My First Time With A Trans free porn video

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Young, dumb and full of cum!

I suppose that I better start from the beginning,...

It was an icy cool evening, in my Mother's home, the wind was blowing loud and hard, it had already knocked over the bins, leaving a s**ttered pile of debris, the lighter items flapping about in the brewing storm. It was just a couple of days after my eighteenth birthday. My mind started to wander and to explore and learn about all the curiosity running rampant about my own head, the desires I had towards the opposite sex. But most of all. When I first got to discover the unspoken, hidden world of what aroused, single men. Most of all though, what we got up to, when nobody was watching.

The anticipation surging through my body in electrifying jolts of excitement at the thrill of what I had planned. The minutes slowly ticked by, then suddenly there was a knock on my bedroom door. “Good night” slurred my mother, as she drunkenly made her way up to bed.
“Night mum” I replied.
As soon as I heard my mother close her bedroom door, I snuck out to the living room, creeping through the hallway, lightly stepping forward, I slowly made my way until I was in front of our pc, I waited there for about five minutes in the quiet. My young, thick cock was starting to get hard. I couldn't pause any longer, so I reached forward and switched the pc on. It took a few minutes to load up, as I waited I slowly ran my hands over my young, smooth body. I let my hands gently caress my soft, pink nipples. Slowly I traced my finger around the points of my nipples until they were erect, I then started to pull and twist, getting a little rougher with each pull and twist, until my nipples started to burn with pleasure, sending jolts of ecstasy down my spine. My young, hard cock started to ache and throb from the sensations travelling around my body. Just as I started to grip the base of my cock, the computer's monitor flashed on too the desktop screen.

After about twenty minutes surfing the web, I found a chat site where gay men all over the country were chatting to each other and arranging meet ups, I quickly created a profile as my curiosity peaked. I signed in with my new username; Young dumb and full of cum. Seconds later windows were popping up with guys asking how old I was?, asking how I was doing? I responded to a few to get my bearings of how this site worked, nobody seemed to want to meet, everyone that had messaged me, had only wanted to ask if I'd be interested in phone sex. Phone sex was the last thing on my agenda for the evening.

After what seemed like an eternity. .
I got a message from a cross dresser in my area, she was looking to meet, my cock ached so much it was beginning to hurt at this stage, we messaged back and forth for a few minutes until I told her how much my cock was aching. She asked for my address, which I gave instantly but informing her that I still lived in my Mother's house, to which she responded that she would be outside my house in 15 minutes and that she wanted me dressed and ready, and to be standing on the road just outside my house. My body was trembling with so much anticipation it took my three clicks of the mouse to actually hit the shutdown option. Stealthily I rose up from the chair and tiptoed my way back to my bedroom. Quickly and quietly I pulled off my underwear and tshirt. I then gingerly made my way to my chest of drawers, I pulled out a loose fitting jumper and tracksuit bottoms, the shape of my semi hard cock showing against the fabric of my tracksuit bottoms. I gently rubbed the shaft causing it to twitch and get slightly harder. I stopped myself from going further by walking around my double bed until I was at the window, I reached forward and pulled up the handle, pushing the window open I climbed up and out the window, when I was outside I closed over the window, leaving only the tiniest crack open so I could get back in after my escapade. Slowly I crept along the gravel path, careful not to make the slightest bit of noise, my heart was racing with the anticipation of my first meet with this cross dresser, my heart was also racing with the fear of being caught. Every time the gravel ground together with each step forward I'd freeze for a few seconds, just to listen for any other disturbances of sound in the cool night's air. As I finally reached the end of my Mother's driveway, I could hear the faint hum of an engine approaching. Turning my head to the right, I could see the whole way up the road as the full moon lit up the entire countryside in a beautiful night time glow, then in an instant two headlights came around the corner completely illuminating the road, I had to look away as the car came towards me, I started to rub my eyes as I felt as though I'd been blinded by the headlights.

The car was beside me, the engine purred into the night, I felt like I had left my body as I climbed into the dark interior of the car. As soon as the car door was closed, we started moving again. Out of the darkness this seductive husky almost feminine voice purred over the hum of the engine. “Hey honey, I'm Amanda”. She said
As she elegantly reached across to shake my ever trembling hand. Her hand was bigger than mine but it was warm and soft, as if freshly moisturised. Her nails were painted bright green and her fingers and wrist were adorned in an assortment bracelets and rings. “Hey honey, you have no reason to nervous, I'm going to look after you tonight”. She purred.
I looked at her and smiled. As we drove further down the road before she started to slow down. We pulled into the entrance of a field. Amanda quickly jumped out of the car and quickly walked over to the gate that was blocking our access to the field, as she opened the gate, the goddess that was Amanda came into sight.

She stood six foot two inches in height, on her feet she had on a pair of scuffed up converse shoes, her beautiful, smooth legs were clad in pink fishnet tights. Around her waist she was wearing a green micro mini skirt. As she pushed the gate open her skirt rode up revealing her curvy bubble butt, just for a second the head of her eight inch, circumcised cock came into view between her long legs. Just as soon as her beautiful cock came into view, it disappeared as Amanda turned around. My jaw felt like it had dropped to the ground, hungrily my eyes devoured Amanda in all her beauty, she was incredible, her shoulders were broad in her green halter top. But her c-cup breasts were what really caught my eye. As I tried to process everything that was going on. Amanda quickly jumped back into the car and looked at me, seductively she smiled as she drove us forward.
“Do you like what you see?”. Amanda asked me.
“ye.. yes” I nervously mumbled.
“oh honey, is that tent in your pants for me?”. She giggled as she stopped the car and switched off the ignition, the car was warm, Amanda reached across me to lower my seat back, she smelled divine, all of a sudden her hands were on the waist of my tracksuit bottoms, with ease she roughly pulled them off. My throbbing seven inch uncircumcised cock bouncing off of her chin. With a pleasant moan Amanda began to run her tongue up and down the length of my throbbing cock, all of a sudden her mouth had engulfed my smoothly shaven balls, I leaned back and moaned in pleasure as my hand explored Amanda's back until my fingers got low enough to run my hand across her ass, gently caressing her soft smooth checks, my fingertips rubbing small circles around her tight smooth rose bud, slowly I worked my middle finger deep inside. Amanda moaned in pleasure as she ran her tongue around the circumference of my balls, before I knew it Amanda had the head of my cock in her warm, wet, soft mouth. I groaned in ecstasy as Amanda flicked her tongue around the head of my cock. Slowly she swallowed my cock until the head was resting against the back of her throat. I slipped a second finger deep inside Amanda's tight, lubricated asshole, Amanda's head started to bob up and down, picking up speed with every her lips hit the base of my ever swelling, young cock. I lay back in the reclined car seat, my body was is spasms of ecstasy as Amanda's velvety mouth continued to suck my cock hungrily, her saliva dripping down my balls as her tongue flicked across the head of my cock, the pressure building as I started hump and buck, as I was moaning and squirming in pleasure, Amanda reached between my legs and slipped her middle finger deep inside me. Instantly Amanda found my g spot. As she pressed my magic button she used the positioning of her hand meant she could hungrily fuck my cock with her mouth, in seconds I was crying out in ecstasy, “Fuck, I'm going to, CUM!!”.
With a groan and a final thrust, my cock exploded in the back of Amanda's throat. Amanda quickly clamped her lips around my cock as to not lose a single drop. “Mmmmmmm”. Amanda purred,
as she hungrily swallowed every last drop. Running her tongue around the head of my cock, she gently began to suck, after about thirty seconds Amanda brought her head up from my cock with a little pop as my cock slipped out of her mouth. “Did you enjoy that honey? “. Amanda asked
As she leaned in close to me so she could kiss my neck.

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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
1 year ago
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Brazilian Transsexuals

This morning, somebody sent me a link and told me it was a good place to find Brazilian transsexuals. I guess my head was still a little bit fuzzy from last night’s binge on Viagra and hookers, so I immediately wanted to know, “How many is a Brazilian?” I understood my mistake as soon as I loaded up the front page of the aptly named Brazilian-Transsexuals. Oh, right! A Brazilian!So, how many is a Brazilian? Well, the digits at the top of the landing page at Brazilian-Transsexuals.com puts the...

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3 years ago
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FaceTime with Ann Next Door

I never FaceTime. I'm not a adolescent girl. I don't need to see your face when a simple text will do. Call me an old bastard, get-off-my-lawn type, but that's the way it is. (By the way, I'm not that old).So when that mechanical beeping emanates from my phone that someone wants to FaceTime me, it's definitely out of the ordinary. Especially when it's 10:30 on a Tuesday night. I got to my phone and it said "Ann FaceTime video."Well, this was different. Ann Next Door and I been fooling around on...

4 years ago
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Part VThe Voyage of a LifetimeSecond Stage Transformation

Part V-The Voyage of a Lifetime-Second Stage Transformation When I wake, I was snuggly warm in my bed wearing only a very sheer white baby doll sleep set. I have panties on. In my ears were some earbuds and the soft music seemed to hold more than relaxing music. I was alone in the bedroom and I woke and then rose slowly. My mind raced back to last night. Had I really? Was that really me? Did I do that? Question after question raced through my mind. I felt warm and tingly...

2 years ago
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Daytime friends nightime lovers

She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½ feet. Dark red… it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the crystals were so thick it turned everything pastel. Breaking it apart just enough to smoke easy, she arranged the weed in...

3 years ago
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Daytime friends nightime lovers

Introduction: While a few details have been tweaked, this story is as close as I can remember it Prologue She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½, feet. Dark red&hellip, it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the...

4 years ago
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Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

4 years ago
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The Translator

The Translator A Short Story By Maryanne Peters I was furious that the agency had made such a mistake, but somehow, I found it hard to express my anger to him. He seemed small and harmless, but he was still a man. I had been very precise in my instructions: We were a group of women speaking to female Muslim refugees about women's' issues - our interpreter had to be a woman. "I am an excellent translator," he said. I never doubted it. It was just that he was male. "From the...

1 year ago
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Halftime Stranger

It was a warm October night and I was at a college football game with a few buddies. Throughout the first half of the game, I looked to my right and there was this hot sexy bald guy 3 sections to my right. He had huge arms and was wearing a black wife-beater and jeans. We kept looking at each other and at each time, he would show that bright smile of his.At halftime, I went to the restroom and used one of the stalls, luckily I was the only one in the bathroom. As I opened the stall, he was...

2 years ago
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Found in Translation

Found in Translation by Armond *** They are patient. Sparkling. Thrumming. Four perfect platinum monoliths, their faces filled with celestial marks; divine words, of life, of death, of love. They hold a secret, these plates, infinity's key; needing one to come, who, through the simple act of reading, will unlock them. They are waiting. *** 1. Kore "So you are like ...Indiana Jones?" Her broken English was so cute that he resisted answering in his...

2 years ago
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Summertime In Colorado

Summertime In Colorado I absolutely love summertime. The hotter it is the less the girls wear. Instead of long jeans they wear short shorts. Instead of full blouses they wear skimpy tops. Coats are strictly out of the question too. Bikinis are popular even if it is just the top half with a micro mini skirt. Like I said I absolutely love summertime. Girls of all ages are wonderful to look at. Touching them might be a different story but looking at them is still legal. The problem...

3 years ago
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Summertime Blues

Summertime Blues Author's Note: This is an old story of mine which I self-edited using the great suggestions I been receiving. I will go back and edit it more. I want to see how well I could implement the suggestions which I got. Also, I want to give a thanks to all the people who had help me in my writing. It was a bright sunny Saturday afternoon in July yet it was raining in Joe's mind. This was for Joe was having a run of the mill bad day so he headed to the bar for a drink. He...

2 years ago
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My First Time With a Transexual

This is a true story it happened back in 1986 I already knew I was bye and I liked having sex with girls and guys but I had never had a transexual. I went out clubing where all the gays and lesbian hang out just to hang out and have a good time there was always someone who would accept a straight looking guy like me so I went into this one club that had a transvestitied show or shemales show it was a great show they had some singers, dancers a couple of comedians the show was very good so I had...

4 years ago
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My First Time With a Transexual

This is a true story it happened back in 1986 I already knew I was bye and I liked having sex with girls and guys but I had never had a transexual. I went out clubing where all the gays and lesbian hang out just to hang out and have a good time there was always someone who would accept a straight looking guy like me so I went into this one club that had a transvestitied show or shemales show it was a great show they had some singers, dancers a couple of comedians the show was very good so I had...

3 years ago
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For Three Transgressions

Though the overhanging black expanse of a new umbrella kept the pouring rain away from Amos Jefferson’s head, it could not keep his face free of the saline moisture that had formed about his ebony eyes. As he stood silently, the gusting October wind began to whip the raindrops sidelong at the lower extremities of his pants. Tilting his umbrella to compensate, Amos noticed that the dribbles of rain on his mother’s tombstone had formed a rivulet. Nearly an hour had passed at the grave site during...

4 years ago
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Organ Transplant

This is a transgender story. It's also part mult-part (But loaded as one file and not finished). Maybe it will go to a conclusion if there is any interest. You should be at least 18 to read this. It involves obviously transgender items, body growth. If any of these offend you please do not read any further. Oh gee, the obvious part, nobody depicted in this story is real, that would be a little hard as its a Sci-Fi Story to begin with! Organ Transplant by...

4 years ago
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Transplant

Transplant by Chrissy Some of the chapters may have scenes of an adult nature and if you are offended by such things then you are advised to read no further. Part One. Blackness....... Darkness......then light so bright I see nothing else. Then Darkness once again. Murmurs.......mutterings in the dark.......wait....voices....I can make out voices. The blackness fades to grey and then I can make out shadows, no wait its people all around me. My vision is becoming...

4 years ago
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Transplant

TRANSPLANT By Annie James The sensation was a familiar one for an awakening teenager. Lying on my back with a raging erection sticking straight up under the bedclothes, I tried hard to roll onto my side both to free myself from the pressure of the covers and to conceal my state of arousal from the persons whose voices could be heard talking softly together in the room. Rolling over proved more than I was able to accomplish. It was as if I were tied to the bed. Was I at camp and some...

3 years ago
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Starship Transient

[Authors Note: Remember to customize the first names/nicknames of your crew, check the Guidelines on page 2 thread, and go to the forums to Story Feedback for discussion and questions, if you want. "Author's Note" will be at the top for the main threads and it starts with "Alcubierre Starship Model" on page 2.] The only technologically advanced, and now a trans-planetary species, in all of known space has conquered The Milky Way Galaxy, so to speak. The vast majority of known habitable star...

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