Heartbreak High Read online

  Heartbreak High

  By Tomi Dean Lynch

  Copyright 2019, CPP Publishing©

  Meena

  I was never told that there were boys like Jake. He was not only the hottest guy I’d ever laid eyes on, but, he was also smart, funny, and rich. He was the guy that stopped traffic when he walked down the street and he was looking right at me!

  I was thrown in to this world of pretty, sexy people with no warning. When my mother died, my Aunt Tess was the only one willing to take on the responsibility of raising her kid. Not that there was much raising left to do. I was already sixteen when I got here and thanks to my mothers’ long term battle with cancer, I was more mature than most. If not, Aunt Tess may have shipped me off to a boarding school the first time I walked in to one of her after hours parties with the social elites. She wasn’t shy about her sexual exploits and often had multiple lovers at once right here in the living room. She called herself a free spirit but I knew that it was less about fulfilling her desires and more about job security. As the top entertainment lawyer in the hills, she provided her clients with something no other firm could offer; a safe place to act like deviants without fear of exposure and my beautiful Aunt to play her part in their sexual fantasies.

  With this much debauchery in my face every day, you’d think I would have jumped head first in to the fun but my Aunt wouldn’t have it and I didn’t want it. I sometimes felt the lustful stares of her clients but she would have shot and buried any man who laid a hand on me before I turned eighteen and made my own choices and they knew it.

  So, I lost my virginity to a guy that I met at a pool party when I was seventeen. He was cute, but, clumsy and it was over in about eight seconds. What a waste! It took me longer to get out of my wet bathing suit. I wanted something like I’d seen when I spied on my Aunts’ parties. I wanted to touch myself and moan like she did when she rode some hot, Hollywood dude. She laughed at me and said that the only way to get that was to find a guy with experience and confidence. The kind of guy that girls my age were told to avoid.

  I’d all but given up on the idea of having sex. I figured, if was going to suck, I might as well wait until I was old enough to join the party. That was before I laid my eyes on Jake Aldridge. Now, all I can think about is him!

  Jake

  “No bullshit this time, Jake!”

  That’s what my father said when he dropped me off for my first day at my new school. I admit I’ve been as asshole lately and I know that he had no choice but to move me to a new school but still, I don’t need him rubbing my face in it. Besides, maybe I wouldn’t act like a dick if he could stop putting his inside every plastic bitch who put her hands on it. That’s why my mother left him. That’s why he’s been married three times since I turned twelve. How am I supposed to act when I have a new family every couple of years? I feel less like his kid and more like a piece of luggage that he moves in and out of some other bitches place and this new one seems more interested in what’s in my pants than what’s on my mind. If I didn’t love him, I’d give it to her just to show him how stupid he is.

  Jesus, these fucking girls all look like miniature versions of their used up mothers. They all wear too much make up and walk like they have sticks up their asses. What a terrible waste of my senior year! I was thinking I’d have to check out the teacher tail if I was gonna get laid this year when I saw her. Damn! This chick has no idea how hot she is. Nothing makes my cock harder than a hot girl who doesn’t know she’s sexy.

  I walk in to the classroom and spot the desk right behind her. I want to see how she moves. I want to know if she’ll squirm in her seat when I walk by. I won’t look at her. I’d rather let her take me in without any pressure.

  I’m disappointed when I use my best strut to catch her attention and she doesn’t respond. I know I’ll have to be more direct so I lean over my desk and tap on the inside of her neck, right below her ear. She doesn’t turn. She just leans back and says, “What do you want?”

  I could answer that question but I don’t want to scare her away.

  “What page are we on in the text book?” I whisper.

  “Chapter twelve. Page two hundred and thirty,” she tells me.

  So, that’s it? Maybe she isn’t interested yet but I don’t care. I’ll get her attention somehow.

  Meena

  It took everything I had not to explode when he touched me! Every girl in the room started panting when he walked in the door. He was the hottest guy I’d ever laid eyes on but why would he be interested in me? I’m cute but kind of mousy compared to all these Cali girls and they’re never shy when it comes to guys. I’m sure he’ll be getting a blow job behind the tennis courts before seventh period.

  My concentration is completely blown as Mr. Parker drones on about the Civil Rights Movement. At this point he might as well be speaking another language. All I can think about is the guy sitting behind me. He smells as good as he looks and I can hear him breathing. I was all but lost in him when Mr. Parker said, “We have a few minutes left in class so, let’s meet our new student.”

  I turn in my chair, slowly, when I hear him push his out. From my seat, I’m staring at his crotch, so I lean back on my desk and lift my eyes to his beautiful face.

  “Hi, I’m Jake. I just moved here from West Hollywood. My dad is Trevor Aldridge; the actor,” Jake said, grinning like he should be the one making love to the camera.

  “Welcome, Jake. I hope you enjoy spending your senior year with us,” Mr. Parker said.

  Jake nods and sits back down before I have a chance to turn my chair and he looks me dead in the eyes. I’m stuck like a deer in the headlights and don’t know what to do so I just say, “Hi.”

  “Hey, you know my name. What’s yours?” he asks me.

  “Meena,” I tell him.

  “Nice to meet you, Meena. Hang back after the bell, okay?” he tells me and my heart starts racing. What could someone like him want from someone like me? Does he think I’ll do his homework for him since I look like I have no social life? If he does, I might just so I have a reason to talk to him.

  Jake

  I’ve got like two minutes to figure out my opening line and my hands are shaking. I’ve never had a problem coming up with something to say before. I can use my words to pull just about any girl out of her panties in two minutes flat but this girl doesn’t seem to be like the others. They pretend to be confident but inside their just as insecure as their mothers with their Botox lips and silicone tits. This one knows who she is. I can feel it. I have to be more careful. I don’t want to turn her off by sounding like a horny jerk.

  The bell rings and I kick back in my seat waiting to see if she’ll actually stay and talk to me. She does. She’s standing in front of me clutching her books to her body like a barrier between us. I smile at her and open my mouth after a bit of hesitation.

  “So, I’m new here, obviously, and I don’t know anybody yet. I was thinking maybe you could show me around after school. What do you think?” I ask her.

  “I don’t go out much so I’m probably not the best person to show you around,” she replies.

  “So, then, what do you do?” I ask her.

  “I usually go home and swim for a while. Then, maybe, take a hike in the hills,” she tells me.

  “Maybe I can take a swim with you?” I ask, sounding like an idiot.

  “I guess, if you want to. Do you have a car?” she asks me and I have to confess. It’s my second failure in this conversation.

  “My dad took my car privileges away for a while,” I frown.

  “That’s okay. Meet me in the student parking lot after school. I have a car,” she tells me. That was a real blow to my manhood but I need to shake it off and recover.


  “Cool,” I said, trying not to sound excited.

  “Do you have a swimsuit with you?” she asked me and I thought, here I go again! Of course I didn’t bring swim trunks to school.

  I was about to accept my failure but then I remembered and said, “No, but I have my gym shorts. They’ll do.”

  Meena

  I look around at all the other kids. I’m trying to be casual while I wait for Jake to meet me but my legs are shaking. I shouldn’t have told him that he could come to my place and to swim? Really? I’m too awkward for this kind of thing and it’s highly possible that I’ll find a way to make a fool out of myself. I’m not looking forward to embarrassing myself while half naked, either, but it’s too late. I made the invitation and now, he’s coming my way across the lot.

  He has his hands in the pockets of his tight jeans and he’s a little hunched over. He reminds me of a predator on the prowl as he glances from side to said and scowls. He’s confident and strong and that’s a little scary for me. My type doesn’t usually attract the sons of movie stars. I have no idea how I’m supposed to act with him or what he expects.

  He sees me and smiles. His smile gives me a deep pang in my stomach but I manage to smile back as he quickens his pace. I don’t know what he wants from me but I think he could convince me to do almost anything.

  Jake

  She looks a little nervous but that just adds to her hotness. Other girls would sooner die than look like they weren’t in control of everything. She dresses like a Cali girl but somehow she looks out of place in her clothes. I can see her in a pair of old jeans and a band tee shirt with her hair in a messy pony tail. I can see her on a farm somewhere riding horses and collecting more freckles from being out in the sun all day. She’s cute and sexy and that’s an awesome combination.

  I walk up to the car and nod my hello. I stand at the passenger door and wait for her to unlock it and let me in. She’s fiddling with the key when I close my door. Her hands are shaky. I want to reach over and steady it for her but I don’t want to scare her off. She hasn’t started the car yet and could easily tell me to get out so I pretend not to notice and look out my window.

  We’re finally rolling and I ask, “Do you swim every day?”

  “Pretty much. I like the exercise and the time alone,” she tells me and I wonder if that’s her way of letting me know that I’m not really welcome but then she says, “That’s what I normally do but it’ll be nice to have some company.”

  As we head up the hill I realize that we’re neighbors! This is even better than I thought. She’s within walking distance of my new backyard.

  She pulls up the driveway and I get a good look at the house. It’s just as big as my dads’ place so I ask, “What does your father do?”

  “I don’t have a father,” she tells me.

  “Your mom?” I ask.

  “No, my mom died. I live with my Aunt now,” she tells me and that explains why she looks so out of place.

  “So, where are you from?” I ask her; expecting an answer like Kansas or Oklahoma.

  “New Jersey,” she says, totally ruining my image of her laying naked in a hay loft.

  We go in to the house and her aunt is in the kitchen. She looks me up and down and then straight in the eye as she waits for Meena to introduce me. Good looks definitely run in this family because this woman is a Grade A piece. She’s a bit too made up and her hair is dyed but it’s easy to see that the rest of her is authentic and not store bought.

  “Jake Aldridge? I believe my firm represents your father. Trevor?” the aunt says.

  “Yes, he’s my dad,” I reply, flashing her my best smile. If things don’t work out with Meena, I might have to convince this woman to seduce me. Best to plant the seed early.

  Meena tells her that we’re going swimming and shows me to a bathroom where I can change before she disappears up the stairs. She’s not back when I come out and auntie gets some extra time to examine my chest. I work out hard and she seems to appreciate it.

  “How old are you?” she asks me, and I tell her that I’m eighteen. She pulls a joint out of her pocket and asks me if I want to smoke. I nod and she leads me outside to light up. We’re puffing and passing when she says, “Shit!” She puts the joint out in the ashtray and slips around the side of the house just as Meena comes out looking confused.

  Meena

  “Did my aunt bring you out here?” I ask because I didn’t expect him to leave the kitchen before I got back.

  He looks at the side of the house and says, “Yes.”

  “Did she talk to you about me?” I ask him, feeling betrayed but he just looks at the ground.

  When he looks up, he says, “I don’t think she wants you to know, but, we just smoked a joint together. I don’t want to start our friendship with a lie.”

  I’m pissed at her but happy that he was honest. At least she didn’t talk to him about me the way she does with her friends. When they wonder why I don’t party and hang out with their kids she tells them that I’m sensitive and fragile. She might mean well but I know they all think that there’s something wrong with me and she’s just being nice.

  He looks even better in his shorts than his jeans and it’s obvious that he isn’t wearing anything under them. I try not to stare but I wonder just how big that thing really is because it looks enormous from here and makes me a little insecure about taking off my cover up. I guess if I repulse him, the change in the way his shorts fit will let me know.

  He sits down and puts his feet in the water. I take off the shirt that I’m wearing and sit down beside him. I can feel his eyes on my breasts but I pretend not to notice. I’m about to say something but he surprises me by pushing me off the edge and into the water. I go under and come up to find him standing right in front of me. I wipe the water from my eyes and look at him. He lifts me up off my feet in a bear hug and I scream! He laughs and tosses me back under water. I want to be mad but it’s nice to be with someone who can act like a kid. Everyone else is so uptight and perfect.

  This time when I come up I find him swimming a lap across the Olympic size pool so I tread water and catch up to him. When we reach the wall he asks me if I want to race. I’m an excellent swimmer but he’s faster. I like that, too. We have something in common.

  “You want to swim laps or just hang out?” he asks me.

  “Best of three!” I say, and kick off the side.

  Jake

  Her tight little ass jiggles when she swims and it’s making me crazy. I want to grab her and pull her up against my cock but I don’t know if she’s ready for that. She isn’t flirting with me so I don’t know what she wants. You never know until you try right? So, when we finish our third lap, that I let her win, I slip in behind her and put my arms around her waist. She gasps and I’m about to ask her if this is okay but then I feel her relax and she leans her head against my chest. Yeah, I’m in!

  I pull her out to the deep end and hold her up as she floats on the water all the while looking down at her tits and the way the line of her tiny waist widens at her hips. I want to put my hands on her but I’ll behave myself for now. I’m still not sure how far she’ll let me go.

  She drops her legs in to the water and turns around to face me. I’m surprised when she puts her arms around my neck. I look down at her lips and watch as she licks them. That’s all the invitation I need to drop my head and kiss her. I slip my tongue in her mouth and she accepts it so I start to nibble on her neck. She moans a little and closes her eyes. I smile and slip my hands up her waist and on the sides of her chest. She doesn’t stop me so I squeeze her tits in my hands then lick and kiss her cleavage. Her body is trembling now so I grab her waist and pull her to me. She wraps her legs around me and I grab her ass and press her up against my hard cock. She moans again.

  Meena

  “Should we be doing this? I just met you,” I say, but that’s about all the protest I have. The truth is, I want him to take me right here in the pool. I don’t want t
o put up a fight. I want to feel him inside me.

  “Do you want to stop?” he asks me.

  I answer by kissing him and slipping my hands in his shorts. He lifts me off of him and slides them down below his cock. I look down and see it standing at attention in the water. I think it’s bigger than I imagined. He grabs my bikini bottom and pulls it down. I slip it off my feet and he grabs me by my ass and lifts me back up. He tries to enter me but he’s so big that my body isn’t ready for him. I can tell that he doesn’t want to hurt me.

  He puts his hand between us and begins touching me. Before I know it, I’m bouncing up and down on top of his fingers as he plunges them inside me. He has his thumb on my clit and I’m getting super wet. I want his cock now more than ever. I lift myself up off of his hand and grab his penis. I hold it steady as I glide my body in to position and drop down on it. This time he slides right in.

  Jake

  This girl is a wild cat and I like it too much. I don’t want to come too soon so I use my grip on her hips to slow her down. She’s super tight and it feels way too good to be inside her. I don’t want it to end. I carry her to the edge of the pool where I can stand and I reach inside her top and pull out one of her beautiful breasts. I suck on her nipple and she responds by grinding on my cock. I pull out of her and turn her around. I bend her over the side of the pool and take her from behind. I’m not holding back anymore. I pound her hard and fast and she’s practically screaming. Damn, this girl is something! My cock jumps and I come inside her. Rookie mistake! I hope this isn’t a problem later but right now, I just don’t care. I just fucked the girl of my dreams. Everything else can wait.