Senior Year at Sommerville Highch13

All characters are 18 +

CHARACTER GUIDE

Jake - He is the main character.

Sydney - A friend of Jake, who is part of the group.

Zoe - A friend of Jake, part of the group.

Ray - A friend of Jake, part of the group.

Tyler is Jake's best friend and is part of the group.

Soniya - A friend of Jake, who is part of the group.

Matt - A friend of Jake, part of the group.

Ms.Santiago - Jake's Home Ec teacher.

Nurse Mapleton - School nurse.

Courtney - Friend of Jake.

Madison - Friend of Jake.

-----------------------------------

It was Monday morning, and I saw that Sydney had reminded everyone that the first committee meeting would be today. As usual, I got up and ready for school.

I had arrived before the rush and managed to catch Courtney. "Hey!" I shouted from behind her.

She turned around and said, "Hey! How are you?"

"Fine. Uhm, do you happen to have any news about last night? Did your mom say anything?"

"No, and that worries me. She saw the picture and knows that's my bra. That was one we bought last time we went bra shopping."

That put a pleasant image into my mind.

"Shouldn't it be good that she hasn't said anything?"

"Not with my mom. Usually, that means she's cooking up a pretty bad punishment or elaborate scheme to make you feel guilty."

"Damn! No offense, but your mom is a psychopath."

She laughed, "Yeah, no, I get that. I think she is, too, at times. I hope it's nothing too bad. She doesn't care about me having sex because she's the one who put me on the pill, but having sex on church grounds is a major no-no."

"Yeah, I figured. Keep me posted, and let me know if I can do anything to make things better."

"There is one thing," she said flirtatiously, "but I think that'll get me even in more trouble."

"It could be worth...", before I could finish my sentence, Courtney interrupted me.

"Shit! Morgan is pulling in. We'll talk later. I don't want her to create another scene. Bye!" she gave me a quick peck on the cheek before pushing me away.

I walked towards the school in a daze. As I walked into the school, Zoe was waiting for me.

"Hello there, loverboy," she said.

"Huh," I said, breaking out of my trance. "Loverboy? What are you talking about?"

"I can see it all over your face. Courtney?"

"What? No! We're just friends. I told you this before. It won't work out between us, you know, because it'll be a long distance when you go to college."

"Uh, huh. So her kissing you on the cheek right there was nothing then?"

"Ok then? We had sex. Does that mean we're in love? You had sex with Grayson? Does that mean you guys are in love?"

She shut up real quick. I knew I had hit a sensitive topic, but I wanted her to open up with me.

She tried staring me down, but I refused to back down. She gave up and said, "Fine. Skip first period?"

"Gladly."

We drove to the park, where she didn't say anything for a while. I wanted to let her open up on her own, so I didn't push her. Eventually, she did.

"Remember the other day when you asked where Grayson and I were? Well, what you thought was correct."

"Hmm, I don't remember what I thought. Could you be specific?"

She looked at me coldly and said, "You know."

"No, I don't. Could you remind me?"

She let out a sigh of frustration and said, "Grayson and I had sex. Ok?"

A cocky smile came across my face. "Do I get a vivid story this time like Halloween, or do I leave it to my imagination?"

"Ewww, no. Why would you imagine me having sex?"

"Uhm, because you gave me a super-detailed story last time. And in case you forgot, we had sex!"

"Shut up! Don't remind me."

"Please, you loved it. I fucked you so good that you forgot to put your clothes back on. I bet I'm a better fuck than Grayson."

She didn't agree or deny, which piqued my interest. For a little morning ego boost, I wanted to hear her say it.

"I am, aren't I? Maybe you should call it off with Grayson and hook up with me instead."

She slapped me on the arm, giving me the coldest stare ever, and with an equally cold, "No."

"I'll take that as a yes."

"Enough about me. How about you and Ms.Santiago?"

"One more time this Saturday. I'm surprised she agreed after the shit I pulled on her. I keep thinking that I can talk her into keeping our relationship going, but I know it's unlikely."

"Enjoy it while you can. Those few weeks or months or whatever when Grayson and I weren't doing it, it was tough."

"Oh, I plan to. I know you wanted to keep the conversation off you, but can I ask you a few questions?"

"Fine, but no guarantees that I answer them."

"Fair enough. Question number one. Why go back to Grayson? After he said he wanted to pimp you out to his friends, you seemed pretty mad. What changed?"

"First off, he didn't want to pimp me out to his friends. He just asked if I was interested in having sex with his friends. We started talking, and he admitted he was in the wrong. I felt that he understood and got back together with him."

"Ok, next question. Are you in love with him?"

"No! I mean, at least, I don't think so. The sex with him is good, not as good as it was with you, but it feels different."

"Ha! So you do admit that I am better!"

She looked at me, and I apologized for interrupting her.

"Happy? As I was saying, the connection between us feels different. It's sex but with something extra. It's like having sex with someone you care about. I guess the fact that it's my teacher also adds an element of risk to it. But the more we had sex, the more comfortable we got with each other. We started having serious conversations, hanging out in private, almost dating. But sort of like you and Courtney, it's going to be long distance in the early stages. My ex and I split up even though we had been dating for a few years because of that same reason."

"Ok, final question. Hypothetically, say he asked you to sleep with his friends again. Would you?"

"No!" As she slapped my arm again. "What is it with you?"

"Hey, I'm not the cuck. Grayson is."

At that moment, her phone dinged. I asked, "Grayson?"

"Yeah. Asking if I'm ok and where I am. Let's head back. I don't think I can spend any more time with you."

"Really? How about we hop in the back seat? I bet I can change your mind."

"You are so insufferable."

I laughed as we drove back to the school. We didn't make it in time for the first period, so we thought we'd hang around and walk in for the second period. As we were talking, Zoe realized something. "Shit! I had a quiz in the first period."

"Relax, I'll take care of it."

"What?"

"Follow me," as I led her into the school. We walked straight to the nurse's office, where I knocked to make sure it was ok to go inside.

"Come in!" I heard from inside.

I walked in, followed by Zoe.

"Hey, Jake," Nurse Mapleton greeted me. "What's the matter today? How can I help you?"

"The help is not for me. It's for my friend here, Zoe."

"Oh. What can I do for you, Zoe?"

"Uhm, I'm not sure. He asked me to follow him, and I did."

"Ok, how can I help your friend, Jake?"

"She had a quiz this period, but as you can see, she missed it. So, I was wondering if you could write her a note saying she was in here that would let her retake the quiz later?"

"Hmm, sure, but you are getting too comfortable, Jake. I can't keep on giving you passes like this."

"I know, I swear I won't ask again for a while."

"A while?"

"Yeah, I mean who knows when I'll need it. It's nice to know I have this in my back pocket."

"Yeah, and you may not have it for much longer." She grabbed her notepad and scribbled something on it, tore it, and handed it to Zoe. "Let me know if you have any issues with it. I'll talk to your teacher and sort it out."

"Thank you so much," Zoe said.

We hung out in her office until the bell rang to go to our next classes. During chemistry class, Madison reminded me of the photoshoot and that it had to happen that week.

At lunch, I passed by Nurse Mapleton's office as she was closing up to go on lunch as well.

"You're building an impressive roster, Jake."

"Huh?"

"The reason you needed the note was because you guys were having sex, right?"

"What? No. I wish. We were talking and were late."

"Oh, then take back what I said. But you may want to consider her as your Ms.Santiago replacement, with Saturday being the grand finale."

I chuckled and said, "Yeah, Saturday is the big grand finale. But Zoe is already spoken for, so she's out of the picture. As for replacements, it does make sense to replace a teacher for another member of the school staff," I said suggestively. I was amazed at how forward I was. At the beginning of the year, I would have never said that.

She smiled and said, "Nice try, mister. You and me are not going to happen for now."

"Worth a shot."

"If it makes you feel better, I prefer my men experienced anyway. You young adults don't do it for me."

"I'm always down to try and change your opinion."

We continued to playfully flirt back and forth with each other until we reached the exit, where we went our different ways.

Lunch was Sydney rambling on about her ideas for Valentine's Day and reminding me about the meeting. Zoe surprisingly decided not to join the committee, saying she had prior commitments.

I looked at her thinking of the reason, and as if she read my mind, she subtly nodded at me.

The end of the day arrived, and as per the group chat, we were to meet in the council room. There were very few faces I recognized. I recognized Sydney and Courtney, but other than that, the only person from our year was Dima. The rest of the committee was made up of juniors, sophomores, and maybe a freshman or two.

We were assigned tasks by Sydney, with Courtney and I being paired together to find the DJ and entertainment. After everyone was given their tasks, I thought we would get out quickly, but Dima kept on asking questions. I could tell everyone was tired of it, except Sydney, who loved bossing people around. Finally, we were let go from the meeting.

Courtney and I agreed to meet up later in the week for it.

Wednesday morning, I pulled into the student parking lot. As I was walking towards the door, I saw Madison and Tyler waiting for me.

"Turn around, we're ditching today," Madison demanded.

"Why?"

"Because I have to have my photos taken today so he has enough time to edit them."

"Ok. Why do I have to chaperone? Can't you two go alone?"

"Nope. You're coming. You're the one who recommended him."

"I can't ditch again. I already missed half a day on Monday."

"Not my problem. I told you we had to do the photoshoot this week. And it's senior year anyway. As long your attendance isn't super bad, they'll let it slide."

"That's not what I'm worried about. They'll call my parents. I don't have any more excuses."

"I'll help you come up with one later. Now let's go. The less time you waste here, the quicker you can get back to class."

Knowing there was no way I could get out of it, I walked back to my car. Tyler took his truck while Madison carpooled with me. It was at the same place where I had taken photos of her last time.

She had taken her duffle bag into the bathroom while Tyler did his best to set up the shot with what he had.

He was still down, and as if this was the Tyler of old, he would've been jumping all over the place knowing he was going to see one of the hottest girls in town in her lingerie.

"Come on, man. Cheer up! You're going to take pictures of Madison Hill in her underwear. This is what you've been waiting for."

"Not anymore, man. If I could get myself out of this, I would. It just doesn't feel right."

"Jesus, how pathetic can you be?" Madison said as she emerged from the bathroom in a pink lingerie set with hearts all over it. "Everyone has breakups. You broke up in high school. That's not the same as breaking up with someone you spent a decade with thinking you'd marry them."

"And how would you know what feels like?" Tyler questioned.

"I don't, but it's common sense. I don't like getting involved in people's personal lives because I have better things to do, but this is pissing me off."

"Then don't get involved in it. Let's just take pictures and be done with it. Or have someone else do it. I don't even wanna be here."

"Shut up! You say that, but you and I both know that you do. The only reason people don't think you're as big of a perv as Dima is because you were dating Soniya. Now that you broke up, everyone will see who you really are."

"Well, I have news for you, Maddy. People change."

"Yeah, but not people like you."

Never did I think I would see a model in lingerie square up a lanky, pasty kid, but here I was, watching Madison and Tyler confront each other. I stepped in between them and pushed them apart.

"Guys, calm down. If you guys don't want to spend time together, then do what we're here to do and go our separate ways."

"Jake, take your hand off my tits."

"Oh, sorry Madison. Let's just take the photos and then we can all go back. I can go back to class, you two can not spend time with each other. Doesn't that sound good?"

They saw the point I was making, and Tyler finished setting up the shot while Madison put the finishing touches on her makeup. The photoshoot went smoothly as Madison approved of the pictures that Tyler took.

Tyler said, "Alright, so give me a week or so to edit the pictures. Then you can just pick the ones you like the most."

"You better be as good as he says you are at editing. I don't want to be paying you money for garbage."

"Speaking of payment, I was thinking we can change our terms."

"What? No, I'm not going to pay you more. At least, not until I see how this turns out."

"Oh, no I don't want any money. You said that I'm a perv, why not make that true? I want a blowjob. And let's not pretend you're not interested. I've seen the pictures."

Fuck! Madison let me take those pictures on the one condition that no one would see them. I didn't show it to Tyler on purpose, but it was partly my fault that he did see them.

I looked over at Madison, and quickly realized how much trouble I was in. She was staring daggers into me.

"I..."

Before I could explain myself, she cut me off. "I told you not to show anyone! You are so fucking dead!"

Madison was about to lunge at me before Tyler held her back.

"Woah, woah, woah, there missy. He didn't show me anything. I just happened to be snooping through his phone when I came across the pictures. Jake is at fault in no way possible."

"I swear to God he is telling the truth. He was going through my phone without me knowing. I didn't show him anything!"

She seemed to believe me but was no less angry with me. Tyler tried speaking but was silenced by her. No one said a word as Madison processed the situation, thinking of what to do.

Finally, she stood up, faced Tyler, and said, "I agree on one condition."

"Name it."

"Jake has to sit and watch the entire thing. He can't touch his dick, he can't touch me. If he does or he tries to get himself in any way, well let's just say you don't want that to happen, Jake."

"Deal," Tyler said without even consulting me.

"What? No deal. Can't you blow him without me being in the room? Why do I have to be here?"

"Because the only reason this is happening is because of your negligence. You could have hidden those pictures or made it a little more difficult to get to. This is your punishment."

"Why does everyone want to cuck me? I don't agree to this deal."

Madison pushed me down on the chair and placed her foot on my crotch. She leaned in real close to my face and whispered, "Listen, Jake, so far, you've only seen how I can make you happy. I strongly suggest we keep it that way."

Why was this so hot? My dick hardened under her foot, and she knew it. She applied gentle pressure that turned me on even more. I nodded my head, and Madison backed off from me. She turned her attention toward Tyler and said, "Let's see what we're working with."

Tyler dropped his pants, and for the first time since the breakup, I saw a flash of the old Tyler. I didn't want to see any more of him, so I started to study the fascinating lamp on the nightstand.

I could hear the sound of sucking, and soon the sounds of a happy Tyler as the hottest girl in school sucked him off. The urge to jerk off, or at least touch myself, was unbearable. But I didn't want to risk finding out what Madison's threat meant. With all my self-control, I restrained myself.

"Oh my God! You are so fucking good at this! Shit! Keep sucking it," Tyler said.

"Gluck! Gluck! Gluck!" were the only sounds Madison made. I heard her pop his dick out of her mouth and she said, "I think you've suffered enough. You can go now if you want. I want some privacy with your friend."

She didn't need to tell me twice. I grabbed my stuff and ran out of the room. I drove the long way back to school in hopes of my boner going away. By the time I pulled into the parking lot, my erection had gone away. I was in the clear until Madison sent me a photo. Against better judgment, I opened it and regretted it immediately.

It was a picture of her covered in cum, similar to what I had done to her in the girl's locker room, except this time, it was my best friend's cum instead of mine. It was followed by a short video recorded from Tyler's POV. He was fucking her. Her beautiful face was covered in cum as she got fucked by him. He was giving it to her good, too, because her tits were going crazy each time he pumped into her.

Madison: Now we're even ;)

Fuck! I needed to jerk off in the worst way possible. My boner was back but even more stubborn than before. After doing a quick survey, I reached into my jeans and started relieving myself.

I was jerking off when a knock on my window gave me a heart attack. I was so oblivious to my surroundings that I didn't notice that someone had approached my car. They knocked on my window again, and in a desperate attempt, I covered up the best I could.

When I looked at who it was, I was relieved that it was Nurse Mapleton. I rolled down my window and she asked, "Jake! What are you doing masturbating in the teacher's parking lot?"

"Teachers parking lot? I thought I was in the student's parking lot."

"I don't think that's the biggest problem here. What if someone else had seen you instead of me? What if someone has already seen you? What are you thinking?"

"I, uh, I don't have a good reason."

"Go park in your lot and meet me in my office. And put your penis away!"

I tucked my penis back into my jeans and parked my car in the student's parking lot. Lunch had just ended and the hallways were empty on my shameful walk to Nurse Mapleton's office.

I knocked on her door and let myself in. I walked in sheepishly and took a seat at the table.

"Care to tell me why you were publicly masturbating? Is this some kind of weird fetish you have?"

"No. I saw something that made me extremely horny. I tried waiting it out, but I let my temptation take over."

"Do you still have an erection?"

Even I wasn't sure as the embarrassment of getting caught got to my head. I looked down at my crotch and saw no bulge, but I could feel I was semi-erect. "Half chub."

"What?"

"Not a full erection, but I'm not soft either."

She sighed and tossed me the tissue box and lube. "Take care of it before you head back to your next class. I'll write you a note."

"Thanks. And could you write a note for the entire morning, too? Pretty please."

"Entire morning? This is the last time."

"Thanks."

"Alright. Get to jerking, mister."

It felt weird how comfortable I was pulling out my cock to masturbate in front of the school nurse. I grabbed a wad of tissues, applied some lube, and began jerking off. Unlike last time, I noticed that Nurse Mapleton was much more invested. Last time, she didn't even look in my direction, but this time, I caught her staring a few times.