snapped their heads towards her.

“Claire Novack!” Castiel hissed.

“But it isn’t fair! Daddy do something!” Claire plead.

Castiel looked over at Dean. “Is there anything that doesn’t involve taking her out of school? Maybe a short suspension?”

Dean frowned and Castiel almost lost control watching him push his glasses up the bridge of his nose.

“Suspension was a last resort. I feel like she wouldn’t learn from it as we have put her in ISS on multiple occasions.” Dean said.

“ISS?” Castiel asked.

“In school suspension.” Dean explained.

“Regardless… I think a suspension will do her some good.” Castiel said, looking at Dean pleadingly.

“I can’t really afford to have her be expelled right now.” He added.

Dean shrugged his shoulders.

“One week. Her suspension starts tomorrow.” He moved away from the desk and reached inside one of the drawers and pulled out a thick folder full of blank papers.

“She will need to have this completed before she returns next week.” Dean handed it to Claire and snatched it away before she could take it.

“This is your last warning… next offence I’m expelling you, with or without your father’s permission or the school for the matter, do you understand me.” Dean said and she nodded quickly. Claire snatched the folder and got up, storming out of the room.

“Daddy, are you coming or not?” She shouted.

“I’ll meet you down at the car, I have a few questions to ask Mr. Winchester.” Castiel said and Claire rolled her eyes so hard he thought they would fall out of the sockets. Castiel looked over at Dean who was giving him a curious look.

“How do you feel about… coffee?” Castiel asked.

Dean smirked, crossing his arms across his broad chest.

“I like coffee.” He answered.

“Would it be too forward to ask you out? Grab a coffee somewhere?” Castiel’s cheeks were burning red again and his heart fluttered watching Dean lick his lips that curled into an impish grin.

“I’ve made it a general rule to not fraternize with my student’s parents.” Dean answered.

“Oh… right, silly me. It was nice to meet you—

“Hold on,” Dean stopped Castiel from rambling on, “but I’ll make an exception for you. When are you free?” He asked and Castiel grinned graciously, letting out a breath he didn’t know he was holding.

“I’m free tomorrow.” Castiel answered.

“Good. I have your email so… I’ll email you tomorrow with a time.” Dean said.

Castiel nodded and walked out of the classroom with Dean following close behind. Castiel excused himself when he nearly bumped into a blond woman.

“I’m so sorry!” He said.

“No, you’re good. Excuse me.” Dean realized it was Jo who was now standing in the doorframe. He and Jo watched Castiel disappear down the hallway down the stairs.

“He asked you out didn’t he.” she asked, crossing her arms and nudging Dean playfully.

“Yeah, he did.” Dean answered.

“And?”

“I said yes.”

Jo squealed excitedly.

Chapter Text

“This year’s love had better last

Cause who’s to worry if our hearts get torn
When that hurt gets thrown
Don’t ya know this life goes on

Won’t ya kiss me on that midnight street
Sweep me off my feet
Singing ain’t this life so sweet.

This year’s love had better last…”

This Year’s Love – David Gray

It was around 6:30 when Dean finally got home. Reminiscing the meeting he had with Castiel and his hellion of a child, he couldn’t help but feel excited to see him again tomorrow. Dean placed his belongings on the kitchen island and opened the fridge, grabbing the one beer left; he made a mental note to pick some up this weekend.

Dean plopped himself down in front of his TV, deciding he was going to watch an episode of Dr. Sexy (a somewhat of a guilty pleasure) before he finished grading papers for the evening. He twisted the cap off the beer bottle and took a big gulp, sighing as the hoppy flavor slipped down his throat into the pit of his stomach.

“Fuck that’s good.” He mumbled.

Dr. Sexy was on the tv, but his mind is preoccupied with the man he met an hour ago. He couldn’t get him out of his head. He was fucking gorgeous. Dean took another sip of his drink and reached into his pocket to pull his phone out. He decided to do some digging and found himself searching Castiel Novack on Facebook.

When the one profile popped up, he clicked on it and did some “research”.

The basics popped up, Castiel’s music interest, his birthday, his political views, etc. and then down to his relationship status which read “it’s complicated” in bold letters. Dean’s eyes narrowed and his chest suddenly started to ache.

He went back to his photos and realized that it was public enough to show a few, but private enough to only allow Dean access to only ten of them. He skimmed through them; some were of himself, a couple of him and Claire when she was a baby and another of him and a woman who he assumed was his wife… or is?

The photo caption had been dated back three years ago and he suddenly felt a wash of relief drop from his shoulders.

Dean was about to back out until his stupid thumb swiped over “add friend”.

“Shit!” Dean quickly deleted the request and tossed his phone across the couch. Fuck! Fuck! Fuck!

Now Castiel is going to think he’s a fucking creepy stalker weirdo. He chugged the rest of the beer, his eyes moving from the tv screen to his phone and just as he thought, the screen lit up with the notification banner dropping. Dean groaned and reached over, hoping that it was just a junk email… but of course it wasn’t. It was a message request from Castiel Novack. He stared at the screen blankly, sighing shakily, he finally opened it.

Castiel Novak: Mr. Winchester… did you mean to do that?

Dean gulped. He should ignore it… right?

Dean Winchester: You can call me Dean… and sorry no, I didn’t mean to do that.

Castiel Novak: So you were creeping? Got it.

Dean Winchester: My apologies.

Dean didn’t confirm nor deny Castiel’s accusation.

Castiel Novak: Don’t worry about it Dean… have a good night.

Dean Winchester: Wait.

Castiel Novak: ?

Dean Winchester: Tomorrow at 4:00… meet at the diner in town?

Castiel Novak: It’s a date. See you tomorrow.

Dean sighed happily and tossed his phone in his lap.

Bzz.

He looked down at his phone and noticed that Castiel had sent him a friend request on Facebook, Dean arched his eyebrow in confusion and unlocked his phone and waited for a second before he accepted the request.

Castiel Novak: Don’t worry Dean… I was creeping too *wink

Dean’s eyes widened and he blushed. He couldn’t help his lips curling into a shy grin and he locked his phone; Dr. Sexy was long forgotten.

~oOo~

It was close to midnight by the time Dean went to bed. He had graded about 70 papers and to say he was exhausted was an understatement. He showered and climbed into his king-sized bed under the satin blood red sheets. Dean sighed tiredly as the satin rubbed against his naked body. He lay on his back against the king-sized pillow, Dean decided he was going to check on Castiel’s page more.

He felt like a teenager, creeping on his crush.

Dean scrolled down, ignoring the random posts until he stopped on one in particular that had a picture attached to it, the same one in his profile of him and a woman.

Happy Birthday Amelia Novak… may you rest peacefully in Heaven. Claire and I miss you both so much. It’s been four years since you have been gone, and there hasn’t been a day since I have thought about you.

Dean frowned, a pang of guilt hitting his chest.

Castiel lost his wife four years ago… now he felt like a complete jackass… but… why? Castiel is the one who asked him out… what if he’s just trying to fill a void? What if he’s just lonely and looking for a random hookup? The questions were swarming his mind, and he decided to distract his mind with… something else…

Dean went to Castiel’s photos and noticed the multiple albums of photos dated all the way back to ten years ago. He clicked on his profile pictures and skimmed through them—

“Wait a minute.”

Dean scrolled back up and clicked on one that showed Castiel half naked, sunglasses and dark blue board shorts. He eyed the tattoo just below his rib cage on his left side (written in a strange language and font) and his green eyes moved to his slightly chiseled body, his strong arms and wrists and down to the front of his shorts where he noticed the small happy trail of hair that disappeared under the waistband of the swim shorts. Dean could feel his dick twitch under the sheets, and he sucked on his bottom lip.

So that’s what you look like under your clothes… He thought as his eyes moved down to the front of Castiel’s shorts. Unless his eyes were playing tricks on him, he could see the faint outline of Castiel’s cock, and he couldn’t help but swallow hard, his throat suddenly becoming dry.

“Dammit.” Dean cursed under his breath as he felt his dick growing harder, rubbing against the satiny sheets.

He quickly reached his nightstand and plugged his phone up, placing the device on the counter and he positioned the pillow down, so he was lying flat on his back, arm resting behind his head. Dean stared blankly at the ceiling in the dark, every time he closed his eyes, the picture of Castiel half naked flashed behind his lids.

He tries to think of anything to get rid of his throbbing erection, but to no avail. To think a half-naked photo of Castiel is what gets him riled up like this, he wondered what would happen seeing him completely naked.

Dean reached under the sheets and a low moan escapes his perfect lips as he gripped his cock at the base, giving it a long slow stroke, his wrist twisting at the leaking head.

He let his imagination run wild, picturing Castiel at his knees looking up at him with those tantalizing blue eyes through thick lashes, mouth open while Dean fucked his throat with his fat cock, or Castiel bent over his desk at school while he fucked him into it from behind. Dean bit his lip, groaning deep in his throat as he continued to stroke his cock, the satiny sheets rubbing against his hard, hot flesh felt so good, cool to the touch like icy hot on his skin.

“Fuck.” He moaned breathily, his hand moved from behind his head down to his side where he gripped the sheets in his free hand, tossing them over his body so he didn’t get them messy; he came long and hard, the base of his penis contracting as his cum shot out in thick creamy ribbons over his stomach.

Dean sighed shakily as his orgasm slowly subsided, he reached over to his nightstand and cleaned himself off with a piece of tissue paper, tossing it in the trash can next to his bed. He flipped the switch and closed his eyes, finally letting sleep take over his tired body.

~oOo~

Across town, Claire was having breakfast with Castiel early in the morning, well he was eating, she was glaring at him.

“You know your eyes… I can feel them burning a hole through this paper.” Castiel said as he folded the newspaper in his hand and placed it on the table, “got something on your mind, Claire?”

“Uh yeah. I do. I’m suspended for a week and grounded, you took my phone, you sided with my dick teacher oh and… you’re going out with my dick teacher!” Claire said angrily. Castiel arched his eyebrow at her.

“What’s wrong with Dean?” he asked curiously.

“Ugh! First name basis dad? He’s a total… dick.” Claire huffed, her cheeks puffing with anger, lips tight.

“He’s a dick to you because he doesn’t take any of your crap. Now finish your breakfast so you can start on your homework.” Castiel instructed, ignoring the string of profanities that left his daughter’s lips as she shoveled the last bit of cereal into her mouth.

Castiel was in the kitchen doing the remainder of the dishes and his head snapped around when he heard the notification of his phone go off. He wiped his hands on the dark blue microfiber towel that hung off the mini towel wrack, shut the faucet off and walked over to the table where his phone sat.

It was a message from Dean, and he couldn’t help the smile that played at his lips.

Dean Winchester: So uhh… you were creeping last night?

Castiel Novak: Maybe a little. Your pics are really hot.

Dean Winchester: You flatter me, Castiel.

Castiel grinned and was about to type his response but received another from Dean.

Dean Winchester: The tattoo you have his hot… couldn’t stop thinking about it last night.

And his cheeks turned bright red when Dean sent another message with a winking emoji. Is he implying what he thinks he’s implying? Castiel could feel his cock twitch in his pants as the images of Dean jerking off clouded his mind. Were they moving too fast? It’s just harmless flirting… right?

Castiel Novak: That’s an old photo… I’ve got better ones.

Dean Winchester: I’m sure you do.

Castiel Novak: Shouldn’t you be preoccupied with your students?

Castiel placed his phone down for a second so he could finish the dishes, before the conversation could turn into something other than… innocent. A few minutes later when he came back to it, he noticed that Dean had sent him a photo of an empty classroom with a caption that read, “free period this morning”. Castiel smiled when Dean sent him another photo of himself. He looked so fucking cute with his glasses on; his attire today was a bit more “professional” compared to yesterday, a black button up with dark blue jeans.

Castiel Novak: You look good today.

Dean Winchester: Just good?

Castiel smirked. Is Dean fishing for compliments? It’s not like he really needed it. There’s no way in Hell Dean didn’t know attractive he really is. Castiel was a flirt at heart, and he sent him a seemingly innocent response.

Castiel Novak: Sexy…very sexy *wink

~oOo~

Dean.

Dean!

Dean Winchester!

“What?” He snapped his head to the door frame, tearing his eyes from the screen of his phone as he stopped typing, placing it face down on the desk; he noticed Jo standing there with a stack of papers in hand.

“Oh, sorry, what’s up.” He asked.

“I got that assignment printed for you.” Jo said as she made her way into the classroom.

“Thanks.” Dean mumbled as he took the papers from her hand. She took a seat at his desk, and he looked up at her through his glasses, blinking curiously.

“Anything else?” He asked.

“Nope. You ready for your date tonight?” Jo questioned.

“Yeah, I think so.” Dean answered as he took his phone back into his hand noticing the message Castiel had sent him, his lips curling into a playful grin. Jo arched her eyebrow and excused herself when Dean continued to type away at his phone. He was messaging him back and forth for a while until his first class.

When the students were piling in slowly, they waited patiently for him to start his lesson, but when Dean didn’t move from behind the desk, face buried in his phone, one of the students obnoxiously cleared their throat and he suddenly snapped back to reality.

“Sorry what?” He asked and everyone giggled.

“Who are you texting, your girlfrieeeend.” One of the girls teased and Dean laughed sarcastically.

 “Alright that’s enough, quiet down.” Dean said and he stood up from behind the desk to stand in front, his hands holding the stack of papers that Jo had printed off for him.

“We’re starting a new lesson today; I want you to read chapters 5-7 and fill out the study guide. I’ll call you up one by one to discuss your grade from your test yesterday.” Dean finished handing out the assignments and walked back to his desk. When he pulled the tests out, he frowned noticing that Ruby’s was the first to call on. He scrambled the papers and called up Jack Kline, who made a perfect grade.

“Good job, Jack.” Dean said, and Jack smiled graciously in return.

“Kaia.”

Dean watched Claire’s girlfriend come up from the back of the classroom, sauntering her way up to the front and she looked at the test paper, her big brown eyes widened when she noticed the big red zero on the top left of the paper.

“I—I… please let me retake it.” Kaia said.

“I’m sorry Kaia. I cut you some slack yesterday. I won’t let you retake the test but… I’ll mark your study guide as 25% of your grade to make up for it thought.” Dean said and his heart ached watching Kaia sigh shakily and she stormed off back to her desk. She was one of his favorite students aside from Jack Kline, and he hated to see her get so caught up with a delinquent like Claire Novak and make such poor decisions.

Dean called all the students up and finally got to Ruby. She made a 98, missing question one. When she looked over the test she scoffed.

“I thought you said I was on the right track!” She hissed.

“You were, you got it wrong though. You picked A and B. The answer was C.” Dean said, and Ruby pinned her eyebrows together.

“How is that on the right track?” Ruby stood upright, placing her hands on her hips.

“Ruby, take the grade. You passed.” Dean said and she rolled her eyes, smiling and placed her hand on his shoulder.

“Thanks.”

Dean watched her walk back to her seat and mumbled something incoherent under his breath. The next test was Claire’s and as suspected she got a perfect grade, but he quickly marked it out and replaced it with a zero. The remainder of the class was quiet until the bell rang, everyone gathered their belongings and exit the room. Dean stayed at his desk, nodding as they walked out. He grabbed his phone realizing he had received a few messages from Castiel. It was cute and funny.

Castiel Novak: Call me crazy but I can’t wait to see you… plus Claire is driving me insane… sure you won’t reconsider her suspension and take her back tomorrow?

Dean chuckled at the message.

Dean Winchester: Trust me I wish I could… and not crazy… I can’t wait to see you too

When Castiel sent him a red heart emoji back, Dean closed the app and decided to meet Jo at her classroom, which was at the end of the hall. When he noticed the kids were piling out, he waited to the side. Dean poked his head through the door and grinned when Jo made eye contact with him.

“Ready to eat?” He asked.

“You have no idea.” Jo said as she walked past him. Dean wrapped his arm around her shoulders, and they headed to their spot, a picnic table at the front of the school, where Dean’s favorite food truck was. When they got outside, Jo took a seat at the table and waited patiently for Dean to join her. When he walked over to the table, he sat down and unwrapped his sandwich, an Italian sub with everything – jalapenos, banana peppers, olives, bacon, etc. Jo had started to eat her homemade lunch and watched as Dean gobbled down the thing, he calls a “sandwich”.

Dean looked up at her, cheeks full of food.

“What?” He asked, mouth full.

“How can you eat that garbage?” Jo asked, grimacing.

“It’s delicious.” Dean protested as he took another bite of his Italian sub. Jo rolled her eyes and grabbed a paper napkin from her lunchbox and wiped the sauce off his face.

“You’re so messy.” She said and he muttered a thank you before he took a sip of his water that he had gotten off the truck.

“So, I heard that Claire got suspended.” Jo said as she picked at her food.

“Yeah. One week. I should’ve pushed to expel her with no last resort… but Castiel basically begged me not to expel her.” Dean said as he screwed the cap of his water bottle on.

Jo mouthed an “oh” and smiled a little.

“What?” Dean asked.

“Nothing… you just tend to give in to pretty faces.” Jo teased him and he clicked his tongue in response.

“Psh. The hell I do.” He responded.

~oOo~

Castiel scrambled to get his things together for his date this evening. It was three-thirty and just when he was getting ready to walk out the door, something else stopped him. He looked at himself in the mirror for the umpteenth time, fixing his disheveled hair and making sure his dark blue button up was wrinkle free as well as his dark jeans; he decided casual as the diner wasn’t fancy enough for slacks.

“Claire I’m leaving, no visitors!” Castiel called out and she emerged from her bedroom. She still wasn’t too excited at the fact that her father was going to be going on a date with her teacher, but the way he had been smiling all day and how happy he looked made her push her opinion aside.

“Do I look okay?” Castiel asked her.

“Yeah, you look great.” She smiled at him and Castiel thanked her by giving her a kiss on her forehead before walking out the door, keys in hand, to which she locked behind him. Castiel walked down the steps of his small bungalow styled house and to the street where his truck was parked, and he climbed in. Turning the ignition on, Castiel quickly made his way downtown. The diner wasn’t far, about a twenty-minute drive, thankfully there was only one good one in town, he knew exactly where he was going. He pulled into the old parking lot and shifted the gear to park as he came to a complete stop. Castiel could see Dean in the front of the restaurant waiting patiently for him in a booth.

He smiled as he stepped out, locked his vehicle and walked inside. The bells above the door jingled and Castiel turned to face Dean, who looked up from his phone, grinning cheekily as he got up to greet him.

“Hey.” Dean said softly.

“Hello Dean.” Castiel responded, eyeing the man in front of him. He wasn’t in his attire that he wore to school, remembering the picture Dean had sent him, instead he was in a black T-shirt with a leather jacket over, and light-colored jeans that were torn.

They both took a seat and a woman in a cute diner apron came up taking their order, to which they both ordered coffee: Dean – black, and Castiel’s with a splash of cream and sugar.

“So…” Dean starts.

“Soooo.” Castiel responds.

“Tell me about yourself.” Dean asks politely.

And Castiel grins as the leans forward.