Teacher!Dean Winchester: Crayons
Pairing: Teacher!Brother!Dean x Sister!Reader
Pov: Deans
Warnings: Cute Dean, fluff, lots of laughs, Dean making kids giggle, Dean being great with kids, Talk of Deans baby Y/n
Summary- Dean and his sister (Y/n) doing cute little projects with his pre-school/ kindergarten class.
Word Count: 3k
Main Masterlist:
Taglist: @akshi8278 @deanswaywardgirl
I’ve been working for the cute little mam and pop, day-care. This year will mark the second year I’ve been here.
I grow-up with loving parents, and a baby sister. When Y/n was born I felt the natural pull to protect her, and make she was safe at all times. My parents, let me take that brotherly role in her life. My baby sister Y/n was only a year younger than me, so we pretty much did everything together.
When we were in elementary school, I’d walk Y/n to her kindergarten class, and then I’d walk to my first-grade classroom. I honestly can’t believe I still remember that memory.
I walked up the hall and to my classroom door. I had only had these kiddos for about three weeks now, but there were making great progress. And since today was Friday I thought it be cool if I dressed up a little and we had an arts and crafts day.
I looked down at my watch, the digital numbers popping up it read “8:30″. ‘Great I had enough time to pull out all the supplies, and have a few more cups of coffee to keep up with the little munchkins.’
I set my half empty coffee cup on my desk in the front of the classroom, and open the shades letting the morning sun fall into the class room. I pulled out my phone, scrolling through the abundance of playlists on my Spotify account.
This was the only time, when the kids weren’t in my room was, I allowed to listen to my type of music. “Heck yeah, let’s rock baby.” I said as I clicked the most recent playlist.
I set my phone down on my desk and walked around the room. I had a fairly small class this year. I had 2 baby girls that were only about ten months old, but the rest of my class was 2 years, which had the attention span of a Nat, and had the most energy I had ever seen.
Ya, see I love working with this age group. The babies which have to come to day care are the most adorable little girls I had ever seen. Little toes and babbles coming from them as I would change them into their afternoon outfit, or we sit down and eat.
My other kiddos were just having equally adorable. They’d raise their hands for everything, they also asked the oddest of question, but I think what I love most about being with these kiddos every day is that they make me so much happier.
I generally wake up in an over-all happy mood, but the minute my kiddos step into my room. I can feel the joy raise through me, starting at my toes and ending at head. And just like any day, I’m always the first to make it to the daycare. The second person to make their way into the building was my co-teacher. My co-teacher just so happens to be Y/n. She had a thing for being late, but I didn’t mind.
Y/n walked into the classroom, setting her belongings on the rounded desk in the back of the classroom. When Y/n had told me, she had interned to be a part of the daycare I couldn’t help but feel so excited.
Y/n and I’s relationship was prefect damn near unbreakable. Something about having her by my side thirty years later had a great feeling. “Hey big bro!” She said as she looked up after setting her things down on her desk.
“Hey sis, you get enough sleep last night?” I asked knowing she probably didn’t, not with the way those two-year-old ran her ragged yesterday. Y/n and I had a system to how we took care of our class. I’d take Monday with the two-year-old, and then Tuesday I spent with the baby girls, Wednesday I was with the big kids again and then Thursday I was with the babies yet again Friday I’d take the big kids.
Then the cycle would change and Y/n would start with having the big kids Monday. I went over to the paper section, pulling out craft paper, crayons and markers for the kids to play with. “Today if you can’t tell by my amazing outfit, it’s craft day.” I said walking past Y/n desk in the back, as I kicked out the raveling carpet.
I set the paper down at my desk. The day care didn’t open until nine fifteen. “Sis, what may it be?” I said fancying my best London accent, doing things like this made me even happier, it got me in a mood to see my kiddos in the morning.
“Tee time may be nine ten brother.” Y/n said trying her fancy on the old London accent. I got up, quickly turning my playlist off and standing neither my door, other teachers were starting to the same. I waited, and the first child I saw was one of baby girls. Her name was Amber. Her mother said hello handed me her Amber’s bags and then said a short and quick bye-bye to her daughter. “Y/n, Come get amber and bring her to the back room.” I said Y/n came running taking Amber to the back room.
The back room was meant for any kiddos under the age of one year old. It was a quiet space for them, a space dedicated to just them. When I handed Amber off, I heard coo at the Y/n, “Awe, good morning sweetheart.” I heard Y/n say has she walked father away from me and closer to the back room.
The next kiddo was the other sweet baby girl. “Hey, Dean. I like the outfit today.” Said Poppies mother, and she handed me a sleeping poppy, and of course her bag for today. “And look you two match, how adorable.” Poppies mother said before kissing her baby's temple and then walking out the front door. The sun was starting to peak further above the horizon.
I figured since Y/n wasn’t back yet that she was probably putting amber things in the respectful place. I set Poppy down slowly and softly. “Well, the two baby girls are here, you need anything with these two and I’m right outside okay, sis.” I said as I saw Y/n come back from the little kitchenette we had in the back room.
AS Y/n got closer to me, she too noticed the matching outfits that me and Poppy were wearing. “You and poppy match today!” She spoke. Both poppy and I were wearing striped shirts, and dark blue overalls. The only different was that Poppy had a cute little bow in her short hair. “Okay, I’ve got to go out into the classroom and get ready for the other kiddos.” I said to Y/n before walking out of the back room.
When I made it to the door, Justin, Rachel, Cassie, and Paula were standing outside with their parents. ‘Good morning!” As each kid kissed their mothers' cheeks and ran over to me.
after all the parents had left, saying their goodbyes. We all went into the classroom. Like I said before my classroom room size was fairly small. Which I of course didn’t mind.
The kids put all their belongings on the little racks, and ran over. In the morning time we’d sit around in a circle and say one good thing that happened yesterday. I never picked on the kids, I just let the first kid that wanted to go, start us off.
Rachel was the first to start us off. “Yesterday, my mommy and I had ice cream for dessert.” She said her high and squeaky voice, making me smile. “Oh, that sounds awesome! Do you remember what flavor?” I asked sitting down like the kids were. “it was CHOCOLATE!” Rachel screamed the last part. “Oh, that does sounds yummy.” I spoke.
The next kiddo to go was Paula, she started off by saying “When i got home yesterday, I help my daddy make dinner. And we had mac and cheese.” She said rubbing her tummy as she looked back at that not do long ago memory.
Justin interrupted me before I could say anything “Mr. Dean? Where’s miss Y/n?” He spoke. playing with his shoe strings. “That a good question, but remember we have to raise out hand if we are going to ask a question.” I spoke. “I’m sorry.” Justin said.
“To answer Justin question, Miss Y/n is in the back room’ I said pointing towards the door in the back. ‘She’s taking care of the babies today, like I did yesterday.” I spoke.
“Really?” The four kids said in unison. I laughed a little. “Yes, Now Justin would you like to share your good thing?” I asked. “Of course, I want to share Mr. Dean. Yesterday, I helped my sissy with her make-up.” He said putting both his hands on his hips.
I again laughed, another reason why I love working with kids. They are always no matter what so eccentric. “Okay Cassie, what was one good thing that happened yesterday?” I asked. Cassie and I had a rocky start in the begging of class. She was an overly shy girl, and talked softly. But she grew comfortable with me. “Mr. Dean?” She asked getting up from where she had been sitting. “Can I whisper it to you?” She asked.
I just shook my head; she came closer and cupped her hands around my ear. “Yesterday, I told my mommy and daddy I couldn’t wait to come back to class.” She said in a very quiet whisper.
Awe I thought to myself, and said out loud. “I’m glad your excited to come to see me.” wrapping one of my arms around Cassie already small body and hugged her. “Okay kiddos, since today is the last day of the week. We’re are going to arts and crafts.” I spoke.
“Yay!” Justin said getting up and walking over to the little table. I looked over at Cassie, and smiled. she gave me a short smile and walked over to where Justin was. So, I got up and made sure that Rachel and Paula were walking with me. Once they were all sitting down at the table.
I grabbed the different colored papers, and the crayons and markers. Placing everything in the middle so they would be able to share. "Now kiddos, if you want anything else. I will be at my desks.” I spoke.
I sat down at my desk, trying to figure out anything else that I could do with the kiddos since today was Friday. ‘We could sit down and watch a movie; I could wait for them to do finished with their crafts, and then do another craft all together.’ I thought to myself.
I was pulled out of my thoughts when I heard the back-room door open, “Um, Mr. Dean. I need your help!” Y/n said. The kids rose their heads, but went back to coloring when they noticed it was just Y/n. “Listen kiddos, I have to go help miss Y/n, so just continue doing your drawing.” I spoke. I heard a “Okay, Mr. Dean.”
I walked to the back-room, Y/n walked back through the door, not shutting it. “What’s up Y/n? ” I asked. “I just needed your help, getting them into their afternoon clothes. They both had accidents.” Y/n said walking over to grab Amber and Poppy’s bag.
“Alright then, let's get started.” I said taking Amber’s bag. When I came over to where Y/n and had laid them out on the soft blanket on the floor, Amber had her small hand wrapped around her small ankle chewing softing on her big toes. “Awe sweetie, not that icky.” I said taking her foot from her mouth. Amber’s mother had packed two different outfits, one being a short sleeve shirt that said “Daddy's girl!” in purple glitter with a black skirt. Her second outfit was a long sleeve that had a momma and baby elephant on it, with blue leggings.
I held up either one of the shirts, I know she’s only ten, but I bet her Amber’s mom is letting her choose some sort of her outfits. I held the shirts up and Amber did the thing that most kids her age do which is grabby hands. Amber wanted to wear the elephants, which meant she was pants.
So, I lightly lifted Amber's head to let me put her head in through the hole at the top of the shirt, then I had to grab her arms. Amber had this thing when you changed her cloths. All the sudden she’d become a wiggle worm. Finally, after a few minutes of trying to grab her arms, she let me. I gently put her hands and arms through the holes. Afterwards I put her leggings on and I sat her up in my lap.
“The kiddos out there asked where you were today?” I said catching Y/n attention. “Did they? Awe that’s cute” She said had she lifted Poppy into her lap. “I’ve got them drawing out there, since it’s Friday.” I said “I figured you go easy on since today is Friday. Yesterday I tried to teach them number one through twenty, but it didn’t work out as I planned.” Y/n said laughing a little when poppy babbled into her lap.
“I was thinking that we could let them watch a Disney movie and feed these girls, maybe go for nap time too.” I said lightly bouncing Amber in my lap, and she chewed on her binky. I saw Y/n face contort like it always did when she was thinking.
“I don’t see why not; what movie were you thinking?” Y/n asked. Without missing a beat “Frozen” I said, a little giggle erupted from my younger sister. “Okay, I guess we got a plan then.” She said putting Poppy on her hip, and walking towards the door, so I followed her. “Let’s go Amber!” I said putting her on my hip and walking out of the room.
When I walked out the kiddos were still coloring and drawing. “Alrighty kiddos let’s be done with coloring. Because we are going to watch a movie.” I said All heads turned and looked at me, in the moment you could hear a mouse scurrying across the floor for how quiet it was.
“What movie are we watching?” Rachel said after raising her hand. “Rachel we are watching Frozen!” I said as I put Amber in the high chair. All that could be heard for a few seconds was screams of happiness.
“Alrighty calm down, kids. I want you all to go sit on the carpet in the front of the classroom.” Y/n said as she buckled Poppy in her high chair. “I’ll get the movie started, and you get the babies food.” Y/n said. “Okay.”
I walked in to the back room and grabbed their food. Y/n had finished set-up the movie and it had already started playing the starting credits. She walked back over, and grabbed a fandom one from my hand, and we started to feed the babies.
The kiddos watch the movie in silence, at one point close to when Anna meets Kristoff. The babies were done eating so we took them out of the high chairs and set them down in our laps as we sat behind the kids. When Cassie noticed that we were now on the floor, she turned around, and crawled over to me.
Laying down and resting her head on my thigh. “Are you tired Cassie?” I asked, all I got in response was a hum. I smiled, and brushed her arm. I felt the change in her breathing. I looked over at Y/n. “Cassie is out and so is Amber. Should we call it?” I asked her. She looked down at Poppy. “Poppy is asleep, and I think so is Justin.” She said looking at the kids.
Y/n got up with poppy in her arms. She came over and grabbed a sleep Amber in my arms. And brought them into the backroom. I gently picked up Cassie, she didn’t weight much seeing as she was asleep. I moved her over to the sleep mat, and grabbed her a blanket, before walking over and noticing that the once awake Rachel and Paula were asleep, which made this whole process just so much more easier, Y/n walked out of the back-room and noticed the same thing as me.
Whispering Y/n said “Looks like they did the job for us.” Giggling she picked up Rachel, and brought her over next to Cassie. I picked up Justin, now he weighed more than Cassie, causing me to grunt a little when I picked him up. I heard Y/n giggle a little at me. “Stop laughing at me, he’s heavy then I thought.” I said setting him down. Y/n grabbed Paula and did the same thing with her.
“At least they are all asleep.’ She spoke. ‘I could use a lap.” She said leaning her head against my shoulder. I leaned my head against the top of hers. “How about we just take a little nap since it’s the last day before the weekend.” I spoke. She shook her head.
We waked over to the shades that I had pulled letting the morning sun in, and Y/n pulled them back, and then she slides down to the floor, and sat down next to her and she rested the head of my shoulder, “I’m glad I work with you De.” She said a yawn passing her lips.
“I’m glad you’re here to help, Y/n.” I said patting her knee. I kiss her forehead, something I had done since she was a baby girl. I kissed her forehead every night when it was time to go to bed. “I love you, big brother.” She said before she hugged me tightly. “I love you too baby sis.” Hugging her back.
Completed: 03/16/2021