First Time Pt 1 Written By Trans_love (Fantasy) free porn video

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This is a true story that began when I was about 5.

When I was about 5 yrs old I somehow discovered that I enjoyed women's clothing, especially wearing them. It started off rather innocently, wearing my moms or sisters dress along with heels. I used to put 2 stuffed bears as boobs. As I got a little older I seemed to have forgotten all about this for a few years.

Let me describe myself a little before we go any further. At age 12, I was about 5' 1" maybe 100 lbs, longish brown hair, green eyes and a very fem ass.

When I turned 12 or 13, I was able to get a paper route early in the morning. I would get up about 5, load up the papers in the bag on the front of my bike and get to work. As the months passed I was enjoying making some money of my own and really liked be up and out of the house before dawn, Once summer came around, I really learned to love getting up early, Mostly because people would hang their laundry out to dry the night before and go out and get it once they woke up. My old desires to wear women's clothes came rushing back to me, and I often found myself between houses staring at cotton panties and lace bras. It wasn't too long before I got a little more daring, jumping fences to feel the feminem intimates against my face...



Before too long I was taking these gorgeous pieces of clothing home with me and trying them on when no one was around, Then one day I came across some black spandex short shorts, a sexy nylon pair of panties (thongs) and a yellow nylony top. I couldn't wait to get home and try them on. I think I was 12 when I had my first orgasm, wearing these beautiful clothes. Towards the end of that summer I got even more daring and would wear these clothes outside while delivering the papers, actually hoping a man would see me and make me do things with him.. I could imagine him pulling me close to him, kissing me roughly, taking my small girlish hand and making me stroke his hard cock through his jeans. Once he was all hot and bothered, he would push me down to my knees and tell me to look into his eyes while I unbutton his pants and slowly pull them down til his hard cock slapped me in my face. Then he would tease that big cock against my lips, slowly parting them. I would slowly open my mouth and allow his cock to enter between my lips. Taking as much as I could before I choked. He would pull that cock out of my mouth and lean down to kiss me before roughly grabbing me by the back of my head and forcing all his cock down the back of my throat, making my eyes tear and fuel this passion I have to pleasure this man as best I could. I would get into a nice rhythm of licking and sucking the head, then forcing my way down to the root, his pubes tickling my nose, stroking him slow then fast, making him moan, all the while staring up at him. Before I knew it my fantasy suck was over as he blasted a thick creamy load in my mouth. He wanted me to show him his load in my mouth before I swallowed it all....


The days started growing colder and I still wore my sexy clothes underneathe my boy clothes while delivering papers. A few times a car or truck would pass me and I would flash them a little bit of what I had on close to my skin. A few stopped then kept going, I wasn't sure how, but I was determined to make my fantasy a reality. I was really enjoying dressing up as a woman and collected quite a large amount to pretty much fit any mood. But my favorites were still the spandex short shorts, hiked up a little into the crack of my ass. I would wear the yellow nylon top tied up as a belly shirt. I could make myself look very passable without any make-up.


When I was 13, I was masterbating several times a day, sometimes playing with my ass till I came hard. Once, I had the idea to get a carrot and try to fuck myself with it. It felt soo good I had to have more. This became a regular thing, gradually using bigger objects until I could get a Mag-lite in my "gurl" parts.


One morning, a surprisingly warm winter morning I had a chance to fulfill one of my fantasies. I was about half-way through my route and I had to pee real bad, I decided to go into the alley that seperated houses to relieve myself. While pulling my pants and panties down I noticed someone looking out their back door and right at me. My heart skipped a beat as this tall, well built man opened the door and started walking towards me. He also pulled his pants down and pulled his semi- erect cock out and started pissing. He started mumbling something about being locked out of his house and he was soo drunk he couldn't find his key. I realized this guy was talking to himself and I don't think he even seen me. I watched this guy shake off the last few drops and looked up right into my eyes. I had finished my business and tucked myself into my panties. I turned around so my back was towards him and started shaking my ass a little, biting my lip, I turned my upper body to look at him. This guy was stroking his cock and staring at my ass. I was so turned on... I started sucking my finger, hoping he'll get the idea, but he didn't, he just stood there jerking off staring at my ass. So I decided I would do something about this. I slowly walked over to him, took his hand off his cock and replaced it with mine. My first cock in my hand other than my own. I loved it... Anyway I started stroking this nice 6" penis with a large helmet looking head. I reached down and cupped his hairy balls, feeling the weight in my hand. I sped up then slowed down my stroking, just really enjoying the moment and power I seemed to have with a cock in my hand. He started moaning and reached for my ass. I loved the way he was massaging my ass while I stroked his hard cock, I started asking him if he liked my ass, what do you want to do with my ass, want to feel my ass sliding up and down your fat cock?? Mmmm baby, I want you to fuck my ass so slow. C'mon baby put that cock in my ass, make me a real woman... mmm baby please, don't make me beg.... I was soo turned on. This guy was leaking pre-cum all over my hand. I should have stopped stroking him, cause I really did want him in my ass, but I didn't and before I knew it he pumped a huge amount of cum on my legs and panties. Alot went on my hand and even some on my shoes. As soon as he was done he zipped up and went back inside.. How rude!!! He didn't even let me clean his cock off or watch me lick his jizz off my hand or rub his cum all over my panty encased cock. But I found out I LOVED the taste of cum. Couldn't wait for another experience and taste it straight from the source. MMMMMMM!


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When I graduated high school my mom remarried. It took some adjusting when we moved in with them. John was my new step dad he was kind of a hippie guy. His daughter was transgender. Kate .She was a tiny thing very petite 5’3 pale skin and skinny. She would walk around in her bikini. She had little boobs and as much as I looked I never seen a dick in her bottom. She had long blonde hair and green eyes. Actually she’s very cute. We got along fine and I was her protection when she needed it. It...

2 years ago
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A trans top and her bottom bitch Part 2

At the start of our second week together, we left the hotel in Makati to stay for one night at her little house where her friend is also living temporarily. We had made a brief visit the week before but we had not spent the night there. I was not too enthusiastic about staying at her house because she shares a room with her friend and I didn't think we would be able to have sex.However when her friend left to do a little shopping, she surprised me by coming up the stairs saying, "Quick, get...

2 years ago
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Trans Porter

I went to Brazil for the Olympics, a hot wild and sexually liberated country. You can see things there that you would not see in many other places, including transsexuals. The transsexual culture there is huge. On many beaches, girls in bikinis do little to hide their "packages" and walk around like a normal woman. For all intents and purposes, they are woman, and very sexy ones at that. My name is Nigel and I am 26 years old, I have long dark hair and a close trimmed face, I have dark eyes,...

Trans
2 years ago
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Her Mystical TransFormation

I was cumming, the roiling sensation of my climax washing through me like a violent storm as Lilliandra slammed her huge cock into me hard and deep and Misha sucked greedily at my bucking prick. And I wasn’t the only one. With me lying on my back, my ankles on Lillian’s slim, Spanish shoulders and her fat, powerful shaft plundering my depths while the exotically beautiful Misha’s soft, pink, Asian lips and tongue worked on my spewing black cock, I was also being fed hot mouthfuls of the salty...

Trans
2 years ago
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First trans experience

A little bit about myself, my name is Dave, I'm about 6 foot 1. I go to the gym a lot so I'd say I've got a fairly decent body without trying to brag. I'm eighteen years old and I live in London, England. In high school, I had a girlfriend, Nikki, she was a petite 5 foot 3, but like me, she loved going to the gym, and towards the end of our relationship the squats were really paying off, and by that I mean, her ass was to die for. Sadly though, in our last year of school, she broke up with my...

Trans
4 years ago
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Crossdresser to Trans Escort Part 3

This is a continuation of my Crossdresser to Trans Escort series.After my first fuck for money with the restaurant owner, things escalated. I arrived at work the next morning wearing a pair of black trousers, black blouse and flat ballet shoes. The owner called me into the back office before we opened up for the customers. He was sitting behind his desk wearing a tight black t-shirt which showed off his tanned skin and bulging muscles. 'I really enjoyed our transaction last night' he grinned,...

2 years ago
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trans threesome

It all started with Debbie. I'd met Debbie through work as she was our account manager. We slowly developed a friendship over our mutual love of music, movies and girls. We'd catch up after work over a drink and gossip about various things but Debbie would always bring up her charity work. She was constantly working for Lbgt charities and the latest project was raising money for a gay bar to stay open. I agreed to go to offer my support. The night came and I arrived with Debbie at the bar early...

2 years ago
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Hot Bi n Trans Stories 3 Workplace HarAss

Hot Bi and Trans Short StoriesThese short stories are kinky-hot tales that fit in with The Prelude Stories and the My TV Sex Adventures. They are from a variety of time periods beginning, like this one in my teens and extending to probably last week or so. Enjoy and comment, particularly if you’ve had similar experiences!!! 3. Workplace HarassmentAs a k** I had a paper route and mowed lawns. I developed a work ethic and enjoyed getting a job done. As a teen I knew I wanted to have a car and be...

1 year ago
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Hot Bi n Trans Stories 2 Fitting Room Fuc

Hot Bi and Trans Short Stories2. A Fitting(-room fuck) I will Never ForgetThese short stories are kinky-hot tales that fit in with The Prelude Stories and the My TV Sex Adventures. They are from a variety of time periods beginning, like this one in my teens and extending to ummm… probably last week or so. Enjoy and comment, particularly if you’ve had similar experiences!!! The first story really sets the scene for this part – I recommend enjoying it before this one. Comment!!!Twenty minutes...

2 years ago
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Angela the trans goddess of masturbation

This story begins one day in October. I left my job, it was night and I decided to go to dinner at a restaurant. I entered, I chose the table and I sat down. While reading the menu, I feel a fine voice, which asks me: What do you want to eat? I look up and see a woman with a beautiful, angelic face, very white skin, clear eyes and red hair. She wore a tight white shirt through which protruded the two nipples of small tits. I stayed a few seconds without answering, as if hypnotized. She smiled...

2 years ago
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A trans goddess of masturbation

This story begins one day in October. I left my job, it was night and I decided to go to dinner at a restaurant. I entered, I chose the table and I sat down. While reading the menu, I feel a fine voice, which asks me: What do you want to eat? I look up and see a woman with a beautiful, angelic face, very white skin, clear eyes and red hair. He wore a tight white shirt through which protruded the two nipples of small tits. I stayed a few seconds without answering, as if hypnotized. She smiled...

3 years ago
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Awakening My Trans Nature My Seventh Experience

I lay on the bed in underwear tasting my own cum, there was a slight hurt where my hands had been bound to the bed but nothing much. yet again there had been a quantum leap in my sexuality, the being sub to a dominant Mistress and being under someone else’s control was new but made perfect sense to me and felt perfectly right. To have to serve worked on quite a few levels. After some time I got up off the bed, put my heels back on and looked at the parcel. It was an envelope with a box in it...

1 year ago
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Awakening My Trans Nature My Fourth Experience

A few days later I felt it all catch up on me mentally. I woke up and felt drained and anxious. Managed to get breakfast down but needed to get back to bed not sure why. Got up it became very important to shave as closely as possible. Then to remove as much body hair as possible. I this became increasingly important and I felt myself shaking and breathing fast and shallow. I moisturised myself and put the bra and panties on and then the black flat shoes. It was not a sexy look but that of a...

4 years ago
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Awakening My Trans Nature My Third Experience

I was in the main library at the University in one of those little cubicles trying to think and work things through, staring a blank piece of paper. What I was doing was fantastically exciting but why and what did it mean I was mentally and physically? Was I straight, gay or Trans? Was it the clothes, the exposing myself, the being desired? Being thin and pale was not a good look for a Man but it had to be said I made quite a good girl. Thin legs. I wanted to stop badly but more of me wanted...

1 year ago
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Trans NOT sisters VS zombie apocalypse FINAL CHAPT

All characters are over 18Béa was sexy a femboy when she found a wild runaway boy. She raised him and together they grew up into beautiful transvestites. Discovering each others body and transforming together they soon became lovers, living perfect girl life together until zombies attack the city. The girls discovered that people could be cured by having sex. They just rescued the news star announcer Jim J.J Johns so he can tell the whole world how to cure zombies. One last thing remains to be...

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