My First Black Cock As A Cross Dressing Schoolgirl free porn video

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It’s 1995, and I’m in year 9 at school. I’m been cross dressing for longer than I care to remember. I’m fascinated by tights, and I’m fortunate to be at school in the era of the Spice Girls and Girl Power. Skirts are as short as possible, and everyone is wearing platform shoes. I’m in my element. I’ve recently discovered my best mate also cross dresses, but he’s lucky in having a slightly younger sister who has a very nice wardrobe to raid. I’ve also discovered he’s a very heavy cummer, and it’s tasty too. But that’s a story for another time. This is how I got my first black cock, three years before I should have done.

It’s 8.15am, and the only people here are cleaners, and the first of the teachers arriving for work. I’ve caught a lift with my dad to get here early, instead of walking with my mates from the town centre. See, I’ve been rifling the unattended bags, abandoned in the central artery coat racks looking for uniform I can acquire. See, I’m big for my age, so things are hard to come by. I’ve taken to rifling the forgotten PE kits and bags left here. I’ve recently snagged the only pair of tights I had, and I’m desperate to replace them. Ive done my best to make friends with the bigger girls in my year. Get to know their patterns, know where they leave their bags at lunch. Get to know what they wear, and figure out if there’s a way I can get my hands on it. It’s the only way in this time before online shopping.

Then, bingo! In a River Island carrier bag, is a lower school gym skirt. It’s a bit small for me, but anything goes. Also in the bag is a pair of well worn opaque black tights, the kind that 90% of the girls here wore. It’s with disdain I find a huge hole in the crotch and my heart sinks a little. I stuff the skirt into my bag, thankful I’ve found something, and grab the tights too. I sprint to the quiet toilets favoured by the smokers on the far side of the school buildings, and quickly strip off. I roll the tights up my legs, and realise that there’s a huge run that goes from one knee up to the hole in the crotch, and I can’t help but wonder at their story. I wrestle with the skirt, and finally manage to get it on. I perch on the edge of the toilet a while, and realise I’ll have to make a move before my friends arrivd

I dash to my form room, and bundle the skirt into the back of my locker and bury it under my lab coat. Today cannot go quick enough.

Meeting up with my friends, I quietly mention to my best mate what I’d scored, and his eyes lit up. The plans are for me to hang around after school, and have some alone time in the toilets. I certainly didn’t get any at home with three older brothers, and lunch times were taken up with staff duties, and prowling for any opportunities to go shopping. Afternoon registration comes around, and I’m willing the hours away until I can play with my new acquisition. Our form tutor, Mr Naik, basically hates us. We’re one of the noisiest, worst behaved form groups, and we’d been lumped with this tall, stocky Indian form tutor because he ruled with fear. Step out of line with him, and you can guarantee you’re getting a week of lunchtime isolation. Myself and my three friends were laughing and joking as folk do, and I’m sat at my desk, legs spread, giving myself a gentle squeeze through my trousers. Mr Naik looks up from his desk and utters something about the noise levels. A minute later, the dull roar is shattered

“ANDREWS! I’VE HAD ENOUGH OF YOUR VOICE! TONIGHT, 30 MINUTES”

My heart sank. There goes my chance of having some play time until at least Monday now. The afternoon, now drags.

Final bell comes round, and I plan to grab my new prized possession and take it home, just in case. I trudge to the spot of my after school retention, and start to rifle through my locker looking for it. I pull it out, and stand there day dreaming about being able to wake up in the morning, and put it on and go out wearing it. Just then, the door opens and silently in strides Mr Naik. I snap out of my day dream. He asks what I’km doing, and I murmur something about just getting some spare uniform, as I fumble with my bag, trying to stash it out of sight. It’s only then, I realise I have a problem. I’m sporting a huge trouser tent, I’ve been dreaming a bit too much. Damn. I fiddle with my bang in front of me, trying to cover myself whilst pretending to search for something. I turn round, and he’s sitting there on the corner of a desk, 20 feet away from me, and bold as brass says

“That will look good with black tights, but it’s probably a bit small for you”

I freeze to the spot, and stammer “I don’t know what you mean, it’s... it’s just a spare jumper...?”

He replies with “I didn’t realise they made short pleated jumpers!” As these words leave his mouth, he turns around, opens a filing cabinet drawer behind him, and pulls something out. He turns around, and holds out his hand, clasping a pair of tights loosely balled up in his fist. He nonchalantly holds them out to me, and points to my crotch saying that is going to spoil the lines of my spare jumper.

I stammer, trying to think of something to say, but it’s impossible. He looks me squarely in the eye and asks if I want them or not. I reach out a trembling hand and take them from him. As I retract my hand, he says “You should probably not play with your cock in my registration. the door is locked from the inside, you can try them on if you like, I don’t give a fuck”

This is 1995, the internet is in its nerdy infancy, porn doesn’t exist online, and I’ve certainly never heard a teacher swear before. My head is swimming, and I don’t know what to do. He brings me back to earth by telling me to either put them on or give them back, he doesn’t give a shit, but he now knows all about me and what I like. I suddenly clock the massive erection trying to burst out of his trousers, and it’s obvious I’ve done so. I decide that I’ve come this far, so I go into the corner of the room, set my bag on a table and try and compose myself. I kick my shoes off and drop my trousers, and begin trying to cover my rock hard cock whilst keeping my back to him. His voice interrupts me

“It’s not like anyone else is here, turn around, sit the fuck down and put them on” as he throws these tights at me. As he does so, he turns a chair around, and sits down facing me not six feet away. As I sit facing him, bent forward at the waist, preying my hardon will go away, one leg pulled up as I fumble putting them on as if I had never rolled up a pair of tights before, my eyes bulge and my mouth drops as he slowly undoes his flies, and gets out the biggest blackest cock I’d ever seen.

My eyes, are like saucers. I can’t stop looking at it. He barks at me

“I’m waiting you little white bitch, put that skirt on. Now”

I stand up, completely forgetting what I was trying to hide. As I fumble trying to get the skirt fastened, he says “you can’t taking your fucking eyes off it, bet it’s the biggest one you’ve ever seen”

I stammer back, “it’s the only one I’ve seen” lying, through my teeth.

I’m still struggling with the clasp, as he gets up, walks over to his desk and comes back with a small box. I fasten it, and sit on the edge of the desk facing into the room. He comes back to the chair, dropping his trousers as he sits down, and grabs my ankles, placing my feet either side of his cock. He slowly starts giving himself a foot job with my nylon covered feet. He slowly moans, and mumbles that he’ll have to stop as he’s not ready to cum. Then, these words leave my mouth

“Don’t stop then” he simply laughs at me and calls me a dirty fucking skank. He stands up, his massive black pole staring me in the face, inches from my lips, he looks down at me, me eyes wide in terror. He grabs the back of my head, and jabs the massive helmet at my lips as I try and protest NO! It doesn’t work. He grabs one of my hands, and wraps it round the base of his cock. I give it a squeeze and it grows even bigger. He moans deeply, and calls me a dirty fucking bitch. As he pulls his cock out of my mouth, he says to me “you’ve done this before you little bitch, no one does that on their first time”

He walks away to his desk, sits down in his chair, and tells me to come to him. I walk over slowly, clad only in tights, the sensation is odd, and I pad slowly to him. He pulls me into his lap, his cock sitting between my thighs. He places one hand on the back of my head, and kisses me deeply, probing my mouth with his tongue. He breaks away after some minutes and proclaims that I suck at kissing and I need to get better. He stands me up, places one hand on my bum and walks me over to a desk, pushing me down onto my back on top of it. He come in on top, pushing one of my legs up onto his shoulder, and once again thrusts his tongue into my mouth. He begins gently humping me, his massive cock separated from me by just my tiny underpants and a pair of tights, and it feels fucking great. I moan gently, and my breathing picks up. Before I know what I’m doing, I’m squeezing his massive balls, and trying to get my hand round his cock. He whispers in my ear “you’re fucking loving this, you easy little slut, aren’t you” I just sigh, as I begin to gasp, I’m going to cum, and he knows it. I arch my back, and I shoot my load into my underwear.

He stands upright, and tells me the tights are now mine to keep. He reaches into his pocket, pulls out a small packet, and produces a condom, which he expertly rips open, and rolls onto his massive tool before i’m able to protest. He pins me down, grabs my sticky wet crotch and rips my underwear open, making me sigh in sadness.

“Don’t worry, there’s plenty more of those for you where they came from” he nonchalantly says. He grabs both of my ankles, pushes my knees up to my chest, and jabs a cold slippery finger at my puckered bud. I freeze up, and exclaim “NO! It’s going to hurt, it’s too big!” He simply laughs at me and says it’s numbing, I won’t feel a thing. Before I know it, he has one finger buried inside me followed by another and finally a third. All the while, he has my legs in the air, and his tongue in my mouth. I’m squirming constantly. Then, with a massive plop, and sending a shiver down my spine, he pulls out, stands up, and looks down at me, almost sneering, as he rubs more lube onto his engorged prick.

My eyes, widen in terror, he simply grabs the base of his cock, presses himself down on me, and as I begin to squirm and try to break free, his black battering ram slides past my cheeks and lines up on its target. I try to shout no, but he doesn’t listen, he simply clamps his lips into my neck, places one hand over my mouth, and drives his entire weight into me with one, deep, hard stroke. I scream my lungs out into his hand. 9 inches of black meat tears me apart, his massive spunk filled balls slap my arse rhythmically as I grunt and cry. I have never felt pain like it, my legs tremble over his shoulders, my toes curled tight. After maybe two or three minutes of this, the pain has stopped and I’ve gone limp. I’m letting him use me. He takes his hand away, and whispers into my ear

“You fucking love this, you little white bitch. You bitches always love it. Tell me you love my cock. Tell me, you know you fucking want to”

I weakly murmur between gasps of breath caused by his slow, deep stroking “I love your cock” he snaps back at me

“Bullshit, fucking say it you little cunt, you know you want to! Fucking tell me!”

I screw my eyes up tight, as he bottoms himself into my hole and grinds his balls against my burning hot arse “I fucking love your cock sir, fuck me like a little bitch” I pant “ fuck me with that big nigger dick”

This causes him to loose his shit. He begins hammering at me. He pushes my ankles above my head, and he begins pounding me for all his worth. All I can do is let out a pained “Uuuugggggggghhhhhhhhh!” After about thirty seconds of this furious fucking, in which it felt like my insides were on fire and I could barely breathe with the pain, he stands bolt upright, pulls out making me yelp in surprise, pulls the condom off, and jabs his meaty prick into my mouth before unleashing seven or eight massive spurts of thick, salty cum. Each one hits the back of my throat and makes me gag. I’ve been here before, and I try and gulp as hard as I can, but it dribbles down my chin, as I feel myself wanking his shaft into my mouth. He lets out a guttural groan as I drain him dry, his legs shaking.

I look up at him, his eyes meet me, and he says gently “I knew when I looked in your locker you’d be fun” I stood up, lube running out of my ruined hole down my thigh, soaking into my ruined nylons, barely able to stand up straight. He slowly walks over to his filing cabinet, and pulls out another pair of tights and throws them at me.

“Your reward, you nigger dick loving whore”

I gather them up, pull my trousers on wearily over the top of my tights, not even thinking how I can escape this situation at home. He grabs my arse cheek as I slowly make my way for the door, and he kisses me on the neck, gently whispering in my ear

“I own you now, you little bitch. You’re mine when I want it”I don’t say a word in return, I simply grab his still semi hard shaft through his trousers and squeeze it meekly, making him groan into my neck, making my cock twitch.

To be continued :)

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Hazel was fed up using her fingers and dildos and fed up of being one of the invisible elderly generation. She wanted more – a lot more – sex, so she decided to expand her sexual horizons. To ensure that she put an advertisement on the web. "Larger mature lady, single, (70), open minded seeks new experiences, fun and frolics. I am 5’ 4”, dress size 18 with 36D bust and welcome either gender and any age.She was amazed that it attracted a few older cross-dressing men, which surprised her greatly...

3 years ago
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Bi MMF FemDom Cross Dressing Cuckold Part 1

I have these friends, a husband and wife. For the longest time, I've wanted badly to have sex with both of them. First I wanted just him, but I thought it would be even better if I involved both of them.I'm bi, but they don't know that. Anyway, after years of hanging out with them, I see how domineering she is over her husband - my friend. She really puts him down, bitches at him constantly and belittles him, in front of anybody and everybody. She's really mean, but she's mostly been nice to...

2 years ago
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My CrossDressing for a couple fantasy

For some reason just recently i have found myself having a recurring fantasy of wanting to try cross dressing for a bi-sexual couple. Several years ago i did try cross dressing just the one time for a dominant top guy but since then have never really given it any more thought, besides i personally have always seen myself as dominant rather than submissive, but having watch a few sissy porn vids and various CD clips i have found myself increasingly turned on at the thought of giving it another...

2 years ago
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It Starts Again A Cross Dressing Fantasy Chapter

Have you ever been transported through time in an instant? I know, not possible, but that is what it felt like as I finished reading the note pinned to the bra Beth had left in my dresser drawer. Imagine that you were a 13 year old guy and you suddenly found yourself drawn to wearing women’s undergarments. And now those long lost urges were flooding back into your brain.I can tell you exactly when this all began for me. It was in April the year I turned 13. My mother was busy at the kitchen...

1 year ago
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The Devils Pact Slave ChroniclesChapter 3 Felicity Horny Little Schoolgirl

Note: Mary gave her father teenage Felicity to be his slave. Thanks to b0b for beta reading this! Wednesday, June 19th, 2013 – Felicity Rye – Tacoma, WA Being a slave was a new experience for me, and I wasn't exactly sure what was required of me. Yesterday, my former Mistress—the beautiful Mary who had taken my virginity that wonderful afternoon when Mark had brought my friend April and me home with him—had given me to her father, Mr. Sullivan, to be his slave. He was a gentle man, and a...

1 year ago
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Cross Dressing play turned horribly wrong fantas

It was just another warm Sunny weekday morning like any other in summer. My wife kissed me goodbye as she left for work, I took my usual pervy glance at her as she wiggled her hot behind out the door, I was setting up in my home office, ready for another day of working from home. I listened to the car roll out the driveway then the gate closed, I started working through the usual emails and meeting requests.. I got bored of work after a couple of hours I decided to go into our bedroom and rifle...

4 years ago
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Cross dressing for my boyfriend

My name is Chris and I’m a 25 year old, white, bisexual male. I stand 5’9″ and weigh 135 pounds with light brown hair and brown eyes. I’ve always had somewhat of a feminine body and I’ve always enjoyed being a “bottom” when with other men. I met my boyfriend Mark about a year ago at a bar. The minute that I saw him, I knew I had to have his cock inside of me. Mark is 27 years old, 6’2″ and weighs 195 lbs with brown hair and a very hot body. He works out a lot and plays some sports. You could...

Lesbian
3 years ago
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It Starts Again A Cross Dressing Fantasy

It had been a particularly hard week at work and was so happy to pull into the garage and put the door down. I sat a moment looking at the empty space in our double garage wondering why Beth was not home, and the remembered that she said she was working until 8:00 PM tonight.I walked into the house, kicked my boots off, dropped my lunch box by the sink, and stripped my shirt off as I headed to the bathroom to get a much needed shower. Our laundry closet door was open so I deposited my work...

3 years ago
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Cross Dressing to go to Girls School

As a boy I was slim and in some ways feminine looking. For example it used to annoy me when I went into a shop with the hood of my coat up because of the weather to be addressed as “hen” rather than “son” – these being terms used in the Glasgow area back then. I went to a co-educational school and had a great time with the girls I met there, all the way from my first day in “primary one” to the sixth form. I did have a fling with one of the PE teachers there brought on by too much to drink...

2 years ago
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Wanted A Horny Crossdressing male

Information: This story is set out as an ad in a porno magazine but it is entirely a work of Fiction I invented. It should be taken of somewhat as a joke. Wanted: A Horny Cross-Dressing Male Hi I'm Foxy Roxy, you may have seen me in action in one of the many porn flicks I've been in, but if you haven't, here goes. I am a thirty-six year old married woman with big tits and blonde hair. I like to wear a leopard print crop top and matching pants. I'm always horny and up for...

4 years ago
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Cross Dressing Pegging and the Promise of a Three

After my last session with Ann, the gorgeous older woman (we’d call her a MILF nowadays) who’d discovered my love for cross-dressing, things were quiet for a couple of weeks. She’d only ask me to visit her when she knew her husband and son would not interrupt which so far meant when they had gone off to watch their football team playing away. It seems that they had a run of home games.Mind you, keen as I was to play with Ann again I did also enjoy replaying our sessions whilst lying on my bed,...

2 years ago
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An arrogant husband gets his comeuppance on a cross country trip with his beautiful wife of twenty years and their passenger a young black man

I couldn’t help staring at it. It was not only the biggest cock I’d seen, there was an aesthetic quality to it that begged a lingering look. Veins coursed over thick black flesh ending in a perfect golfball sized half-dome. It had to be eight inches long and, Lord Almighty, it was still soft! The first word that jumped to mind was “superior” I was staring at a superior penis. The kid’s voice snapped me back to reality. “Wanna hold it for me, Prof.?” he...

4 years ago
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First Taste of Black Cock Pt2 Wife Blacken

Tell me about Diana.” Diana is a beautiful and well-built woman, and even at the age of forty-eight she looks much younger. So I told Jefferson, “Well, I think she’s a beauty, even though I haven’t been able to fuck her much lately. She’s five feet and six inches tall, weighs one hundred and twenty-five pounds, and has naturally-blonde hair and green eyes. Her breasts are large and shapely, I think 36Ds, and her ass is full and shapely. I heard you telling Sammy what you want to do with her,...

3 years ago
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First Time Cross Dressing Experience

Hi everyone of indian sex stories dot net.This is my story how I got an opportunity to get my inner desires satisfied.I am from Kerala and I have come across very weird stages in my life, being groped by men and women which is why I think I am happy being a bi-sexual.Now moving along to the story. I met this girl name ‘Monica’ name changed who is an North Indian in an party in Mangalore and we exchanged numbers.Within a few months we we got very close and met her a few times again in...

3 years ago
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Just A Sexual Encounter With A Japanese Schoolgirl

Alright, so I really enjoyed this experience and felt like telling the world about it. Keep in mind that English is my third language so the writing and translation of physical events to a written format might not convert properly in a way that sounds particularly eloquent.Japanese schoolgirls are my shit. I fucked one the other day. At first our sexual encounter was soft, gentle, and beautiful. I treated her kindly, gently. I worked my way all around her body. As we progressed, I started...

2 years ago
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Consequences of Cross Dressing 2 FIN

Tony's Companion All week I tried to come up with ways of getting out of this date with Tony. I cried, begged, and pleaded with Grace to come up with another date for Tony, and to convince him to let me out of being his date to the Charity Ball. She would have no part of it and engaged my mother to take me shopping for an evening gown suitable for the event, and something to compliment Tony who will be in a tuxedo. "Amy, you have to stop begging. Tony is excited about Friday and...

3 years ago
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Me My Uncle And Cross Dressing

This is my story. The story about my introduction to the sex world. Hello guys i m Ankit from Hisar, Haryana. This story is from my past or i should say this a biography. It was all happened when i was in 12th class. But i m telling it in present tense. I am slim and cute. We are 4 members in our family. My parents, my older sister and me. We are living at the end of the city in. My uncle lives next to our house. He live alone. He is retired from his job and living a luxurious life. He is very...

Gay Male
2 years ago
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The Schoolgirls

The Schoolgirls by Jayme Erin Hendricksen How far will a young talented female musician go with her boyfriend to advance her musical career? My name is Gretchen VanAustin. I'm 23, a child of money, spoiled, artistic, intensely creative, devious, bisexual, a talented guitarist, and I yearn to be a rock star. And I'm becoming one, with the help of my group, the "Schoolgirls". And I'm about to tell you who is probably the most responsible for my path to success, and why. His...

2 years ago
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Cross Dressing

It was the early 80's and I was over my friends house who's dad had a ton of porno mags in his laundry hamper in his bathroom. We used to look at it while his mom and dad were at work. We loved the looking at the hot girls but what got me the hottest were the guys who dressed as girls. When we couldn't take it anymore we would jerk each other off but I was the only one willing to give head. At 18 years old these guys would explode down my throat. What really got me off was when I would go...

2 years ago
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Crossdressing camper

One rule about the park was no collecting of firewood, you had to bring your own. I would load up the bed of my truck with wood from brush pies and fallen limbs along the farm roads and I had plenty for the weekend and a little extra if anyone needed some. As darkness fell and the only light around was my fire, I slipped out of my bra and panties and t shirt and shorts and into a black satin camisole and tap panty set and put my shoes back on. I sat on the bench next to the fire and enjoyed...

1 year ago
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Tiffany The Cross Dressing Slut

I was at the swimming pool with a couple of friends and my cousin. I was 15 at the time, My Cousin, Mark, being 13 and my friends John, 14, Steve, 14, and Henry, 16. We were all drinking beers we asked a guy to buy us at a local grocery store, and were relaxing. We were all chilling in our shorts, with all our upper halves revealed, with John and Mark were the only ones to have six packs. Everyone was drinking, we were having a blast! 20 Min Later, we walk over to the Jacuzzi, and sit down...

2 years ago
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SRU Cross Dressing Blessing

SRU - Cross Dressing, Blessing By Lisa B "Damn it" Joe thought, "There isn't too many stores I know of which don't get suspicious when they see me looking at the lingerie section..." Joe had just wandered out from his usual store, after finding that they had no tights left on the shelves, and was heading towards the back of the shopping centre when he noticed a strange, awkwardly placed store which looked like it had just jumped out of a medieval fantasy story. Its dark...

3 years ago
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Started as cross dressing

This is my true story that happened with I was 26 yrs old. I am currently 28, married for 4 yrs now. I have been a horny guy every since I was in my 6th class and was always turned on by girls. I even made full use of the opportunity of co-ed and used to have fun with most of the innocent girls. I got married when I was 24 to a girl who was two years younger to me. She was a typical traditional girl with a very reserved and religious view of sex. She hardly liked variety and soon I discovered...

3 years ago
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Cockatoo Part 4

Cockatoo Part 4 Return From Bangkok It was late afternoon by the time my flight left Bangkok and dusk began to fall about halfway back to Koh Samui. Lights from the fishing boats in the Gulf of Thailand began to glitter like tiny jewels in the gathering darkness. I could make out the dark shape of Koh Tao, and I shivered at the memory of what had happened down there only a few weeks ago. How close I had come to death in the cold, dark water, and how, given a second chance at life, I was...

3 years ago
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Cockatoo Part 4

Cockatoo Part 4Return From BangkokIt was late afternoon by the time my flight left Bangkok and dusk beganto fall about halfway back to Koh Samui. Lights from the fishing boatsin the Gulf of Thailand began to glitter like tiny jewels in thegathering darkness. I could make out the dark shape of Koh Tao, and Ishivered at the memory of what had happened down there only a few weeksago. How close I had come to death in the cold, dark water, and how,given a second chance at life, I was determined to...

2 years ago
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Cockatoo Part 19

Cockatoo Part 19 I live for feedback [email protected] We finished dinner in the restaurant, then walked upstairs to the flat and sat out on the terrace, drinking and talking about what our next steps should be in the plan to launch the new club. We threw around ideas for possible names, some better than others, and we provisionally settled on Cockatoo Cabaret as a tie in with the bar. I also mentioned that when I had googled Koh Samui Blue, I discovered there were barely...

3 years ago
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Preparing For Daddy Part 1 Of The Sharing Of Daddys Schoolgirl

The gate opened with a familiar creak and Chloe skipped up the path to the front door. She avoided stepping on the cracks, an old habit which after years of walking the same path, she now did by instinct. Chloe thought that she could probably avoid the cracks blindfolded.She smiled thinking of the secret box Daddy kept hidden under her bed, containing her studded black leather blindfold sheathed in a purple velvet pouch. No one would suspect that this little, cute sixteen-year-old schoolgirl,...

Incest

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