Book cover of “Loving Ms. Winters“ by Morgan Giglio

Loving Ms. Winters

  • Genre: LGBTQ+
  • Status: Completed
  • Language: English
  • Author: Morgan Giglio
  • Uploaded by user109574
Blair Collins is a senior with a rebellious streak and a reputation for finding trouble wherever she goes. She’s determined to make her final year at school memorable, filled with fun and excitement, and free from any serious commitments. But everything changes with the arrival of a new man, one who immediately catches her eye—and not just because ... 

1: Blair’s POV

Now let me just say that I am incredibly shocked that I have even made it to senior year in the first place considering everything I've done since starting high school. During my freshman year, I got into at least ten fights and got caught selling alcohol in school. During sophomore year, I got caught smoking weed, well pretty much anywhere you can think of to try and smoke it on campus. During Junior year, I got caught having sex in the bathroom and on the principal's desk. I mean, these are just a few prime examples of why I wouldn't have been surprised if I got expelled. I've acquired quite a rap sheet in good old principal Davis's filing cabinet and it's only getting longer. On the bright side I had always been pretty good at finding my way out of consequences. I just acted sincerely apologetic, then I'd light up another blunt in a better spot two hours later. I know what you're thinking, "how has this girl not gotten expelled," I have no fucking idea.

Today marks the first day of my last year in prison, I mean high school, and let me just tell you that I have no intentions of changing my habits. I had put on my shortest pair of jean shorts and a black crop top before making my way downstairs, and I could tell my parents, well adopted parents, were not thrilled.

"You are not wearing that." Scott stated, his gaze on me with his signature glass in hand

"I am actually." I smirked as I walked into the kitchen to grab an apple

Sarah scoffed and shook her head "Why do you have to be so difficult, Blair?"

I shrugged and took a bite from the crisp apple before muttering a quick "No clue."

I quickly made my way to the front door, where my skateboard and backpack were placed in anticipation of this morning. I pulled the bag onto my shoulder before grabbing my skateboard and looking at them.

"Have a great day." I half-heartedly grumbled before opening the front door

"Blair, come eat breakfast with us!" I heard Sarah call after me as I slammed the door shut behind me

To be fair, I hate Scott, but I don't exactly dislike Sarah, other than the fact that she always picks him over me. They had adopted me when I was only ten and had been home approximately ten percent of the time since. Scott is some big-shot businessman, so he travels a lot, and Sarah goes along with him for almost every trip. I had never minded our arrangement in the slightest though. They trusted me to be home alone, and I cleaned up the parties before they returned. It might be lonely at times but I'd rather be alone forever than sleep under the same roof as Scott every night.

I dropped my skateboard to the cement and started riding along the sidewalks toward Phillips High. It was a place I'd come to love and mostly hate over the past three years. Highschool has to single-handedly one of the worst ideas anyone has ever had. I mean, it's a bunch of horny hormonal teenagers thrown into a hot ass building all day to learn a bunch of boring shit hardly any of us are actually interested in. Personally, I'd much rather skateboard and get high all day, but here I am about to attend a bunch of pointless classes.

As I arrived at the dreaded place, I kicked my skateboard up and smirked at a group of freshman girls who were hardcore checking me out before walking inside. I was notoriously known as the school dyke, and it didn't bother me in the slightest. It made every girl here aware that I was single and ready to take them out to eat.

"Blair!" I heard a high pitched voice yell from down the hall

I spotted her quickly and smiled as she approached me, it was my best friend Callie, whom I had known since freshman year. We were honestly unlikely friends, she was a straight, straight-A student, and I was a lesbian slacker from hell. It worked out for us though, she taught me how to pass classes, and I taught her how to actually have some fun.

"Hey Cal!" I replied pulling her into a tight hug

Her long fiery hair was pulled back into a ponytail, and her outfit was a simple pair of skinny jeans and a black tee-shirt. She was a rather conservative dresser, and I picked on her for it relentlessly.

We separated, and I grinned "Still going simple, I see."

She glared at me for a moment before releasing a small laugh "You're such a bitch sometimes."

"I'm less of a bitch to you, though." I smirked as we headed towards our lockers

She rolled her eyes "I guess that's true."

We quickly emptied half of the contents of our backpacks into our lockers before the first-period bell rang. The hallways quickly filled and turned into one giant backed up highway. The Freshmen were the equivalent permit drivers, while the sophomores and Juniors were racing along. As a Senior, I pushed my way through the crowd before finally arriving at my first class, English with Mr. Johnson. I slid into an empty seat between two girls I recognized, and we instantly sparked up a conversation.

"How was your summer, Blair?" Amber asked with a small smirk playing on her lips

I shrugged uninterestedly, "Pretty boring."

Amber is a senior just like me, but unlike me, she's friends with the popular bitches, and I personally had no interest in getting mixed up with them now. They were known for relentlessly ruining people's social lives, take Blake Randolph for example. In his sophomore year, he was popular, and by junior year a false rumor about him having a micro-penis had spread thanks to Jessica. Jessica was a whole different ball game compared to Amber though, she was cold and devilishly sneaky. She was probably my only real competition for the biggest troublemaker award until now. Since she had graduated last year that left Amber as her next in line. The key difference between me and them is that their trouble has always been much more life ruining than funny.

"Did you hear about the new teacher?" The girl on my opposite side asked piquing my interest

I looked over at her, and she blushed a slight shade of pink "I haven't, do tell."

"Well her name is Ms. Winters, apparently she's young, like super young." The girl said nervously smiling at me

"She's also extremely sexy." The boy in front of us chimed in with a smirk

The bell rang at that moment and the teacher began class ending our gossip that had just gotten interesting. The rest of my morning flew by and before I knew it the lunch bell rang. I pushed through the halls to the cafeteria where I quickly spotted Callie sitting with our friends John, Mike, and Suzie. After grabbing my rather gross cafeteria food I sat down next to Callie and smiled at them.

"Blair you feeling okay I don't usually get a smile out of you so easily." John joked while eating a bite of his sandwich

I smirked raising my brows "My apologies, I'll be sure to keep it that way from now on Jonathan."

He chuckled and Mike spoke up "Don't you two start fighting already I haven't even said hi yet!"

"Hi, Mike." I snickered as I took a bite of the equally unpleasant-tasting food

We ate quickly and chatted until the bell rang sending us off to our classes. By the time last period came around, I was just about to skip when the name on my schedule rang a bell, Statistics with Ms. Winters. I smirked to myself as I made my way to room 206, admittedly shoulder checking more people than necessary along the way. When I entered the room my eyes instantly fell on her and I stood frozen as I took her in. She was about 5' 7" with long brown hair that cut off at her mid-back and long slender legs. Her eyes were a mesmerizing mixture of green and gray that I couldn't look away from.

Just as I was about to get to checking out her best assets I heard her angelic voice "Please be seated miss."

Her eyes tore into mine with such authority that I instantly took my seat in the far back of the room where I could observe in peace. She turned around flipping through some papers, more like giving me a fantastic view of her round tight ass. As she spun back around I found myself unable to look away from the slight cleavage shown by her black dress. It was a rather modest dress and she had a small white jacket over it giving an even further professional look that turned me on in ways I cannot explain.

When the bell finally rang she loudly grabbed the attention of everyone else "Attention please!"

The room filled with silence as all twenty or so of us stared at the beautiful teacher before us. I was starting to think this year might not be so bad.

"We have a lot to do today but first, introductions!" She said, taking a slight deliberate pause "My name is Ms. Winters and I will be your statistics teacher for this year. I know I look young but I can promise I have the training and knowledge to be the best teacher I can be. My rules are simple, don't be late, don't be on your phones, be respectful, pay attention, and try your hardest. I want all of you to be successful and I will do anything I can to make that happen."

When she paused for a moment I could swear she was looking right at me before she continued "Now let's go around the room and introduce ourselves and say a few fun facts about ourselves. I'll start, I'm Ms. Winters and I love to read and paint."

Slowly everyone stood and introduced themselves, adding some rather bizarre fun facts.

Once it came to me I stood and smirked as I got a rather awful, yet great idea "Hi, my name is Blair Collins, I love to skateboard and eat pussy."

The entire room roared with laughter and Ms. Winter's face fell to an unreadable expression.

"Hall, now." She stated with such venom that I genuinely was scared for a moment

I quietly made my way to the hall with her and smirked once she shut the door behind us "I said it as a joke but if you insist I'm sure we can find a closet or something."

Her nose crinkled and she seemed utterly taken back for a moment before she regained her composure "Blair I am your teacher, can you stop with the sexual comments. I should have just sent you to the principal's office but I really don't want to start this year off doing so."

I shrugged and rolled my eyes "Go ahead, I'll just apologize and be back in like ten minutes. You'd be doing me a favor really, then I wouldn't have to listen to the boring-ass fun facts everyone else is saying."

She shook her head and I swear I could see a bit of humor in her eyes.

Still, it disappeared the moment she opened her mouth "I see, in that case, I'd like you to return to your seat so you can enjoy the rest of your classmates' fun facts. I don't want to hear a single word out of you again unless you are called on, are we clear?"

Her eyes had darkened and I could tell she was pissed, I tended to do that to people.

"Aye, aye captain." I chuckled giving her a mock salute before opening the door and returning to my seat

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