Helpless - His First Time free porn video

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I can’t even remember how long I’ve been sitting on the edge of her bed - funny how time slips by when your fingers are laced with those of a beautiful girl. Her beauty is so intense that my eyes are repeatedly drawn away from the view of a sparkling city under the night sky. It was, admittedly, a bit awkward at first to be sitting with her on her bed, but awkward silence quickly turned into lustful energy at the sound of her voice, so disarming and tender.

What started as a semi-casual conversation about sex had turned into a heated exploration of kinky desires... things I wouldn't dare share with anyone else. But I trust her. That's why I told her my fantasies. That's why we agreed to do this...

Immersed in sexual tension, she turns gently towards me and I follow her lead.

"How do you feel?" Her voice melts through the silence.

Oh, that question. It's torture to expose myself this way, yet the heat of my arousal doesn't fade.

"I feel... shy," I mumble, more softly than I expected

"Yes, my shy boy," she replies knowingly and I am staring back, wide-eyed.

She called me 'boy'. My face flushes. No one's ever talked to me this way before. I don’t feel like she’s demeaning me but I also have no idea what to say…so I laugh. Nervously.

"Maybe 'boy' is inappropriate," I joke.

She ignores it. She's not joking now.

"My shy boy," she repeats, eyes glistening as a suggestive laugh escapes her, "everything I want to do to you tonight is inappropriate."

Her shameless desire catches me off guard and I'm lost for words. She folds up onto her knees. Now she's just a bit taller... looking down at me. I breathe in this feeling of smallness, the beginning of my submission to her that is finally going to happen tonight. It’s all been arranged and discussed. So much, in fact, that I feared we’d over-planned and that it somehow wouldn’t be as much fun. But now, in this moment, it all feels like a dream.

I gaze up into her beautiful, bright eyes, alight with passion and hot with energy. She wants me and God, oh God, I want her, too. Just as I twitch a muscle with the thought of touching her, I feel the soft caress of her hand on my cheek. She lights up with a coy smile.

Slowly, she bends down to my ear. I can feel her breath there, teasing me.

"I want to take you on a new adventure, tonight. I want to bind your hands and feel you surrender yourself to me." She licks her lips and I feel my breath hitch as she continues, “I want take full advantage of your body. Is that alright with you, love?"

She finishes her question with a hot breath and a playful flick of her tongue over my ear that sends shivers down my neck.

My heart is racing; my breathing comes in anxious pants as something, perhaps embarrassment, sweeps over me. I am a flushed, horny mess and I don't know quite what to do or say. I want to make another joke, be cheeky, banter with her... but I also want to succumb to her, adore her, show her how badly I desire her power over me. The dichotomy of emotions swelling within me is almost too much and I don’t meet her gaze until she takes my face between both of her hands, a firm grip under her soft skin.

"Talk to me, my lovely, shy boy," she urges, locking her stare into mine, "How else do you feel?"

"I feel... well... excited, but also nervous… ”

She waits for me to continue.

“Um... and a bit aroused if I'm honest."

"Good, that's all to be expected," she smiles, satisfied, and taps her palm gently against my cheek and plants a kiss on my forehead. "And, you know, I like it when you're honest with me."

I am warm with pride at her words and almost feel silly for the way they melt into me. Suddenly she's up, standing by the bed, still staring down on me with a cute, devious smirk and hands on her hips. I stare back with inquisitive eyes. What should I do now?

"Let's start then," she interjects. She sounds bossy… serious… and sexy. “If you want to play with me, I expect you to be as clean as possible."

I shudder at the word 'expect' and all I can think is that I hope I can live up to her expectations tonight.

"You'll go take a shower and come back here in just these," she continues and it is somehow relieving to no longer wonder about what I should do. She’s tossing a pair of black boxer briefs from her drawer into my hands. "Don't worry they're new."

I nod and take the soft new underwear into the bathroom. They faintly smell like her from living amongst her panties. How long has she saved this gift for me?

I shower thoroughly, intent not to fail my first task as her submissive. After my shower, I towel dry and dress as instructed. Looking in the mirror, I realize just how naked I feel, even not being totally unclothed. I'm really going to do this. I’m going to be submissive and kinky and it’s going to be fine. There’s no reason to be nervous, I tell myself. It won’t be too different from regular sex. Except, what if it is different? Or, what if it’s better?

I decide that I've got to stop overthinking and, with a deep breath, I enter the bedroom and she is sitting on the bed again, but in a completely different outfit. She’s changed for me, too, and the thought makes me grin stupidly.

A tight black and purple dress hugs her hips and displays her full breasts. Her long legs are bare and crossed and slick black pumps are on her feet. Her long hair is up in a high pony tail. She's still smirking. I'm taken aback by her, and feel heat rushing to my cock. God, we haven't even touched yet.

"Sit with me, darling," she beckons, patting the comforter. On the fluffy white bed, she seems like such a pure girl. And now... well...

I obey silently.

She traces my lips with her finger. "And you say... yes, Miss."

"Yes, Miss," I respond quickly.

"There we go," she coos as she runs her hand down from my lips, across my neck and torso and I can’t hide from her as my muscles tense beneath her hand. She can feel every inch of my nervous, eager, arousal. And she can see it bulging in black between my legs. I’ve never felt so naked.

Beside her she’s prepared a pile of braided cotton ropes. She unravels one and looks into my eyes.

"Give me your wrists please, palms up." She is so fucking calm. How can she be so cool and collected when my heart is threatening to burst from my chest?

I outstretch my hands but almost forget to respond; she's got me breathless again. "Yes, Miss."

As she expertly coils her soft rope around my wrists, she asks if I remember our safe word.

"It's red,” I respond and then remember to add, "… Miss."

"Good, and if you say it again, what will happen?"

"We... we’ll stop?"

"Yes.” She is nodding. “I will stop everything I’m doing. I will untie you, and we'll talk about it without any judgment or shame. You are safe. Do you understand?"

I nod.

“That’s my good boy.”

She finishes with a knot and lifts my wrists to admire her handiwork. I take it in, too. My tanned wrists are bound together by her white rope, creating a contrast that really is something special. The rope is knotted so neatly I wouldn’t want to untie it even if I knew how. I pull my wrist apart at the bondage and it holds. The ropes don’t loosen or budge at all. Incredible.

"You've never been tied up before," she observes."How does it feel?"

I search for the right way to describe it but can't find the words.

"It feels good, Miss." I manage. But it doesn't just feel good. It feels hot, exhilarating, and terrifying... like securing the harness on a roller coaster. How do I find a way to describe it?

She smiles, pleased by my answer and proceeds to put my hands above my head and secure them to the headboard.

I struggle a bit to test the ropes again, and feel a steady resistance. This is really it. I'm nearly naked, tied up before her, helpless - really helpless. The feeling is nothing short of incredible. She stands to admire her work.

"Look at you there, squirming and bound for me." She laughs, playful and teasing. "Now, I can do anything I want to you and you can't do a thing about it. Does that make you nervous, my boy? Or does it make you fucking hard?”

I feel my breath hitch at her words. Yes. Anything she wants. She climbs back onto the bed, straddles my hips, and begins rocking slowly against my growing erection.

She feigns a gasp when she feels how hard I’ve already become and leans down low to my ear.

“Slut,” she lets out the word in a slow hiss and I melt for her. I hear myself let out a moan as I close my eyes and just feel her warmth against me – just let her have me.

Her fingertips lightly press against my closed eyelids as she whispers, "Good idea."

My pleasure abruptly stops and I jerk towards her as she stands up but I am held back by ropes.

"Silly," she teases, "you're stuck there."

I’d almost forgotten that I was tied. The second realization brings a new heat of arousal and excitement.

She has a black blindfold. "Lift your head."

She secures it in one swift, skilled motion and my world is dark.

"Brilliant, isn't it?" She enthuses, "I love this one. It blocks how every trace of light. Now you can just relax. Just feel."

She's right, my world is dark, and it's as if I can suddenly feel my entire body more intensely. The air is heavier, my hair is on end, my senses primed. I urge my muscles to relax, and take a few deep breaths, trying to anticipate where I'll feel her touch next.

It's my chin. Two soft fingertips urge it upward and hot breath floats over my exposed neck. She breathes warm kisses down my throat, one by one. Around the side of my neck, they become deeper, harder. The hot pressure of her as she continues up my neck begins to overtake me and I sigh.

“Rule number one,” she giggles, her lips close to the side of my head. She traces her fingertips through my hair and whispers and sighs into my ear. Tingles of pleasure shoot though my body.

"Don't... kiss... me... " she moans between lusty pants.

Confused but eager to please, I nod. "Yes, Miss."

She brushes her fingers down my cheek, and follows them with a trail of quick, sweet kisses, leading to the corner of my lips. I pucker them, expecting her to kiss me.

"What did I just say?"

I relax my lips, "You… not to kiss you, Miss." And I suddenly realize the game she is playing with me. I feel my face get hot. She is toying with me and I am allowing myself to be toyed with. Why is this turning me on so much? My cock aches and I find myself wishing she would straddle my hips again.

She repeats her kisses down the other side of my face and all the way to my lips, but I remember to keep them still.

"What a good listener you are."

Her kisses begin to linger across my forehead, eyebrows, down my nose, chin, across my jawbone. Each kiss seems heavier than the last as I struggle not to kiss back. A frustrated moan escapes me.

I hear her giggling again and shift my hands, taking in the helplessness of my situation once again. It is so, unbearably difficult to keep my face relaxed as she kisses, licks, teases, and blows over me, taking her time to enjoy my predicament and relishing every strained sigh.

Suddenly, I feel her peck a kiss onto my starved lips and I produce a grunt that is almost primal. God, I am putty in her hands.

"Kiss me back now," she commands.

She sinks her lips onto mine, and we finally kiss. I forgo any technique, hungry for her, and she matches my enthusiasm with a fervent passion. She weaves her hands through the back my hair and lifts my head towards her as our tongues meet. The reminder of my limitations as I jerk to touch her back has become a sweet and welcome feeling. I'm hers, completely. Just feel, she said, so I do.

Our kiss comes to an end; she pulls away and straddles my hips again. My cock is rock hard as she rocks her hips against me, humming with her own pleasure. I wriggle beneath her, longing to be touched, to get off.

"Patience, dear," she purrs, "you'll have to earn it"

She unhooks my blindfold and slides it off my face. My eyes wince at the sudden light, but when I regain my sight, I see her standing above me, smiling again. She lovingly removes my bound wrists from the headboard, and ties the rope from them to the foot of the bed, securing my hands together at my pelvis, my fingertips just barely able to graze my cock, trapped within the boxers.

She lifts a leg over my head, exposing herself to me and I find that I am grateful. I savor the scene of her bare sex displayed for me, eager lips moistened and clit swollen. I begin to instinctively graze my fingers over the portion of myself that I am allowed to reach.

"Touch yourself if you want, boy, but you best pay attention to me."

I nod, blushing that she caught me touching myself. Surely she expected it; she tied my hands there after all.

She runs her finger through her lips, gathering up her juices and shows me the glistening result before sliding her finger into her own mouth, moaning in delight. It is a strange, delicious torture to watch her. All I want is to feel her, taste her, touch my aching cock and she is keeping control over all of these things. The very idea makes me hot all over and pulses of pre-cum tease at the fabric of my underwear.

But I can't touch her. I can't do anything - except watch her fingers grace through her lips, wet and glistening. I am obsessed. I have to taste her. I lick my lips in anticipation. She notices.

"Oh?" she asks with a playful tone, "would you like to help?"

She is such a tease. I need it. I need to taste her. I don't know what to say. My mind races. What's the right answer? I've never done this before. But, I mean, I want my tongue against her, God, right in my face. Of course, I...

"I..."

"I want your honesty," she reminds me.

"I do. I mean, I would."

"Then ask."

“What?” I manage.

“Ask for what you want, politely and properly like a good boy.”

I feel my throat dry and my words escape me as the embarrassment of admitting my desire fights with the sexual tension she is expertly building inches from my face. My breathing speeds up as I try to put together letters into words into a sentence that will please her. I’m so nervous.

"I can wait for your answer," she giggles, " but not for long." She speeds up her rhythmic rubbing, beginning to moan, threatening to orgasm.

A whimper escapes from the back of my throat. "Please..." my voice is higher, softer than I expected.

"Very good first try, pet. Give it another go, more earnestly, now."

"Please!?" I call to her, this time a little to desperate as I feel my sexuality begin to overpower my nerves.

She moans again and now she is simply taunting me, enticing me with her tongue. "Mmm, it's gonna be too late soon,” she sings. “I'm gonna cum all over that pretty little face and you're never going to get a chance to taste…this." She removes her finger and glides her juices over my lips before returning to work on her now dripping pussy.

Oh God, the taste, I lick my lips and take in the sweet tanginess of her. My world is focused on her. There is no one, nothing, but her. I need her. I need to taste that sweetness again. I am a hungry animal. I reach my tongue out and just barely graze the moistness of her inner labia. She jerks away, angered.

"What the hell did I tell you?” she almost yells before talking on a deep whisper. ”Put your damn tongue back in your mouth. If you want it, you must ask. Let me hear you say it.”

"Please, please," I beg.

"Please what?” She demands.

I weaken.

"Miss...” I inhale. “Please, let me lick your pussy."

Like magic she complies. She instantly lowers to within my easy reach and I breathe in her warmth.

"Lick."

I don't need to be told twice. I slide my tongue between her lips and am overwhelmed by her. She moans out sweet, sensitive whimpers of pleasure.

"Oh, my boy. Don’t stop.”

I wouldn't dare. I melt into the warmth of my isolation. Her heat, moans, sweetness, and wet pussy make up my entire world. I draw short but deep breaths and keep my enthusiasm high for her. I'm making her happy. I won't stop. I can’t.

I swirl my tongue in circles around her clit and feel her hips rock in response. As she begins to fuck herself against my tongue, I feel the urge swim inside my head, to float away on the high of feeling trapped and submissive. It is such an enticingly blissful offer but I must fight it for now. I have a job to do and Miss needs my full attention.

She rocks a bit faster against my tongue and lets out sexy whimpers of pleasure, her face relaxing.

"Make me cum, gorgeous. All over your face. Come on."

She responds to my increase in pressure and speed and jerks hard against my face before letting out a long moan. She pauses, and lifts up a bit off my face, allowing me to catch my breath.

"You're such a good boy," she pants, smiling in satisfaction. "You were very patient. I think you've earned a reward."

I squirm, aching for satisfaction of my own. She takes my wrists and I let her lead me.

"I'm going to bind your arms a different way; lay still."

She detaches my wrists into separate bondage so gracefully and efficiently that I am actually impressed. She pulls my arms out to my sides, securing them to either side of the bed. I am suddenly exposed in a whole new way and more immobile than ever.

Satisfied, she sits between my legs and begins to work off my underwear, finally freeing my desperate, throbbing cock. And there I am, bound and naked for the first time before her. A shiver runs through me. Nervous, excited, hot, desperate, submissive.

She brings my underwear close to her face and breathes in deeply. "My my," she taunts, "these are soaked with pre-cum... you should smell."

With a flash of discomfiture, I smell myself on the underwear she has pressed against my face. It isn’t the smell that turns me on, but the way she seemingly carelessly rubs my own mess onto my face and leaves it there, knowing I can’t reach up to wipe it off… knowing I have to lay there and take whatever she gives me... knowing how much I fucking love it. She returns the cloth to her own face and runs her tongue up a wet stain. I shudder, watching her suggestive smirk as she tastes my arousal.

"You taste so hot."

Four simple words but they’re enough to make me blush.

She picks up a glass jar from her nightstand, and opens it, pouring the clear slick liquid into her palm. She rubs her palms together, warming the lube, and starts to work it into my cock, wrapping her fingers dexterously around the shaft, to the tip, down again all the way to my balls. She cradles them in one hand, twirling her fingers into the base of them. Her other hand goes to work on my shaft, gliding and twisting up around. My breathing hastens and I start to urge my hips forward into her rhythm. I hum in pleasure at her movements, my cock pulsing in gratitude.

"You like that?" she asks playfully, picking up her pace. "Don't cum yet, I still have to give you your present."

Present?

She reaches to open her night stand drawer and pulls out a jet black silicone strand of anal beads, smirking familiarly.

My heart jumps. I didn't expect this, I'm not ready. God, I don’t want to say that safe word thing. I don’t… but I just…

"I... Miss, I don't know if I'm ready."

She places the toy in my hand, the balls are stiff with a little give, each ball slightly bigger than the last, ending in a little ring, for her finger.

"It's okay," she assures me. "We're going to do it together and it's going to feel incredible. Anytime you want to say your safe word you can. Trust me."

I nod. She takes the beads from my hand, covers them in her lube and swirls the first, no larger than a pea, around my sphincter. I tense up, hold my breath, but she doesn't penetrate me.

"Just feel good, pet. I’m not going to do it until you’re totally relaxed."

As she holds the beads in place, she also begins stroking my cock once again, swirling up around the tip, making my breath catch in time with her movements.

I begin to relax, succumbing to her pleasure. I gasp at a sudden nudge of pressure. I tense up again, but this time a pea-sized intruder halts my instinct. Oh my god, she did it. It didn't even hurt.

"The more relaxed you are, the better it will feel," she advises me, keeping up her steady tempo. And then her voice gets that familiar playful edge. "They only get bigger."

Grateful for her coaching, I make an attempt to relax.

–Pop –Pop.

Two slightly larger beads join the first with two quick pushes. Her tempo picks up. It still doesn’t hurt and I feel immeasurably relieved.

I pull my attention away from my ass and focus on her delicious attention to my cock. Pumps of pre-cum join her lube creating a warm, wet heaven.

–Pop –Pop

Two more. I moan and struggle against my bondage, feeling totally helpless beneath her, beginning to feel overcome by sensation. The pressure, the unrelenting pressure in my ass makes her every stroke so much stronger and deeper. She's working tirelessly on my cock.

"You feel full, don't you?"

Full. Yes. That's it, that's this feeling.

"Yes, Miss."

“Embrace it.”

-Pop –Pop

"Fuck! That hurt!" I feel my ass clench and it only adds to the pain.

"Oh, I know these last ones are a little big, but you can handle it." She nods at me, adding more lube around my asshole. “Stay relaxed and open for me.”

So I nod, close my eyes, and choose to believe her. I can no longer feel how deep the beads penetrate, but I know there are two left and I don't know when they're coming. Relaxing is proving difficult.

She adds her second hand to my cock, masturbating me in tandem with the other. I gasp at the doubled sensation, tilting back my head in pleasure.

“Deep breath, love.”

Oh, God…

–Pop –Pop.

"Oh, God!" I cry out, the biggest beads invade my asshole, stretching me, sparking an incredible jolt of pleasure and pain.

"Well done, sweet boy. Keep breathing."

Her hands speed up, pumping my cock, urging me to cum. I moan into her movements and surrender myself to her.

"Cum for me, darling," she beckons, "and tell me as you do."

Fast and steady, full and throbbing, exposed and helpless, I feel myself ready to explode. Yes. Please. Don't stop.

"Yes. Please. Don't stop."

I have no doubt now, no shyness; I am totally engulfed in lust.

"Miss, I'm going to c... " I nearly scream at her.

"Cum for me," she says.

I burst, and in a swift motion, she switches back to pleasuring me with only one hand, hooks one finger of the other through the ring of the beads, and jerks forcefully. A second wave of deep explosive pleasure like I've never felt before echoes through me and I scream at the shock of it.

My orgasm shakes the world and I am floating and falling all at once. I am ripped open and have become the air. I settle slowly, like dust, and she comes back into vision, smiling and satisfied as she slowly finishes pumping the remaining cum from my limp, exhausted cock.

"You're so good," she is chanting to me, “such a good boy.”

I lie still and speechless as the wave of new found pleasure resonates within me. She wipes cum off my chest and then off her own with a towel. She unties my hands before letting down her hair and cuddling up next to me. I feel myself floating, gliding down to earth from an incredible high.

"Are you feeling happy?" she inquires, petting my hair.

"Just incredible," I sigh. I kiss her forehead and turn to relax into the crook of her arm. "Thank you."

Drained, we start to drift off to sleep and I can’t help but imagine what it might be like if, next time, I could be the one in charge and she would be the one to feel so wonderfully, deliciously helpless.

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M. Thinks I went a bit too far with this one and he would never ever treat me like this. Challenge accepted I say. He clearly doesn’t know what he got himself into when he chatted me up a few months back. I was at Tesco browsing the chilled aisle for some chicken fillet for dinner, when he called me. 'Are you done having your hissy fit?' he set off. 'What? I am not having a hissy fit. I can't believe you just said that.' I should have known, he was just teasing me with pesky little comments...

Straight Sex
1 year ago
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With My Bhabhis While My Wife Was Pregnant

Hi all, this is ilrumjack here again. This is an episode that happened with two of my bhabhi’s while my wife was pregnant with my first child. As is the practice, we were having a baby shower function on the seventh month of my wife’s pregnancy. We were having the child after 4 years of my marriage. The function was being held at my parent’s place as the whole thing was being organized by my mom. Since both, I and my wife were working we had taken a day off for this function. Being a...

Incest
1 year ago
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Wartime

Elizabeth Fleming told me some of this story in the years before she died, aged eighty, in 2010. The more graphic scenes are mine but the emotions and surrounding history are hers. She was my Great Aunt, great in so many ways for she was the third family member I ever revealed my sexuality to, the first two being my parents. I had known since girlhood that she shared a cottage in Hampshire with her friend, Portia, but had never known their relationship was more than sisterly. When I told her...

Lesbian
3 years ago
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I Masochist

1I Masochist - Chapter One - Performance ArtBy The TechnicianBDSM, Public Bondage, Electro-sex, Public Orgasm = = = = = = = = = = = = = = = = = = = = A college professor presents a performance art production of "I, Masochist" with a little technical help from W.  Afterwards, the professor who referred the masochistic models to her asks her and W's help in recording the six young women's stories of how and why they are masochists.The eight chapters of this story each stand on their own, but...

4 years ago
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Tabloid Tales Memphis Interlude

Back when Paul1952 published "Sultan's Choice", I asked if I could set a story in the Tabloid Tales universe. He was kind enough to say yes. He was also kind enough to read this story before I posted it and correct some mistakes that I had made in my use of British terms. Thank you, Paul, for your time, your kindness, and your stories. Ellie Tabloid Tales: Memphis Interlude By Ellie Dauber Copyright 1999 The Wheatsheaf Pub -- Wapping London -- October '99 It was...

2 years ago
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Blacks Hispanics Fight Racism

My name is Arthur Brown. A tall, good-looking young Black man living in the city of Boston, Massachusetts. And I have an important message to share with you. In celebration of the race created to kick the collective ass of the universe, I give you the African-American National Anthem. We’re living in the best of times right now. The rest of America suffers but we secretly rejoice. We’re finally standing on our own two feet. And we’re prepared to battle any challenge the universe throws our way....

3 years ago
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Breast Milk Masochism

Nicolette Fuck Wheelbarrow’s breasts ached as she moved. That was alright, though. She liked that. Lifting her arms above her head with a sigh, she slowly moved her body into the next yoga pose. Bending her forward leg, she stretched the other out behind her, the motion naturally making her upper body curve to push out her sore, heavy chest. Both of her breasts lifted as she raised her arms, sending little sparkles of pain up her spine. Biting her lip, she forced herself to hold the pose,...

2 years ago
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Masochistic Me

Masochistic Me By Cal Y. Pygia Late in purchasing a home computer, I was late in surfing the 'net. However, when I first took to cyberspace, spending hours perusing porn, like any other red-blooded, all-American boy, I soon discovered spanking, both as it is represented in drawings and photographs, still and (in the form of video clips) moving. I also discovered Literotica, to which, by today's count, I have submitted (lovely word, that!) over 682 works,...

3 years ago
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Abhishek Fucking Neighbour Girl Neha And Her Mom Shweta 8211 Part 1

Hi, everyone! Abhishek here! I am a resident of north Bangalore in a posh society. I am 5’11” tall, athletic build and quite fair and I can speak quite well. I am a regular reader of ISS and I can’t tell you how amazing this particular experience has been. I finally decided to share my experience. This is the sex story of how my neighbor’s daughter caught my interest and how I ended up fucking her and then her mom separately. Neha is a sensual babe while her mother is a wild chick. This...

3 years ago
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Mr Whiskers Comes To Visit

It was during San Francisco's Summer of Love that he first showed up in our Backyard. (Don't you just hate it when you have an unannounced visitor?) Well, anyway, there we were having breakfast one Saturday morning—we looked out—and there he was! Since we had some eggs left over, my wife being the waste not - want not kind of girl decided we should see if he was hungry. "You know... He's kinda cute for such a little guy," she said. Those whiskers really make him look sort of...

2 years ago
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I Masochist 01 Performance Art

WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life. If you are under the age or 18 or do not understand the difference between fantasy and reality or if you reside in any state, province, nation, or...

2 years ago
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Thistle street middlesbrough escort

6 or maybe 7 years ago I was working 6 days a week, 12 hour shifts with only a Wednesday off. So no time for a girlfriend so I started seeing escorts again.At the time I was still old school and finding them in back of the sport newspaper in classifieds section, there used to be around 5 adverts for Middlesbrough in northeast section, there was one think it said something like mboro female 6 days then had home phone number and a mobile number. I phoned talked to a very nice sounding lady who...

2 years ago
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Memphis on the way

Saturday afternoon I had a very good fuck session with my beloved hubby.Later that night Victor drove me to the airport; I had to catch a flight to Memphis, on a very boring business trip. I felt really stupid when I took a challenge from my asshole Boss and accepted to make that trip…In the other hand, my good friends Sheila and Peter lived in Memphis; so it would be a nice chance to meet them after so many years.Sheila and Peter Anne sometimes had played around with me when they lived in...

2 years ago
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A masochist flasher gets lucky Part 1

A masochist flasher gets lucky Part 1 I am a flasher. I love being naked, wanking and spunking in front of women and young girls. I often go to parks and forests, strip naked and walk around wanking until come across women then I stand and come in front of them. I love all their reactions, some are shocked, cry out and run away, others laugh and watch, others get angry and insult me but they also stay to watch. I have often been attacked by women that I flash to, punched, kicked and slapped as...

1 year ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
3 years ago
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Breast Milk Masochism

Lifting her arms above her head with a sigh, she slowly moved her body into the next yoga pose. Bending her forward leg, she stretched the other out behind her, the motion naturally making her upper body curve to push out her sore, heavy chest. Both of her breasts lifted as she raised her arms, sending little sparkles of pain up her spine. Biting her lip, she forced herself to hold the pose, even though the damp spot on her yoga pants was already down to mid thigh. Ever since she had...

3 years ago
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Multiple Orgasms Multiple Histories Part 2

Emma was walking across the concourse of the Savoy hotel in Covent Garden. Her hips swayed and her head and hair followed them, but in a different direction. Her red heels clipped loudly on the chequered marble flooring. She walked between two gold-topped ornate pillars as she made her way to the lounge. She was so excited. The smile on her face was so broad it would have put Julia Robert’s smile from the film ‘Pretty Woman’ to shame.As she entered the plush lounge she looked around for her...

Fantasy & Sci-Fi
1 year ago
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Multiple Orgasms Multiple Histories Part 1

Emma grasped the cock that she had been encouraging for the last fifteen minutes and forced it upright. It was time to fuck it. She knew what she liked and the one she found before her, in the plush hotel room, attached to a hunk of a male prostitute, was just right.There would be no ‘too soft’, or ‘too hard’ stories to be told here. In fact, as far as Emma was concerned, too hard could never be considered as an issue, and she never experienced a too soft either, especially after she had...

Fantasy & Sci-Fi
1 year ago
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Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

2 years ago
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Sex Survey Females Firsts 3

I invite all my fine female dear readers to respond to this sweet sexy survey of their number #1 erotic experience. I invite you to write me the best possible sex you dream to have in the future, or maybe it better stays only fantasy?I invite you to tell us as much as you like about the ideal circumstances needed and the sexy scenario you long for.I invite you to share your feelings about your favourite fantasy. Why is it so special? A secret? A taboo? A fetish?I invite you all to check as well...

2 years ago
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Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

BDSM
2 years ago
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First Ttime

First time by Sylvia Wechsel Tiffany was the name of a transvestite, who was a good friend of mine. We met at the bachelor?s party of a friend. My friends, trying to do a prank with me, incited me to go talking with that bombshell blonde at the balcony. I had some alcohol in the head, so I went. She, like a perfect lady, told me who and what she was before I got into some compromising position. We decided, then, to play a prank ourselves and faked a "dating". At first my friends...

4 years ago
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The Masochist

One day a man was walking around in a mall minding his own business. The man was horny, but he suppressed these emotions to fit in society, but he often wondered, what it be like if it was legal to touch a woman without her consent? What if he could just walk up to anyone he wanted, and feel her breasts, her ass, touch her pussy. What if the law even allowed you to escort her somewhere private and fuck her? These thoughts made him so horny his cock was hard and wanted to come out his pants,...

3 years ago
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Master of All Timelines

Your name is Edward Richardson. You're 20 and you've been fascinated by history ever since you're 11. You're also good at making inventions as well. As you're growing up, you usually found that at various points in history of each country, things always turned ugly at many points. And you wanted to change that. You decided to use your intelligence you create the device called the T.O.S, abbreviated for Timeline Opener and Stopper, that can make you travel back in time and alter the histories...

Mind Control
3 years ago
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Walking in Memphis sorry not to plagiarize Day o

Was at the USO in Memphis 1977- walked around downtown Memphis...saw a porn theatre, interesting posters so i went on in. with a few bucks of quarters went to the booths to see what the hoopla was all about. Watched a nice porn loop where Seka took two cocks, first DP i had ever seen. Made me so hot pulled out Mr Happy and starting to stroke. A finger appeared from a glory hole (another first) and didn't know how to act. The tongue pushed through it gave me an idea. so i offered my rock hard...

2 years ago
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memphis

The key arrived in the mail on Tuesday and now everyting was in place. The plan was to drive down to Memphis on Friday morning and arrive late Friday night. Marshal enjoyed long drives and he loved preparing for such trips as well. First the car had to be detailed. The a quick stop at Home Depot and the Lion's Den for the necessary supplies. He made a mental list...rope, plastic wire ties, plastic stretch wrap, lotions, and of course handcuffs.The 03 white Lexus was in near showroom condition...

3 years ago
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Gloryhole fun in Memphis

I was on vacation down south in Tennessee. I prefer to call it my "Black Cock Vacation". Though I was down there under the pretense of visiting the mountains, my ultimate goal was to get in a black part of town in Memphis and get abused by black cocks at the gloryholes.So I as I made my way back up from the Smokies, I was anticipating the hot times I was going to have. I was driving down the highway wearing an extremely short pair of daisy dukes. My hot fucking smooth legs were on total display...

3 years ago
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Deja Vu AscendancyChapter 342 The Angel Visits Memphis but not Graceland

Sunday, April 22, 2007 (Continued) I discussed my plans with the parents, especially Mom and Dad because they'd be taking the calls. Later that evening, I flew to Memphis, located a reporter typing up a story in his station's office. He was sitting within twenty four feet of the exterior wall, which made it even easier for me to type. During a pause in his typing, I machine-gunned, "Grab your phone, tape recorder and camera. Come to the roof for an interview you'll love." I repeated it...

1 year ago
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The day I first tasted Hispanic cock

I want to be undressed and tongue fucked by dirty old men who will keep cocks coming into me Keep me captive and fuck me hold me hostage and make me their fuck slave: I had gone shopping alone that day, and as I came out of my local Wal mart store, I noticed I had a flat tire on my car. This older Hispanic man came up to me and offered to change it for me, but I told him my spare was flat, so he offered to take me in his truck to get the spare fixed. I said yes sure. As is my usual custom, when...

2 years ago
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Animal Lust Case HistoriesChapter 3 Animalism In History

Sexual contact between men and animals is as old as history. Stone Age cave drawings depict a preoccupation with the creatures of that time and ancient Hindu temple paintings showing girls having intercourse with tigers, bulls and other animals make it clear that bestiality is not a modern perversion. The bible states that "he who lieth with a beast" has committed a grave sin and must be punished by being stoned to death. Not only is the man killed but the beast he had had sex relations...

4 years ago
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Surprising FirstTimers

Friday night had arrived and as usual, I was at the sex club early to assume duties as a greeter for any first-time visitors. Quickly, I changed into black latex shorts and a pair of black boots ready for the night to begin. After setting up the equipment in the dungeon I returned to the bar waiting for the guests to arrive.Slowly the room began to fill with the usual mix of friendly faces. By now I was well known to the clientele and almost everyone greeted me with a hug, handshake or kiss. As...

BDSM
4 years ago
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Losing Virginity To My Classmate Abhishek

ನಮಸ್ಕಾರ and hi to all ISS readers this is my first story ever in Indian sex stories please pardon me for any mistakes in the story and mail me my name is Shreya. I’m living and studying in Bangalore of karnataka.I’m 21 yrs of age . My body structure is 28 26 28 .My boobs are round shaped and 32d boobs .My pussy is pinky…. I think this is enough for my introduction.If you want more introduction mail me i’ll display at bottom of the story This happened 7 days ago so my pussy is in fresh...

2 years ago
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Club Orb First Timers

This is my third transformation story but my first straight up transgender romp. I'm a fairly new author and I'm striving to improve. Hopefully the story will be enjoyable and thank you for reading. Club Orb: First Timers "C'mon! Please come to the club, I know it's not your thing but I swear you'll have a lot of fun. My personal guarantee -- we will both get laid." Danny attempted to bribe his extremely undersexed buddy Jack. "That's... not really something you can...

4 years ago
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Confessions of a fetishist

Hello all. I would like to write something about myself and my thoughts as a fetishist.Somewhere, I read that fetishes are shaped in c***dhood and that's how it was in my case.It started in kindergarten. Then I started to pay more attention to the legs and shoes of my friends.Something fascinated me about it, later in primary school while playing with my friends I noticed that girls like to crush various toys like toy cars but also others. To make the boys angry. It was the first time it...

1 year ago
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THE FETISHIST AND THE SPINSTER 1962

THE FETISHIST AND THE SPINSTER "I could just beat him! I'd like to beat him within an inch of his life!" the big woman said. Bedelia, the lady bartender, listened with interest to this plight of her patron for she, like the men of her profession, was proficient at doling out sympathy and advice along with glasses of good cheer. This was a new customer, obviously not a regular habitue of bars. A tallish, largish woman, plain looking but with every potential for fixing herself up into an...

3 years ago
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I Fell In Love With A Foot Fetishist

When I first met the boy we will call Siggy (10 points for anyone who guesses why), I was not in the least bit attracted to him. I needed friends as I had just started an MFA program in a new city and knew no one. But I would never hook up with him, I told myself with conviction.For this reason, whenever I felt the mood of our hangout sessions changing from bromance to romance, I would use my foolproof mood-killing method of bringing up the topic of castration.“Did you know that Freud said that...

1 year ago
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Beauty and the Fetishist

Beauty and the Fetishist Belladonna "So, what do you think he's going to do when he walks in?" Lily asked the girls standing around the receptionist's desk. "He's going to flip," the receptionist replied. "I bet he does a double take," Jocelyn added while nodding at Claire's comment. "Any thoughts?" Lily asked Freddie, the oldest woman in the group. "I think he's going to know we're screwing with him!" "No doubt," Lily seconded Freddie's answer with a laugh. "Oh,...

4 years ago
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The First Valentine Historical

The First Valentine: A Historical Story This is a historical fantasy that is hardly original. Saint Valentine is credited with the first Valentine’s Card, among other intriguing works during his life in Imperial Rome. This is a work of fiction based on the life of Valentine. It is a romantic story and as such the eroticism is more subtle, please consider this if you are looking for harder fare. We sincerely hope you enjoy this (lengthy) tale… * * * * * It was near midnight when the hooded...

1 year ago
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3 LOVE DOVE 4 HISSY SISSY

Roxanne knew Sean would be getting home soon and came over to be there when he arrived. “Shaw-nee-poo! How did it go?” Straight-faced, “What did you get me into! Those kids are a bunch of belching, spitting terrorists!” Empathetically, “Oh, I’m so sorry, Sean.” “Count me out. Call Burt to find another coach. I got a bad migraine.” Sadly, with a comforting embrace, “Oh, oooh.” “Gotcha!” “What????” With a big grin, cheek to cheek, “Roxanne, I had the time of my life. Thanks...

3 years ago
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Adventures with Jasmin the Masochist Part 1

In early 2018 I was looking for a change. Sex with hookers was getting old. Sure, the girls were hot, and their skills considerable Some were true blowjob artists. But it always felt rushed. The clock was ticking, and there was no opportunity to get to know someone.Of course it felt completely fake. Amazing how many experienced women would scream with passion, claim that I was their best lover ever, that they had never cum like that with others. Were there really men who believed this bullshit?...

BDSM
3 years ago
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A Night of Firsts

I have been crossdressing in private since I was young. Now in my late forties and after three failed marriages, I had decided to step outside as Jessica.So after a lot of planning over several months, the day had finally come.I stepped in the bath as JD and shaved any hairs on my body that should not be there. It did not take long as I had been preparing my body for weeks to be smooth. I stepped out of the bath as Jessica and dried myself off. I wrapped the towel around myself just like any...

Crossdressing
4 years ago
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A Day of Firsts

A Day of Firsts by Kathy Nelson [email protected] (c):Kathryn Nelson, 1998 It was one of those hectic work periods where I was putting in 70 to 80 hours a week. You know, when there's no time for anything else in your life except the job. But, thank god the rush was over and it looked like things were going to calm down. Friday night had come around and I was going home at a decent hour. I even had the whole weekend off and I was ready to celebrate. Well, more like...

2 years ago
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An Afternoon of Firsts

The bar was crowded for the big football game. Standing room only. I was alone but hoped to find another regular to watch the game with. I ordered a beer and resigned myself to a disappointing spectacle. A good game was much more enhanced when watching with a familiar face or two. Halfway through my beer, I see Jim walk in. Jim was a guy a frequently chatted with and we really hit it off. He was the perfect guy to watch the game with. I flagged him over, shook hands and told him "Looks like...

Seduction
2 years ago
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4th bi experiencemany firststrue story

My 4th Bi experience happened that night of my 3rd experience. I'll never forget it was on a Saturday,Sept 24 1983. I was 16. It was 7:16 pm when I looked at the clock for what seemed like the millionth time. My parents were down the street at another neighbors house. I was sitting in my bedroom wondering what time I should go over to Charles house the anticipation was killing me. Earlier that day he asked if I wanted to come over tonight but what time should I go? I had occasionally looked out...

3 years ago
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A Vacation of Firsts The Conclusion

Eric watched with unblinking eyes as the tiny panties revealed a small but erect cock hidden underneath, and that was another first for him. The stunning woman before him had just pulled her panties down and revealed a cock and he was not repulsed. Tonya's head was bowed in shame with this act. To her, it was like showing off a birth defect. Eric responded by placing his fist under her chin and gently raised it up and looked her in the eyes. He gave her a warm smile and then removed his boxer...

Trans
2 years ago
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The Couple and I First Timers

During the last few years I developed an interest in being with a couple. I can’t say exactly why, maybe because I masturbated in front of and with other males before, like to be watched, it just so happened.So I put an ad out there and started talking to some couples. One of them appeared to be very nice, also first timers and we hit a “vibe”.We basically all agreed on meeting and maybe just looking, nothing serious. This is even more erotic, look but don’t touch?We met shortly after dark, I...

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