The Wrong Brother
by Ashley
Copyright© 2023 by Ashley
Erotica Sex Story: Fourteen-year-old Tiffany has a massive crush on her best friend's big brother, but he barely acknowledges her existence. She finds that letting her skirt carelessly blow in the breeze as she cycles near him works beautifully to get his attention. He sweeps her off her feet but it isn't all quite as lovely as she had innocently fantasized.
Caution: This Erotica Sex Story contains strong sexual content, including mt/ft Ma/ft Consensual Romantic Heterosexual Fiction First Masturbation Oral Sex Petting .
Nate is eighteen, gorgeous and I’m desperately in love with him. I watch from my bedroom window as he works on his car in their driveway over the other side of the street. He generally just wears a clinging white T-shirt and tight greasy jeans and my little heart flutters as I watch his lovely muscles rippling under his bronzed skin and gaze at his lovely firm butt.
Sometimes, when I’m very lucky, he takes the shirt off. On those times my hand sneaks down the front of my jeans or up my skirt and I stroke my tingling little pussy over my panties, dreaming that it’s his fingers touching me.
I kind of know that it’s never going to happen. I’m only fourteen years old, well fourteen years and seven months old actually, and Nate always has a pretty girl his own age on his arm. Although now I come to think of it, I’ve rarely seen him with the same one twice.
There’s no denying that I’m pretty, with long blonde hair and big, bright blue eyes but I’m only little, and I’ve only got small boobs. I think I’ve got quite a nice figure though and I’m pretty sure my ass is nice because a lot of guys take a second look, and sometimes more.
But Nate doesn’t know I exist. Whenever I go near him he just yells, “Hey Billy, your little girlfriend Tiffany is here.” and goes back to work.
Billy is his little brother and he’s been my best friend since just after they moved in, some six years ago now. I still remember the first time I met Billy and thinking what a funny-looking little boy he was: he had ginger hair, a goofy but honest kind of face full of freckles, and big jug ears. We were pretty much the same age and had been more or less inseparable ever since.
One day when I’m watching Nate my fervent prayers are answered and he takes his shirt off. I’m so excited that when my hand goes up my skirt I push my panties to the side and stroke my bare pussy. I’m in a mini heaven watching him and wondering what it would feel like to have those strong arms wrapped around my body and his lips kissing mine.
Then I feel something I’ve never felt before: I’m getting all wet inside! Whispered and giggled comments I’ve heard from time to time suddenly make sense. It’s almost as if the wetness is sucking my finger inside my vagina and I gasp as I penetrate myself properly for the very first time.
Of course, I’d had some exploratory sessions, but it’s only now, with this lovely slipperiness, that it feels so amazingly good. Without taking my eyes off Nate for a moment I plunge my finger in and out and rub the magic button at the top which I’m already very familiar with.
My nipples are suddenly very hard and almost aching, and the fingers of my other hand caress and stroke them. I can feel a pressure building inside me: my heart is pounding and I keep forgetting to breathe, a squeaked gasp only every now and again.
And then it hits me: intense pleasure like I’ve never felt before in wave after wave and the wetness floods out of me all over my fingers. It’s my first ever orgasm and finally, I understand what all the fuss is about. I giggle to myself as my body shudders and twitches out of my control and smile fondly at Nate who I feel has somehow given me this awesome gift.
Then there’s a knock, “Hey, Tiffany, can I come in?” It’s Mom and I panic. I pull my fingers out of my pussy and look at them in horror.
“Hold on a sec Mom!” I screech back, far too loud and far too shrill. I can’t let her catch me with my hand like this, looking at Nate out of the window. I stuff my fingers into my mouth and dive for the bed, grab a book from the bedside table and open it at random and then lick the last of the juices from my hand before wiping it on the covers.
“Come on in, Mom,” I say in what I hope is a more normal-sounding tone.
She comes in, looks at me, and smiles. She says something but I don’t catch it because my brain is screaming at me, “That tastes fucking gorgeous!” I dimly become aware that Mom is looking at me expectantly.
“I’m sorry, what?” I ask, all confused.
“I said, Billy’s downstairs waiting for you,” Mom says, looking very amused. “When you’ve finished your chapter of course,” she adds, looking down at my book. When I glance down I feel my face burning up: the book is upside down! I look up and Mom is already leaving my room and I can see her shoulders shaking as she laughs at me.
Even though I want the bed to swallow me up I start giggling too, and then begin sucking my fingers again and thinking about Nate. I don’t know if it’s the fact that I feel more grown up now that I’ve had an orgasm or if I just want more, but I decide I absolutely must make him notice me.
The next day I put on a short, summery skirt and a tight singlet with no bra. Under the skirt, I wear a pair of very old panties. I haven’t worn them for a while because the last time I tried they dug into me because they were too small. I can still get into them, just, and the thin, almost transparent, material hugs my pussy like a second skin, showing off both the shape beautifully. That’s important because today it’s going to be seen!
I get on my pushbike and cycle around and around Nate as he polishes his car. My skirt is flying everywhere and he’s watching me very closely. I love the way his eyes are glued to my panties and I get so turned on that my little nipples get really hard and show through my shirt. I can see that Nate has noticed those too!
I’m so happy that he is finally looking at me properly that I don’t even care when Mister Brightwell walks past with his dog and his eyes almost pop out of his head when he too gets a good look up my skirt.
“Hey, would you like to go for a drive, Tiffany?” Nate asks as he gives his car one last buff.
“Really Nate? That would be so cool!” I answer, thrilled. He opens the passenger door for me, like I’m a proper lady, and I get in.
I’m so excited that I babble on about everything and nothing and Nate smiles and nods occasionally as if he’s listening. I don’t pay much attention until he parks up and we are at the end of a small track in some woods. He switches the engine off and turns to me.
“You know Tiff, you’ve gotten awfully cute recently,” he says smiling, and I feel my face burning but I love it. He puts his arm around my shoulders and draws me closer and I’m trembling, hoping to God that he’s going to kiss me. With his other hand, he strokes my neck and then he leans forward and kisses me softly on the lips.
It feels wonderful and I close my eyes and reach out but suddenly he’s gone. When I open them he’s coming round to my side of the car. He opens the door, reaches in, and picks me up like I weigh nothing. I put my arms around his neck and just feel myself melting in his strong arms. He carries me round and lays me on the hood. It’s a slightly chilly day but the hood is lovely and warm from the heat of the engine.
He kisses me lots more, this time slipping his tongue into my mouth and I’m in absolute heaven. His hands stroke my neck and then work down to my little breasts. His big strong hands are remarkably gentle with my nipples and they get so hard that they almost hurt.
I feel I should be worried when his hand slips up under my skirt but I’m so excited that all I can feel is overwhelming love for him and joy that he wants to touch me. When his fingers brush over the front of my panties I’m not sure what I’m most worried about wetting myself or passing out, and I seem to have forgotten how to breathe!
Nobody has ever touched me down there before and it’s so, so much better than when I touch myself. I can feel that I’m getting wet inside and now I’m worried about that too - do other girls get as wet as me?
My mind is spinning at the gorgeous sensations his fingers are causing and I wish more than anything that he just keeps kissing me and touching me. Again I’m disappointed as his mouth leaves mine, but I gasp in shock almost as he pulls my panties to the side and I feel the cool air on my wet pussy. He’s sliding down my body and Nate can see my naked pussy!! screams through my mind. Oh God! Oh God! Oh God! When he sees me he’ll know I’m just a little girl because I’ve only got a little bit of hair ... Or he’ll think I’m gross because I have got hair and I don’t shave!
My panic stops, and my heart nearly does too, as I feel his soft lips kissing the outside of my pussy. It feels so gorgeous that I forget to breathe completely as my whole being focuses on a few square inches of bliss between my legs.
Just as I think it can’t possibly feel any nicer his tongue pushes between my pussy lips and it’s like fireworks going off down there. I run my fingers through his hair and my hips rise all of their own accord, pressing harder against his lips and tongue. All that’s going through my mind is, ‘Nate is kissing my pussy!’ over and over.
Then I feel his fingers parting my lips and I think I maybe I scream as he begins to suck on my magic button. My thighs close on his head as wave after wave of the most intense pleasure I’ve ever felt crash through me making me shudder and grunt uncontrollably.
It seems to last forever, but also to be over far too soon. As I release him from the grip of my legs, he looks up at me and grins. I try to smile back but I suspect my expression is just one of immense gratitude mixed with pure awe.
He wriggles up me and kisses me and I love the way that his whole mouth tastes of my pussy. I put my hand behind his neck and pull his face hard against mine, wanting to devour this lovely, lovely man that’s given me such joy. Much too soon he pulls away and starts undoing his pants.
When he pulls his penis out, all big and hard and somehow angry looking, I hear myself squeak. I’d seen pictures, of course, and always thought they looked ... a bit silly to be honest, but this is Nate’s and so I love it to bits.
I guess I think it looks angry because of the thick veins running down the side and the purple shiny knob, but then I see that it’s twitching and suddenly I desperately want to touch it.
I slide down off the hood and reach out. Then I stop, suddenly unsure if I’m doing the right thing. Nate gently takes hold of my wrist and pulls it toward his dick. I’m so excited that I’m shaking as he wraps my fingers around it. He removes his own hand and I giggle, hearing him moan as I softly stroke it up and down.
I adore the way it trembles in my hand and the way it feels so warm. I’m also fascinated by the end, all tight and shiny, and with my other hand I stroke that too, marveling at how smooth it is.
Then I feel his hand on the top of my head, gently pushing me down and I realize he wants me to kiss it, which seems like a wonderful idea. I kiss the shiny tip, right on the tiny slit, and I’m tentatively licking it when Nate bumps it against my lips. A little nervously I open my mouth and he pushes the tip inside. My mind is reeling with the enormity of what I’m doing but I adore the way I’m making him moan and groan as my lips tease the ridge under the tip.
I’m really loving it when Nate’s hand slides down to the back of my neck and he pulls me forward, forcing it further into my mouth. I’m less happy now and then the tip touches the back of my throat and I start to gag. I put my hands on his stomach to try to push him away but he’s stronger than me and I start to panic.
He pushes it even deeper, into my throat, and I’m gagging and I can’t breathe! Tears are streaming down my face, and it’s awful, hideous. It seems to go on forever and I think I’m going to die, and then finally his penis twitches and he pumps warm sticky stuff into my sore throat.
“That was awesome Tiff,” he says when he finally releases me. I choke and splutter as I try desperately to fill my lungs. He picks me up and holds me tight and kisses my neck and whispers sweet nonsense to me and gradually my crying stops and I manage to catch my breath.
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