Senior Year at Sommerville High

All characters are 18 +

CHARACTER GUIDE

Jake - He is the main character. An Italian with olive skin, brown hair, and blue eyes. He's fit with a flat stomach, toned arms, and chest.

Sydney - Blonde, busty, and self-appointed group leader. She has fair skin and keeps herself in great shape.

Zoe - A near Zendaya clone except curvier, though not by much.

Ray - A black teenager who looks like a pro athlete already.

Tyler - Tall and skinny, with minimal attention to how he looks.

Soniya - She's Indian with light brown skin. She's deceptively curvy with big brown eyes.

Matt - Your average-looking ginger with freckles.

Madison - A model with dark brown hair, storm grey eyes, and perfect tits and ass.

Courtney - A cute blonde with features that skew above average, especially in the chest department.

Stella - Jake's mom. She shares a lot of features with Jake. She

Danielle(Dani) - Jake's older sister. She has darker hair than Jake and is paler. She has large breasts with blue eyes.

Jessica - Latina, who is a few years older than Jake. She has above-average-sized breasts and ass.

Amanda - Dirty blonde with huge breasts.

Felicity - Black girl who has a large, shapely ass.

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MONDAY

I woke up feeling refreshed. It was earlier than I usually woke up, so the bathroom was empty when I got to it. I was ready and downstairs for breakfast at the same time as my mom.

"Someone's up early. What's the occasion?"

"No occasion. I just woke up early. How long until breakfast is ready?"

"I didn't expect you to be here now, so it will be a while. In the meantime, help yourself to a breakfast bar."

After grabbing a breakfast bar, I got the newspaper and started reading. My dad walked down the stairs. When he saw me, he asked, "What's going on here?"

My mom replied, "A miracle is happening. He's up early, reading a newspaper, without us asking him to."

"I've gotten up early before," I retorted.

"Not saying you haven't, but all those previous times, it's been us constantly nagging you too."

They teased me a while longer before my dad asked, "Have you made a final decision yet on the job?"

"Yeah, I think I'll go through with it. What do I have to do?"

"I'll call Barlow and text you."

"Sounds good."

Breakfast was now ready, and I inhaled it and left for school. There was still half an hour before school opened, and the student parking lot was sparse. I didn't see any cars from the group, so I stayed inside my car till someone showed up.

I was busy scrolling on my phone when someone knocked on my window. It spooked me and made me drop my phone. I looked to see who it was, and it was Courtney.

I opened the door, and she said, "Sorry. I didn't mean to scare you. Let me help look for your phone."

"You're good. The phone fell under the seat. Can you turn on your flashlight?"

"Sure thing."

We spotted the phone right away but had a hard time getting it. Eventually, we were able to snag it.

We headed inside the school and found an open classroom.

"Why are you here so early?" I asked Courtney.

"School magazine. It's time to publish the monthly edition, so we had a meeting about the articles, layouts, and all other good stuff," she said sarcastically.

"Sounds fun," I replied sarcastically.

We continued talking when Morgan entered the classroom. "Courtney! I was looking all over for you. Why weren't you in our usual spot?"

That's when she saw me, and her face turned sour. "What are you doing here?" she asked spitefully.

"Nothing much, just talking to Courtney."

"Why don't you fuck off and leave us alone?"

"Morgan!" Courtney shouted. "I asked him to come sit with me. Don't be so rude."

"He started it."

I looked at her with a crazy look, wondering how she pinned this on me. "What do you mean? You're the one who came in here, guns blazing. How did I start this?"

"You started this by being you."

"Wow! Are we in kindergarten? That's a stupid argument to make."

Courtney butted in before things escalated, "Can you both stop? Jesus! Classes haven't started yet, and I'm ready to go home."

"Sorry," I sheepishly replied.

Morgan meanwhile just huffed angrily, probably towards me.

Other kids started to filter into school, and I took that as my opportunity to leave. I got up and said, "I'm going to head out. See you later, Courtney."

"Good," Morgan said with attitude.

I looked around till I found Zoe and Sydney sitting in the library. I pulled up a chair and joined them.

"You look like you're in a bad mood," Sydney said.

"Yeah, well, Morgan happened."

"Morgan? The one who's attached to the hip of Courtney?"

"That's the one."

"She always seemed bitchy to me."

Zoe looked at Sydney with raised eyebrows.

"I know I can be bitchy too, but I compensate for it at other departments," Sydney justified.

"What happened?" Zoe asked.

"Honestly, I don't even know. She just flipped out on me for no reason at all."

"C'mon. You had to be doing something."

"Nope. All I was doing was talking with Courtney."

This piqued Sydney's interest, and she asked, "Courtney, huh?"

"Yeah, Courtney. Why did you say that weird?"

"Oh, I don't know. I think you guys would make a cute couple."

I looked at Zoe, and she pursed her lips. I kept staring at her until she broke. She said, "OK, fine. I told her about you and Courtney, but it's Sydney. It's good, she won't tell anyone."

"Yeah, I won't tell anyone unless you want me to. I am offended that I had to hear from Zoe and not you."

"I definitely don't want you telling anyone else. If anyone else knows, I prefer it being from me."

Zoe said, "Jake. Since you didn't get to tell Sydney this, do you want to tell her something else?"

"Oo. Tell me, Jake. I want to know," Sydney said.

I let out a long sigh and bluntly said, "Zoe and I had sex together. I also told her that you and I had sex together...a few times."

Sydney proudly looked at Zoe and hugged her. "Welcome to the club, slut!"

"Weird. This is not how I imagined you to take it," I said.

"What? Did you expect me to get mad? Come on, Jake. You're not that special."

"Thanks, Syndey," I replied flatly.

"In other news, this is great. You and I have slept with Jake, and I've slept with Matt, too. Tyler and Soniya are obviously having sex. That leaves Ray as the odd one out, and I'm more than happy to take on that challenge."

"Ok, hold up," said Zoe. "I have a few questions. First, when did you sleep with Matt? Second, what challenge with Ray? And lastly, what are you setting up for?"

Sydney gave a devious smile before replying to all of Zoe's questions, "I don't remember exactly when Matt and I first had sex, but it was right after my first time with Jake. Wasn't it, Jake?" making me blush.

"The second time I had sex with Matt was during a ski trip."

"Wait, what? You were so pissed off at him during the ski trip. Why did you have sex with him?"

"That's a long story, but all you need to know is that it was pity sex. As for the challenge for Ray, there are two. One is making him break and have sex with him, and the other is trying to handle that monster cock of his."

I interrupted and said, "Let me answer the last one. You're scheming for us to recreate what happened at the hot springs, maybe even take things a step further."

"Bingo!" Sydney said. "I know Jake is."

"How do you know I'm ok with it?" I retorted.

"Because you're a horny teenager, Jake. Something would be wrong with you if you didn't want it."

"Fair enough."

Zoe said, "Don't you remember what Ray said at your house? We should let it happen naturally, with everyone being ok with it. Aside from that, Ray is not the only one who needs convincing. Soniya was also on the fence about it."

"I trust Tyler to take care of Soniya. He did convince her to give him a blowjob in front of us. She doesn't need as much convincing as you think."

The bell rang for homeroom, and we went to our respective classes. As usual, Mr.Grayson was waiting at the door for his students. When Zoe and I walked in, he said, "Hello, Zoe. How are you?"

"I'm doing good. What about you?"

"Could be better."

"Shame," she replied coldly.

We took our seats, and I leaned over and asked, "You never told me what happened between you and Grayson."

"Yes, I did."

"No, you didn't. You just said you ended it with him. You never told me the reason why."

"Uhm, maybe because it's a student-teacher relationship. It could end badly for both of us, but especially for him. I thought you were smart enough to figure that out, Jake."

"I am smart. That's why I know that's not the main reason."

She smiled at me and said, "Alright, alright, I got to give props where it's due. How about I tell you later?"

My head tilted, and I looked at her, "You expect me to believe you'll tell me later."

"OK. Without getting into too much detail, he asked me if I was willing to fuck his buddies."

"He wanted to pimp you out?"

"Woah! Let's not put it like that. I guess it's one of his fetishes."

"Like voyeurism or exhibitionism?"

"I don't know if he planned on watching or wanted to be watched. All he asked me was if I could have sex with one of his buddies."

"Do you think it could've been another teacher at this school?"

"Doubt it. As far as I know, he doesn't hang out with any staff. He grew up not too far from here, so he has his childhood friends."

"One more thing," I said, "How many buddies of his did he want you to fuck?"

Zoe gave me a look that said she wouldn't answer the question.

Like every school day, the first two periods went by with nothing notable. I got to my Chemistry class, where I waited for Madison. She had yet to make her decision as to whether to allow Tyler to edit her photos.

Madison took her seat next to me. I asked, "Have you decided yet?"

"He has a girlfriend and doesn't have a reputation for being a creep. I'm fine with you giving him the photos to edit."

"Cool, I'll let him know."

"Now, if he sucks at editing or he does something, you will be the one to pay for it, not him."

I decided to bunk Ms.Santiago's class because I still hadn't decided whether to take her up on her offer. It would've been stupid not to have sex with the hottest teacher in school, but I felt like I could hurt her by rejecting her. It was the only way of getting 'payback' for her moving on.

As I stealthily snuck out of school, I ran into Tyler.

He said, "You know your class is that way, right?" as he pointed in the opposite direction I was walking.

"Yeah, I know. I'm bunking this period."

"Bunking Ms.Santiago's class? What happened to you? Are you ok?"

I no longer felt like I had to hide Ms.Santiago and me, and I thought it was ok to tell him. I said, "If you skip class with me, I can tell you."

"You, my friend, are an expert at bribery. Where are we heading?"

We drove to the nearest convenience store. We bought some snacks and sat in the car.

"Alright, brother, tell me," Tyler said as he slurped on his slushie.

"Before I start, I don't want to discuss it now. I want to let you in on this. Understood?"

"Loud and clear," as he took another obnoxiously loud slurp.

I told him about Ms.Santiago from start to end. To his credit, he didn't interrupt me as I expected him to.

He nodded even though I knew he had a billion things to say. I told him, "Later on, you can bombard me with as many questions as possible."

He held out his fist for a fist bump, which I gave him. "You are the FUCKING MAN! Sorry, I had to let out something, but no more. I promise."

I nodded and replied, "Yeah, I know."

We talked about random things until he brought up his sister, who was a cheerleader.

"Speaking of cheerleaders, I need a favor."

"If you want my sister to hook you up with a cheerleader, forget about it. She wouldn't even do it for me."

"No, not that. It's about Madison."

"Oh! If you needed to hook up with a cheerleader, why not ask Madison? She's the head cheerleader. They all listen to her. My sister is off limits, though."

"NO! Nothing about hooking up with cheerleaders. Madison needs a favor from you."

"From me?"

"Yeah. I tried helping her, but I couldn't. So I suggested that you help her."

"What could I possibly help Madison Hill with?"

I told him I took photos that needed to be touched up before being sent to agents nationwide.

"Perfect. I've been wanting to test my Photoshop skills for other people. It would help me gauge where I'm at."

"Great. There is one thing, though. The photos are slightly revealing, so you cannot leak them."

Tyler pivoted in his seat and asked, "How revealing are we talking?"

"She's wearing lingerie."

"You are the man! Fucking teachers, cumming on the head cheerleader, and now taking lingerie photos of her. My man!"

He dapped me up. I asked him, "Are we good? You can edit the photos without leaking them?"

"You have my word, but I have conditions as well."

"What conditions could you possibly have?"

"Not sure yet, but I know I have them. I also prefer to tell her directly."

I sighed and said, "Fine."

My phone dinged with a notification, and I checked it.

Ms.Santiago: Did you ditch my class or school?

I ignored her text, fully aware I was being an asshole, but at that moment, I didn't care.

It was nearing lunchtime, and we drove back to school. On the way to our lunch spot, Madison intercepted Tyler and me.

"I assume he told you," she told Tyler.

"He did tell me."

"Do we have a deal?"

"Almost. I have a few things I want from you."

"A few things? I'm only asking you for one. How is that fair?"

"Well, the one thing you're asking me is valuable to you. And I'll be fair in my demands."

Madison looked at me disapprovingly, and I felt I messed up, too.

"Let's hear the demands, Tyler."

"First, I want 20 bucks for editing your photos. Half now, half upon completion. Second, I want exclusive rights to edit your pictures for the remainder of high school."

"I'll give 20 for now, and if I like, I'll agree to the second condition. If that's all, let's shake on it," as she held out her hand.

"That's not it. I have one more condition."

She let out a huff and asked, "What is it?"

"I want to be a part of every photoshoot from here on."

"Be more specific," she said.

"I want to be present whenever you take the photos. A firsthand viewing."

"As long as you promise not perv on me, we have a deal."

Madison and Tyler shook hands to finalize the agreement. She handed him a memory card, saying, "All the photos are on here. I also uploaded them to the cloud if you prefer that."

"I can work with either. When do you want them?"

"I wanted them last week, but if you can finish it by next week, it would be nice."

"Alright, you'll have them next week."

Tyler and I met with the gang at our lunch spot. We walked into a conversation about going to a concert over the weekend.

"What's going on here?" I asked, trying to get up to speed.

Soniya responded, "We're going to a concert this weekend."

"And by we, she means us girls," Sydney clarified. "Don't try to weasel your way in. We need a girls' weekend."

Tyler retorted, "Perfect! We guys need a guys' weekend, too. How about we meet up after school to plan something?"

"Sounds good with me," Ray said.

Matt also was ok with it.

"It'll have to be a bit later. I have an interview for a job after school."

"A job?" Zoe asked.

"Yeah. I need to start making money if I want to have fun in college. It's at a hardware shop in town. Shouldn't be too bad."

The rest of the day went by fast, and I waited in the parking lot. My dad hadn't texted me with information about the interview, so I decided to call him.

"Hey, Dad. Are you busy?"

"Not at the minute. What's up?"

"You said you would text me about the job. I was calling about that."

"Oh, sorry. I forgot to text you. I called Barlow, and he asked you to stop by whenever possible. I'll text you his number so you can give him a heads up."

"OK. I'll call him and see if I can swing by now."

My dad texted me Mr. Barlow's number, and I gave him a call. He told me he was at the store.

I arrived at Barlow's Hardware and entered the shop. A few customers were browsing, but I didn't see anyone who could've been Mr.Barlow. I walked over to the register, where there was an employee.

She was stunning. I assumed she was Swedish because of her blonde hair, ocean-blue eyes, and rosy skin.

"Hey," I said.

"Hi! What can I help you find today?" she replied.

"I'm looking for Mr. Barlow. I had an interview with him for a job."

"Ah, ok. So you're the new hire."

"Let's hope I am."

"He's in his office in the back. Go straight down this aisle, and you'll find a door that takes you to the back. Turn right, and it will be the last door you see."

"Thanks. Any advice?"

"Yeah, don't fuck up," she said with a smirk.

I followed her directions and knocked on the door.

"Come in," said a booming voice from inside.

I entered the room and introduced myself. "Good Evening. I'm Jake, Andrew Rosati's son. I'm here about a job."

"Jake! Take a seat." He got up to shake my hand and sat back down.

We spent half an hour talking and him talking about the store. He explained it was a family business and that he was a third-generation owner. I asked him some questions, which he happily answered.

"Alright, final question," he said. "What does your availability look like?"

"Uhm, I can work after school during the week. All day Saturday and Sunday evenings also work for me."

"Perfect. Schedules are variable, and if you need to call off, please let me know as soon as possible."

"Sounds good."

He stood up and said, "Alright, let's get you back to the front, and I'll have someone show you the ropes."

"Does that mean I'm hired?" I asked.

Mr. Barlow let out a deep, baritone laugh and said, "Of course. As I said, we're a small mom-and-pop shop. I got a good gauge by talking to you, and you seem like a good fit."

"Oh, OK. Thanks."

I followed him back to the store, where he took me to the girl at the register.

"Rebecca, this is Jake. Jake, this is Rebecca. I'm going to have Jake shadow you at the front. Teach him the ins and outs."

"Will do, Boss."

"Thanks, Becs. I'm heading out for the day. You and Brendan are closing the shop today. Jake, you can stay till closing if you'd like."

"I think I will, Mr. Barlow. Have a good night."

"You too, Jake. See you tomorrow, Becs."

He then walked out, leaving the store in the hands of his employees.

"So, Becs, what do you guys do around here?"

She looked at me with raised eyebrows and answered, "Rebecca. We just met. When we get to know each other better, you can call me Becs. As for what we do around here, watch."

The first 15 minutes were spent watching her on her phone. Finally, someone wearing an apron, who I assumed was Brendan, brought a customer with a basket.

"Pay attention closely, Newbie," Rebecca said.

She chatted with the customer while ringing him out for his purchase. I helped her bag everything, and we sent the customer on his way.

Rebecca turned toward me and asked, "What did you learn?"

"I learned how to operate the register. I can get it down by watching it a few more times."

"And?"

"Uhm, how to bag stuff?" I said unsurely.

"Not what I was going for. You have to be personable. Make the customers feel welcome. We're not a big box store with multiple locations. If we want to survive, we need customers to return."

Brendan laughed and said, "Damn, Becs. Why are you busting his balls?"

"I was messing with, but you ruined that. Thanks a lot."

Brendan reached out for a fist bump and introduced himself. "Hey, I'm Brendan."