sex stories, anal stories

My Little Brother’s Girlfriend

I leave my room and head to the bathroom, wrapped in a towel. As I hurry through the den I see my little brother on the couch, his girlfriend is next to him, her legs draped over his lap. I had come home from college to watch the house while our parents were out of town, and being the cool older brother I am, had agreed to let Dan have Jenna stay over night. They are seniors in high school after all, and I remember how hard it was to get in some good alone time. I duck quickly into the bathroom and get into the shower.

As I bathe, my thoughts turn to Jenna, admittedly not for the first time. I recall the young latina lounging on the couch. Her dark, smooth legs were quite visible in the shorts she’s wearing. Her breasts, a respectable b cup if I had to guess, had been complimented well by her tight shirt.

I grin and touch my stiffening cock absentmindedly. I had passed through the room fast, but had I not seen her eyes move behind her glasses, passing over my bare chest? Wishful thinking perhaps, which speaking of…

I picture Jenna’s nude body standing with me in the shower, her dark hair damp and clinging to her neck. She is still wearing her glasses, ridiculous while bathing, but hey it’s MY fantasy. I grin as I imagine them fogging over while she washes her body, her hands running over her tits, legs then ass in turn. I notice I’m now gripping a firm erection and recall that I still must go back past Dan and Jenna.

As I try to cool down and finish showering, I feel a familiar twinge of guilt associated with having dirty thoughts about my brother’s girlfriend. I shake it off, as always. It’s just imagination after all. I finish and turn off the water. Grabbing my towel, I dry a bit before dashing through the den, resisting another glimpse at Jenna.

I spend the evening in my room, playing video games until my eyes sting. I blink as a soft rapping comes from my door. I pause my game and glance at my phone, it is 2:13 AM. I drag myself up and cross the room, ready to gripe at Dan. My mouth opens as I open the door, but then just hangs there in surprise. The light from my room shines over Jenna standing in the dark hallway. She is wearing one of my brother’s large t shirts, and I assume her very short shorts from earlier as I can only see leg past the hem of the shirt.

“J…Jenna?” I stutter, blinking my dry eyes.

“Hey.” She gives a big smile, her cheeks pushing her glasses up a bit.

“What’s up?” I ask, then: “Is Dan ok?”

“Oh yeah, he’s fine. Sleeping.” Jenna says quickly. “Can I come in?”

“Errr….” My eyes can’t help drift to her bare legs again. “Sure.”

I move aside and Jenna enters my room. Closing the door, I turn to see her looking curiously at my decorations and belongings.

“Cool stuff.” she says, apparently indifferent to the late hour and the oddness of her being here.

“Thanks.” I say, unable to think of anything else.

Jenna pauses, looking at my old letter jacket hung up on a peg. A smirk plays on her lips. “You know, when you were a senior and I was a freshman, I had a huge crush on you.”

I can feel my face grow hot. Of course I don’t remember Jenna existing before meeting her yesterday. “Oh yeah?” I feign casual amusement.

“Big time.” she says with no trace of embarrassment, stepping closer. “Actually, that’s why I came to see you.”

“What do you…” I cut my question short.

Jenna crosses her arms and grips the hem of my brother’s large shirt then lifts it up and off. My jaw drops, she is not wearing her shorts underneath, in fact she is now wearing nothing but her glasses. My cock stirs in my basketball shorts as I look her over. She is not excessively thin, but her stomach is flat. Her tits are small but perky, her dark nipples set almost dead center. She has no pubic hair, and I lick my lips as I look at the crevice of her slit peeking out. I shake my head a bit. This is Dan’s girlfriend, I can not let this go where it is obviously heading. And yet as Jenna moves closer, my reluctance softens and my dick hardens in my shorts. She stops right in front of me and I want nothing more than to ravage the sexy latina teen.

I open my mouth to offer a weak protest but Jenna stops my hesitation in it’s tracks by kneeling in front of me, the overhead light flashing on her glasses as she gets on her knees. She looks up at me smiling and grabs the waistband of my shorts. She pulls them down slowly, gasping in delight as my fully erect cock springs out.

“Even better than I imagined.” Jenna says. She drops my shorts to my ankles and runs her fingertips up my shaft.

My dick twitches under her touch. I pull off my shirt and toss it so I am as nude as she is. Jenna’s fingers close over my member and run up and down it’s length. She places her other hand on my abdomen and caresses slowly to my bare chest. Looking up at me she leans in and kisses the tip of my cock, making my hips jerk. She presses the head to her lips and rubs it over them. Then they part and she is sliding my tip between them. She moves her lips up and down my head, not quite crossing over the ridge.

“Ahh fuck.” My body tenses at her teasing.

Jenna pulls back, letting her hand stroke my saliva coated head softly. “You’re bigger than I’m used to…”

I block out the thought of my brother that threatens to pop into my mind.

“…but I still think I can take it all.” Jenna finishes, grinning as a fingertip traces around the ridge of my head.

“You wanna swallow my dick Jenna?” I can’t help myself.

Jenna looks very eager. “Yes, I want it so bad.” She pleads playfully.

And with that, she resumes sucking me off. Jenna bobs her head, this time letting her lips encase all of my head over and over. Slowly, more and more of my dick disappears into her warm mouth. She gets halfway down my shaft when my tip prods the back of her throat. There is only a second of pause and then she swallows the head of my cock, engulfing it in tightness.

“That’s it.” I groan.

Jenna is looking up into my eyes from behind her glasses as she inches down my shaft. I sigh in pleasure as her throat grips more and more of my dick. Her lips are almost to the base when she gags a little. She jerks back a bit instinctively and I cup the back of her head. I don’t push her further, but firmly hold her where she is, not wanting to leave her mouth.

“Don’t stop.” I command softly.

Jenna sputters a bit, making spit drip down my shaft. She gulps, squeezing my dick in her throat. Then, with determined eyes she gags again and takes the last of my length into her mouth. Her lips press against my crotch. She gargles, vibrating my dick. I hold her head down and for several incredible moments, my cock throbs in the depths of her throat. Then, Jenna pulls back hard and I release her. She comes away gasping for air but looking very pleased with herself.

“Mmmm I knew I could take it all.” She says, eying my saliva coated dick.

“God you’re good.” I pant.

Jenna wipes her lips as she stands. “I’m good at lots of things.”

She turns around and leans back into me, nestling my hard cock between her ass cheeks. I put my hands on her hips but she immediately grabs them and moves them up to her breasts. They are perfectly firm and are just enough to fill my palms. I squeeze and lift them, rubbing the hard nipples underneath my hands. Jenna moans softly and tilts her head back. Leaning in, I kiss her neck. She bends her knees slightly, making my spit drenched dick slide up her asscrack. She grinds against me, massaging my cock with her ass. I take her hard nipples between my thumbs and fingers and roll them, tweaking them gently. Jenna’s breath catches and her back arches as she slides her ass up and down my shaft. I am pressing forward against her, burying my dick between her cheeks. I nibble her neck as she moves her hips. Her eyes close and her lips part while I work work my way up her neck.

“What else are you good at?” I whisper in her ear, giving her nipples a firm pinch.

With a sharp gasp, Jenna answers. “Well, anal for one.”

My dick swells and as if on cue, the next time she grinds back against me, the head of my cock angles so it presses against her asshole.

“Oh really?” I ask as I grope her and nudge at her hole with my dick.

“Yeah. I love to take it in the ass.” Jenna breaks my embrace and leans forward with her hands on her knees.

She wiggles her ass, rubbing her rim over my throbbing tip. I grunt and put my hands on her hips, straining my head against her tight entrance. Still bent over, she looks over her shoulder.

“You want to fuck my ass?” Jenna questions seductively.

“God yes.” I moan, pulling her closer.

“Got any lube?” She asks.

I quickly move from behind her and cross to my dresser. After rummaging in the drawers a moment, I find a bottle of lube and turn to Jenna grinning.

“Lay on the bed.” she tells me, taking the bottle.

I crawl onto my bed and lay on my back in the middle. Jenna follows and stands up on the bed, straddling my hips, facing away. I see the glistening of her wet slit as I look up her dark legs. She bends over and grabs my swollen dick in one hand and squeezes lube out with the other. It flows over my tip and Jenna strokes me, spreading it over my shaft. She squeezes more out, leaving my head heavily coated in lube. She tosses the bottle on the bed and then bends her knees, squatting down. I watch as her ass lowers and spreads slightly. Gripping my shaft, she lines it up and her asshole perches on my tip.

“Ready?” Jenna asks, smirking over her shoulder as she rubs my tip against her rim, spreading the lube.

“Give me that ass Jenna.” I grab her hips and pull her deeper into her squat, her calves and thighs flexing.

Her eyes widen as my tip parts her asshole and she sinks onto my head. Then Jenna faces forward, her hands on her knees while her asshole takes inch after inch of my length. My hands squeeze her cheeks and part them so I can watch her rim stretch to engulf my cock.

“Mmmm fill my asshole.” Jenna moans.

I thrust up to burry the last couple of inches of my hard dick inside her. Jenna sits on my cock for a few moments then raises up, her hole gripping my shaft. I lay my head back and sigh in pleasure as she starts to ride me. Although she clearly has experience, her teen ass is incredibly tight. My cock throbs inside her each time she slides down.

“God yes.” I pant as she moves faster.

“Fuck my ass, fuck my ass.” Jenna chants, moving up and down.

She leans forward and her hole comes to the top of my cock. She bounces on it rapidly, her clenching asshole passing back and forth over my ridge as I repeatedly penetrate her. I see her legs tremble from the effort of squatting up and down rapidly. Her pace begins to slow and then she sits on my lap, my cock disappearing fully into her ass. I grab her by her sides and pull her back so she lays down on me, her back pressing to my chest, her elbows on either side of me so she is leaning up a bit. I can feel her breathing heavily. I reach down and grip her thighs from underneath, pulling her legs up and apart. I immediately thrust upwards and resume fucking her tight ass.

“Yessss.” Jenna moans, tossing her head back so her hair brushes my chest.

My hands squeeze her legs tighter, and I bounce her small frame against my hard thrusts. My cock is pounding into Jenna’s tight asshole, there are soft smacks as my crotch hits her ass cheeks.

“You like getting your ass fucked Jenna?” I growl while trying to push as far as I can into her.

“You fuck it so good!” Jenna declares in bated breath.

She puts her weight on one elbow and reaches between her legs. I soon here the splash of her fingers darting in and out of her pussy. I drill up into Jenna’s asshole, my hips coming off the bed. It feels amazing but the sound of her fingering herself is stealing my concentration. She sounds incredibly wet. I push my throbbing dick deep into her asshole one last time and hold it there.

“Let me fuck that pussy.” I whisper, still feeling her hole clenching on my cock.

“Oh my god, yes.” Jenna says.

She eagerly rolls off of me, my dick leaving her asshole slightly gaped, then got off the bed. She then bent over it, her feet on the floor, her chest and face pressed to the comforter.

I quickly get up to stand behind Jenna. I grab her ass and thighs and part them. I admire my brother’s girlfriend’s young pink pussy,  which stands out nicely against her dark skin. It shines with a thick coating of her juices. I take a minute to rub my thumb over her small, but swollen, clit. I watch as she writhes in pleasure, bent over the bed.

“Show me how a man fucks.” Jenna pleads, gripping my comforter and wiggling her ass.

Feeling like quite the alpha male at the moment, I say nothing, but lign my cock up with her pretty slit. She moans as I slide into her tightness. As soon as my head is fully inside her, I swing my hips forward and ram my full length into her.

“Oh shit!” she cries then grits her teeth as I start you pump hard and fast into her.

My cock fills Jenna’s tight hole over and over, making her ass jiggle with the force of my thrusts. Her pussy clenched on my dick as it moves deep inside her. I grip her hips and pull her back into me, the base of my shaft pressing to her pussy lips.

“Yes yes yes.” Jenna pants, grabbing my comforter tight enough to pull it off the other side if the bed. “Ffffffuck me!”

I grunt and give her ass a smack, my cock pulsing with each plunge into her wet hole. My pace increases as adrenaline floods my body, my orgasm slowly starting to build. My crotch slaps against Jenna’s bouncing ass. Her cheek is pressed to the bed, her lips parted while she moaned. Her legs are shaking now and I spank her firm ass again.

“You gonna cum for me Jenna?” I grunt while fucking her as hard as I can, pushing deep into her clenching pussy.

Her eyes open and look at me over her shoulder, she nods fervently, apparently unable to speak.

I grip her tighter and pound my hard cock into her juicy slit. “Say it.”

Jenna’s eyes are wide and her body shakes. “I…..I….I’M CUMMING!” she screams the last words into the comforter, muffling her cry of pleasure.

Her back arches and she stands on her tiptoes, her knees turn in slightly as her body tenses. Her thighs twitch under me. I continue to pump into her quivering pussy as she orgasms, the tightness gripping and massaging my head and shaft. My own muscles tighten as I fuck her desperately. Jenna seems unable to move while I continue to drill her. My hips buck frantically and sharp ecstasy flows through me. With a long groan I pull out of Jenna’s tightness and jerk off vigorously. I twitch then sigh in relief as I unload. Cum splashes over Jenna’s ass cheeks and lower back, the white in sharp contrast to her dark skin. She grins back at me as I slowly finish my climax.

“I’ve never cum like that before.” She says giddily. “You are so good.”

“Fuck Jenna.” I run my hand through my hair, looking down at Dan’s girlfriend covered in my jizz. “We shouldn’t have done that.”

She rolls her eyes. “Dan’s not gonna know. Didn’t you enjoy it?”

My eyes roam over her cum coated ass and her dripping slit. I can’t lie. “Hell yeah…” I trail off, staring at her. “But still..”

“Don’t worry, it’ll be our little secret.” Jenna smiled then asked. “Um do you have a towel?”

“Oh. Of course.” I fetch one from the laundry.

Jenna takes it and cleans herself up before slipping my brother’s shirt back on. She turns to me.

“Guess I’ll see you tomorrow.” She says, then must read my face. “Don’t worry, he’ll never know.”

I take a deep breath. “Yeah, you’re right.”

“And he won’t know the next time either.” Jenna winks.

She leaves my room while I stare after her with my jaw hanging open. Next time?

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2 years ago
 

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