First Time Pt 3 By Trans_love (Fiction) free porn video

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Introduction: This is a true story that happened to me when I was a young "woman"

Here's another. Again, I was 13 at the time, I was 5' 2" , 105 lbs, long brown hair, green eyes, ass to die for, I stole my grandma's estrogen pills and started growing boobies, I was now a full b cup.

A couple weeks went by and I only seen my younger black guy a few times. He let me suck his big cock but that was it. One day he told me he met someone else and to not come around any more. As I turned the corner and was heading home his dad, James, pulled up along side me in his car. He said, "Jessica, why do you look so sad, girl?" I told him his son broke up with me.

He told me he'd give me a ride home but he had to run a couple errands first. I told him that was fine, I could use some company. As we rode along we chatted about this and that, he told me he missed me and his cock missed me. I giggled. As we pulled up to a red light he asked if I wanted to see it, I did. Do you want to kiss it, I Do.

So the light turned green and we took off, after we passed a couple cars, he grabbed me by the back of my head and guided me to his hard cock. At first I was teasing the head making little kissing and sucking noises that was driving him crazy. Finally, we both had enough of that and I sucked his whole cock down my throat. He pushed my head down further into his lap and told me to stay there, a cop was right besides us. It was so hard to breathe but I did what I was told, like a good girl. As I was starting to feel lite- headed, he pulled me up so I could breathe again. As soon as I caught my breathe I took him deep into my throat and started playing with his balls. Soon he was shooting his thick load in my mouth, there was soo much I couldn't take it all. As I pulled his cock out of my mouth with a loud POP, the last of his squirt landed on my cheek and down to my lips. I looked at him and out of the corner of my eye I seen a car full of guys just staring at me with their jaws on their lap. I decided to give em a show and scooped up the cum on my face and put it in my mouth. I showed it to em, swallowed, then showed em my mouth was empty. That got me soo turned on!! He said, "I bet you'd like to suck all those guys off, huh." "I would, but only if you're there."

He tells me, "I have a better idea, but first I really need to take care of a few things." So we drove around for about an hour, making a few stops to pay this or pick that up. He even stopped at a pay phone and made a couple calls. After his errands we stopped to get something to eat at a diner. I was really unsure about going in, thinking someone would know I'm a boy but he convinced me I looked more feminem than some of the women coming out, so in we went. After we ordered some food, he excused himself to use the rest room. A really cute busboy came by to clean up the table next to us and this guy was staring at me. I said hello and gave him a wink, he smiled then left. A few minutes later, he came back and handed me a note with his phone number and name, Pete. Once James came back, we ate and had some small talk. My favorite bus boy kept coming back to check on our dirty dishes and walked away with them. James said, "I think that boy has a crush on you, you see that bulge in his pants??" I giggled and said, "I don't think so." As we we're paying the bill, Pete walked by, and James reached down and massaged my ass so he would see. I turned to see Pete looking sad and I motioned to him that I'll call him later.

Out in the car, James told me he had to do it, but I didn't mind. "Now your gonna have a great time! I think you'll love what I have planned next." Not wanting to ruin the surprise, I didn't say a word. I just sat in the car while we drove, rubbing James' cock through his pants. Excited to see what he had in store.

We pulled up to this small building that pretty much looked like a large shed. No cars around, no people in the area, just this shack!! We got out and walked up to it, James opened the door open for me, so I walked in. It was so dark in there it took me a few seconds to adjust and notice all the porn magazines, VHS tapes and dildos all over the wall. I blushed a deep red when I noticed the guy behind the counter. It was a friend of my brother, whose name is Brian. James showed me around and Brian kept asking us if we need any help. James told me to look around while he went to talk to Brian. I seen them both smiling and looking at me, then Brian got on the phone and James came back. He said, "I'm so horny, give me a blowjob, baby!!" Not here I said.

"Let's go in the back," he grabbed my hand and led me to what looked like a closet, opened the door and it opened up into a row of booths. He quickly led me into one, dropped his pants and pushed me to the ground with his hard cock bobbing in my face!! I liked this!! I took his hard cock in my hand and started stroking it, getting it really hard. I then rolled my tongue all over the head, savoring his manly taste. I then took as much of his cock in my mouth and started tonguing his balls. He reached over and started rubbing my ass, telling me how hot I looked and how bad he wants to fuck my tight ass. He got his finger all wet while I pulled my sweats down, giving him access to me back there. While I was still slurping his cock, he pulled my panties aside and started working his finger into my asshole. First the one, then two and finally 3! I was so ready for him to take my ass and make me his,

Once his cock was dripping precum and my drool, he turned me around and started teasing me with his hard cock at the entrance to my love hole.... slowly he pushed in until I could feel his pubes rubbing against my ass cheeks. It felt amazing!! My first time being penetrated all the way by a real cock!!. When he started pumping in and out, I thought I would cum right there. James started telling me how hot my ass was and how tight I am. He then surprised me by pulling my hair, making me look straight ahead. I still had my eyes closed, enjoying this as much as possible. I felt something touching my lips and nose. I opened my eyes and was face to face with a nice size cock sticking through a hole!! I opened my mouth and took that cock deep down my throat, only stopping cause of the wall. I was now in heaven. James fucking me, sucking a strangers cock, my own small penis in my panties feeling like it was gonna burst. James slowed his pace down and told me to keep sucking that cock!! I could feel the strangers cock start to twitch and him saying he was gonna cum.... James pulled me off the strange cock I just had in my mouth as he started cumming on my face. James told me how sexy I looked and started plowing into my ass, then slowed down again as another cock came through the hole!

I was offically in heaven.... I sucked that cock until he too came on my face, adding to the first. James picked up his pace again and soon he blasted a huge load in my hole. After, I cleaned his cock and he put it back in his pants, I could feel his cum drizzling out of my backdoor, just as there was a knock at the front door. James opened the door and walked out as another guy walked in.... No hello or anything, he just dropped his pants and guided his cock into my open mouth... A few minutes of sucking his cock, he backed up, turned me around and slammed his cock in my ass...Hard!! I spurted a few shots of precum into my panties as this guy rode me hard. Another cock through the hole, another shot on my face... ;)

This guy riding me hard slowed down and pushed in my ass as deep as he'd go and released his seed. He shot so hard I could feel it hitting something, making me quiver. Once he pulled out, he left. I was taking a breather when I felt another pushing against me from behind, so I turned to swallow as much as I could. This cock just kept getting bigger and fatter the more I sucked it. I had to have it up my ass!! So I took it out of my mouth and turned aroung, lining him up and pushing that HUGE cock up my slightly worn out hole. To say he stretched me out is an understatement. I have never and only once since then, been soooo full in my ass before. This man was so gentle, it drove me crazy!!! He was slowly deep fucking me for what seemed like forever!! I got used to the size and started pushing back into him. As I got into a good rythm, the door opened and 2 guys walked in, stroking their hard cocks. I quickly sucked one then the other as deep into my throat as I could.

Let me say this... 2 hard cocks in my mouth, a HUGE cock in my ass, cum covering my shirt, belly, panties, in my hair and all over my face. I had the most intense orgasm of my 13 yr old life. Both guys I was blowing came about the same time, I swallowed as much as I could and just let the rest fall where it may!! That huge cock in my ass exploded and I felt so squishy as he pulled out, I tried to tell him my number and see what he looked like but I was unable to move. As everyone left, I just laid there for a good 30 or 40 minutes, reliving and masterbating probably 4 times. As I was trying to recompose myself, there was a knock on the door... It was Brian. He thought I left and wanted to clean the mess. He looked at me and on the floor and said, "There has to be at least a gallon of jizz all over the place. What a mess!!" I smiled, got on the floor and started scooping as much as I could and putting it in my mouth. Within seconds he had his pants down and was fucking my face as hard and as fast as he could, then he fucked my ass till he came for the third time he told me. Then he totally surprised me by pulling my panties aside and sucking my hard little man clit until I came!! " I knew it was you, I won't say anything as long as you come up here again, and soon!!" No problem I said, just as soon as I can walk again!!

A few hours later I made it home, still oozing cum and blowing bubbles, dried cum caked in my hair and all over my face. As I started to fall asleep, I smiled.... I was now a "woman."
I must have slept for like 12 hours straight. When I got out of the shower and after I ate, I called Pete. He said he was gonna go to a party but it was pretty much a "sausage fest" I gave him my address and he came and picked me up a block away from my house.... It was a "sausage fest" but that's a story for another time!\

-

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What are we doing when we watch regular straight porn? We are watching a man's penis enter and exit a woman's vagina over and over again until it fires out a wad of sticky cum. That sounds kind of gay, doesn't it?The Greatest Question of our TimeI couldn't even begin to estimate how many hours of porn I've watched in my lifetime. Not even the Gods can. Over my many years of masturbation, I've seen countless penises. To be completely honest, I've seen more penis than most gay dudes.I have held...

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1 year ago
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Trans Sexual Clinic 04

It was some six weeks since Johnny had attended the clinic with Wendy and now he found himself wanting to go there more and more. He could not get DR. Francine out of his mind, he desperately wanted to have her hard cock in him again as he fantasized about leaning forward and sucking on her delectable tits. The thought of his cock rubbing against her body as she fucked him up the arse was almost too much. He called Wendy at work and asked if she could and would book another appointment at the...

She Males
3 years ago
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Erotic Pulp Fiction

Erotic Pulp Fiction Copyright 2009 by Cal Y. Pygia Pulp fiction, as the term applies to mass market paperback books, was published from the 1930's through the 1960's on cheap wood pulp. Initially, many such books were anthologies of stories that had been published earlier, in pulp magazines. Eventually, original fiction, in the form of both short stories and novels, was published instead of reprinted fiction, and one of the genres in which original novels was published as pulp...

4 years ago
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Troom First Time Hot Bi n Trans Stories

Hot Bi and Trans Short Stories1. T-Room First TimeThese 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!!! What to do on a school holiday? I was a new proud holder of a driver’s license, employed as a dishwasher, and a happy-to-be-driving used-car owner....

2 years ago
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TransSensual My First Time With A Ladyboy

I lay naked on the freshly washed bed sheet and tried to get comfortable. There was the faintest aroma of lavender still prevalent in the air. Outside the open bedroom window, crickets chattered relentlessly in the trees and bushes. The air was deliciously cool. Unable to get back to sleep, I sat up in the bed and reached for the remote control. Whilst channel surfing, I happened upon a channel that offered live horoscope readings by day, and soft-core pornography after midnight. Accompanying...

Trans
1 year ago
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Truth and Fiction

Strongly inspired by the Tim O'Brien essay "How to Tell a True War Story," appearing in the October 1987 issue of "Esquire" This may be archived/posted anywhere. Just give credit where credit is due, thanks! Truth and Fiction By Pretzelgirl THIS IS TRUE I had a friend back in college. His name was Jim Shuler, but everyone called him Moose. One Sunday afternoon in December while Moose is away, his crossdressing roommate kills himself. It came as a surprise and shock...

2 years ago
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Trans Secretary CONTINUED

Part #1 Written by Stephanie Sarg "Monica Barnes smoothed her skirt before entering the office of her boss, Cord Drake, the CEO of the company that his father had founded thirty eight years ago! Like every other morning for the past two years, she brought along his coffee, her memo pad, and of course his copy of the morning paper! "Good morning, Mr. Drake," she said in an upbeat voice, "anything special on the agenda for today?" Cord Drake took the coffee from her out stretched hand and...

2 years ago
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Alexia the transsexual

Alexia is my trans friend real name, Billie is her nick name, I ask her if she wants to spend some with me at the cabin, I haven’t told her about the wolf yet, I don’t think she would understand the relationship I have with it, it’s different from our buddies on the farm, they know something different about me. We get to the cabin Billie’s already getting naked, we take our stuff to the cabin, I sense the wolf is close and his pack is too, Alexia goes to the truck and is...

2 years ago
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Transfer Agency

Trans-fer Agency By Ku-GoWorking at a Transfer Agency was a boring job, at least it was until I met … her? The job in itself wasn’t boring just very repetitive, having to enter the same information up to 4 times in 4 separate locations just to get things done. I would constantly find myself dozing off in the middle of work. Many-a-time my coworker would have to shake me out of a day dream about some kind of sexually explicit encounter with one of the office’s rather good looking receptionist,...

3 years ago
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Trans step sister

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...

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