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For the record, while I don’t consider myself the luckiest guy on the planet, I reckon I must be up there somewhere.
I’m Aaron Scott. I was a nationally ranked tennis star. The country's number 1 player at my age for four consecutive years when I was a kid. Then I blew out my knee, spent a year rehabbing, and when I got back I couldn’t even take a game off of anyone in the top fifty anymore.
I know what you’re thinking, that sounds unlucky right? Well, my best friend took over my spot. He went pro, made millions, won a bunch of tournaments, including a grandslam. If I said his name, you’d know it.
He’s living the life I pictured for myself. He’s happy, but I wouldn’t be, I know that now. On the road all the time, always focussed, no time to have real fun? He doesn’t drink. He gets drug tested every other month. If he looks sideways at a girl it’s in the news. I’ve spent time hanging out on tour with him, and I’ve realised that it’s not for me.
Instead, I’m a 24 year old tennis instructor at one of the most exclusive country club’s in the state. The money is great, and I spend all my time tutoring rich housewives, and they love me. For a guy who likes fucking and partying more than a pro lifestyle allows, I feel like I hit the jackpot.
This weekend my student, Lisa, asked me to come with her up to her beach house for some private one-on-one training. By the way, the property does not have a tennis court.
It’s a beautiful Friday night, just after sunset. It’s dry, the air is warm. I’m relaxing naked in the hottub out back, sipping champagne, looking at the ocean, watching the patterns made by the moonlight.
The door opens, I turn my head and Lisa is standing there, wearing a towel and a smile. She’s gorgeous. Mid-forties, tall, toned, curvy, tanned. Her brunette hair is tied up.
“I’m ready for my lesson Mr. Scott,” she says in her low, sensual, husky voice, as she unties her towel and drops it, baring her naked body. I take in her beautiful, perfect fake breasts, the curve of her hips, the pale tan line in the shape of a bikini bottom framing the neat landing strip, leading to her tight little pussy. I get hard and smile in anticipation.
She climbs into the tub, slips into the water, straddles me, puts her arms around my neck. I take her perfect ass in my hand, and she kisses me on the lips.
She breaks the kiss, looks at me with a smirk and tells me “I’m so looking forward to having you to myself this weekend. I’m going to do my best to fuck you so hard you wont want to fuck any of the other ladies you tutor.”
I grin back at her, a twinkle in my eye “You’ll have to fuck me really hard then.”
She laughs, and reaches her hand under the water and finds my cock. She lines it up and lowers herself onto it. She’s so wet I enter her easily, even in the water.
She bites her lip as she rolls her hips, slowly fucking me. We settle into a steady rhythm as her pussy lips slide up and down the shaft of my cock. I hold her breasts up and lean down to kiss and lick one nipple, then the other.
“Oh Aaon,” she moans, “You’re so much bigger than my husband.”
The sound of a car’s engine cuts through the night. Headlights appear, sweeping through the glass of the front and back doors for a moment. Lisa gets a look of panic on her face. She climbs off of me in a panic, and tells, “Fuck, that’s Davis, he was supposed to be working all weekend. You have to go.”
“Go, where?”
“Just go, that way,” She points to the beach.
“I’m naked!”
“He’ll see you if you go inside, just go, hide behind the house, I’ll bring your clothes when he’s asleep.”
“It’s eight thirty! That could be hours from now.”
“DO YOU HAVE A FUCKING BETTER IDEA? GO! TAKE YOUR DRINK, HE CAN’T SEE A SECOND GLASS!” she whispers as loud and severely as she can.
I leap out of the tub, grab my champagne glass and run, my cock bouncing awkwardly, until I turn the corner and press myself against the wall of the house. The moment I do, the back door opens.
Lisa speaks first, the panic completely gone from her voice now, “Davis, honey, what a pleasant surprise! I didn’t think you could make the time this weekend?”
“The whole IT system just shut down. You believe that? We pay these guys millions and everything just falls over? Bunch of overpaid morons. Anyway, they’re fixing it, but it’s going to take all weekend, so I can’t do anything. I thought I’d drive up and surprise you.”
“Oh, well, why don’t you pour a glass of champagne and come join me.”
“Should I put on a bathing suit?”
“I’m not wearing one.”
I hear his footsteps as he walks back into the house. I risk a peek around the corner. She scowls at me and waves me back. I pop back into hiding.
I hear him come back out. He slides into the water. There’s the sound of kissing, light splashes, then she’s moaning.
I risk another peek. She’s straddling him like she was me. They’re fucking. She’s moving slowly on top of him, her arms around his neck.
“Oh god Davis, I love your cock. You’re so much bigger than any other guy I’ve been with…”
The last thing I want to do is stand here and listen to Lisa fuck her husband. I turn and walk off, towards the sea, away from the house.
I’m completely naked, but it’s dark, warm and dry. The sand under my feet feels good. I can close my eyes and pretend I’m somewhere tropical and sunny.
I finish my drink and throw the glass away, taking some satisfaction from the sound it makes as it shatters on rocks. My erection subsides and I’m left frustrated, with a dull ache of blue balls. I’ve had it worse.
I pass a couple of houses that are completely dark. I think about trying to break in, just for a place to crash and some clothes, but, I decide I’m not at that point yet.
After about fifteen minutes I see a light coming from behind a dune. I walk to the edge and look around to see a house, similar to Lisa’s. There’s a woman sitting on a chair on her back porch, bathed in light, reading a book and nursing a glass of red wine.
She looks like she’s late forties or early fifties. Pretty face. Black hair in a bob. She’s carrying more weight than Lisa. A lot more. That’s not a bad thing, I like big girls. From this angle I can see the side of her big ass filling out her leggings, her massive tits straining against her t-shirt, her thick thighs….. I’m getting hard again. Shit. I’m still on edge, still horny after my fuck was interrupted earlier. I’m imagining a fantasy where I walk up naked, she looks at me with lust and just drags me to bed.
That’s not going to happen. Not in real life. I take a deep breath, try to relax. I Flex my arms to get the blood to a different part of my body. I need help from this woman, it’s going to be harder to get if I’m visibly erect.
I wait until my erection goes down, then I call out, “Hi!”
She looks in my direction. I’m only about twenty feet away, but she can’t see into the darkness. “Hi,” she responds curiously.
I take a deep breath and decide to just lay my cards on the table, “Um, look, I’m really sorry to bother you, and there’s really no good explanation for this, but I’m out here naked and alone and I could really use some help?”
She looks surprised for a second, before realisation crosses her face, “Let me take an educated guess. I just saw Davis Carletti’s car drive past a while ago, so I assume you were a guest of Lisa’s. You were in her hot tub when he pulled up, and you had to run. You couldn’t go back inside to get your clothes. You walked along the shore until you saw me and decided to ask for my help?”
I stand there dumbfounded for a moment, processing what she said, before responding, “Uh, yeah. That’s exactly right.”
She laughs, “Don’t worry, believe it or not, this isn’t the first time that’s happened.”
I feel relieved, “So you’ll help me?”
A mischievous grin appears on her face, and she says “Yeah, I’ll help you. Come on out of the darkness.”
“Can you throw me a towel or something to cover up?”
“No.”
“You know I’m naked right?”
“Yes.”
Jesus, I think, that fantasy might happen after all.
“Alright,” I say and walk forward away from the trees. She watches my silhouette walk until I enter the light. She can see me now, and her face lights up. Her eyes dart around, taking in my body, settling on my cock. She stares shamelessly and bites her lip. I’m standing there and she’s eye fucking me.
“Jesus,” she says eventually, “Lisa certainly has a thing for athletic young men. Your body is marvellous.”
“Thanks,” I say awkwardly.
“What’s your story? Are you her personal trainer or something?”
“Uh, I’m her Tennis instructor.”
She chuckles, “Oh, I know you, you’re Aaron Scott, aren’t you? You’re that instructor in Redwood who’s been fucking half the married ladies in the city, aren’t you?”
“Uhhhh, I wouldn’t say half…”
“It’s nice to meet you Aaron. I’m Aubrey. Of course, I’ve heard a lot of gossip about you from my friends…. Don’t worry, they’re all very complimentary,” she breaks eye contact with me to look between my legs again, before looking back up, “And I thought they were all exaggerating about how big you were, but I guess they weren’t.”
She grins at me and I smile awkwardly back. There’s an awkward silence, punctuated only by the sound of the waves.
“So can I come inside and get something to cover up?” I ask eventually.
“No,” she replies flatly. She takes another sip of wine.
“Do you want me to just stand here naked then?”
“For now. I have a question.”
“Sure.”
“Did you fuck Lisa? Before you had to run?”
“We had started, but…”
“you didn’t get to finish?”
“Yeah….”
“You poor thing. How come your cock isn't hard right now? You must be horny?” She has a wide grin on her face now, it’s clear she’s enjoying this.
“Um, I’ll be honest, I’m trying very hard to not be hard.”
She laughs, “Oh, that’s funny. I’ll tell you what,” she says in a suddenly seductive voice, “I’m going to get naked myself now, and if you can stay soft while I do, then I’ll give you clothes, food, a shower and a bed for the night, and I’ll get your stuff from Lisa for you in the morning. But if you do get hard, then before I give you all that you and I will walk down to the beach, and you’ll have to eat out my slutty little cunt until I come, and then you have to fuck me with your big hard young cock. How does that sound?”
My eyes go wide and my cock springs right to attention.
She bursts out laughing, “Jesus christ, you’re eager, aren’t you? I didn’t even get to show you my big juicy tits yet,”
She smirks at me as she stands up and pulls her t-shirt over her head, revealing a simple black bra that barely contains her enormous tits. She reaches back and opens it, and they tits spill out. They’re huge, gorgeous, soft and inviting. I can’t wait to touch them.
She kicks off her shoes and pushes her leggings down her thick thighs and off. She’s not wearing panties. I can see her bald, glistening pussy. I’m mesmerised.
Wordlessly, she walks towards me, gently takes hold of my cock, and leads me off into the darkness. I feel sand on my feet again, and I can see the moonlight reflecting on the ocean. I can see her wonderful, curvy silhouette in front of me as she leads me, until she decides on a spot. She lets go of my cock, turns around, lies on her back and spreads her legs.
I take a moment to admire her body, barely illuminated by the moonlight, then, I get on my knees and kiss the inside of her thigh. My lips make their way up to find her pussy. I slip a finger inside and find she’s soaking. I find her clit and take it in my mouth, I suck on it, then I lick on it, then I suck again. My fingers find her g-spot and drag back and forth inside her.
“OH GOD, OH AARON, IT’S BEEN SO FUCKING LONG SINCE MY HUSBAND DID THAT!” She squeals and moans, “SUCK ON MY SLUTTY LITTLE CLIT YOU FUCKING SEXY MANWHORE!!!”.
The moonlight illuminates her glorious tits, as they jiggle and bounce while I pleasure her. She puts her hands on my head and pushes me against her crotch. She’s screaming and crying out, and part of me wonders if anyone can hear her.
She cums suddenly. Her body tenses up, her pussy grips my fingers like a vice. She cries out “OH YES, YES, YESSSSS!!!!” as she writhes uncontrollably, her body jerking repeatedly. I keep sucking on her clit as she cums, until her hands move me away when it gets too sensitive for her.I stand up and look down at her. She’s breathing hard, but she looks happy. She takes a moment to recover, then asks, “Are you going to fuck me with your beautiful hard cock now?”
“Yes Ma’am,” I reply with glee as I kneel between her legs. I point my cock at her opening and slide it in easily. She gives a satisfied moan, and tells me, “Oh my god, you’re so big. That feels nice.”
I start to thrust slowly as I put my hands on her tits and massage them. They feel unusual at first, and it takes me a while for me to realise it’s because they’re real. I lean down and take a nipple in my mouth, and lick and kiss it, and then I do the same to the other. She puts her hands around me and pulls me against her and asks, “Do you like my tits?”
“I love them,” I admit, “I want to build a fucking alter to them.”
“Lisa’s are fake right?”
“Yeah,”
“I fucking knew it!”
I grin and speed up, starting to fuck her properly. I’m thrusting my hips hard in a decent rhythm as my cock slides in and out of her. She moves her hand down to grab my ass and tries to pull me deeper inside her. I catch her eyes, and I move my face towards hers and we kiss for the first time.
I’ve been building up to this for a while now, since I was in the hot tub with Lisa, and I realise I’m not going to be able to last very long. I break the kiss to tell her, “I’m close.”
She smiles at me and nods, “Cum in my slutty pussy.”
I nod and raise my body so I’m upright. I lift her leg to get a better angle and start slamming my cock into her properly. I keep thrusting like this, going deeper and deeper until I can’t hold out. With one final thrust I hold myself against her and let my cum fill in her welcoming, grateful pussy.
I collapse on top of her when I’m finished, breathing hard. She holds me against her and we lie there for a moment in silence. She plays with my hair, and she smiles and says gently, “Well, you live up to the hype, don’t you?”
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