HOW I BECAME A TRANNY WHORE (PART 2) free porn video

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HOW I BECAME A TRANNY WHORE (PART TWO)
After my first night working for Mama T, I was hooked. At least once a week I was a worthless whore at her trailer. I would be at her trailer, ready to serve her cliental. Of course most the Johns picked one of the real girls over me, but there were the occasional guys that wanted some thing different or couldn’t wait. I didn’t mind. I just craved being in this sleazy environment knowing I was nothing more than a piece of useless meat on sale. After all I was tainted merchandise; I had a cock between my legs instead of a juicy cunt. The other girls were great as they would refer any of clients to me if they requested anal sex. I did have to split my share of the money with them. It was only fair they got a finders fee.
I made my money on out calls. I wore a beeper all the time and when it went off I knew it was time to jump in the phone booth and change in to Super Bitch. Super Bitch who could jump on a cock in a single bound, Drain guy’s balls before their wife returned home and gives them what their women couldn’t. Thank the stars for wives and girlfriends that will not swallow, do anal, dress erotic, be a urinal or allow their men to full fill his kinky, perverted desires.
On this night business was really slow. So Mama T told Tammy and Jane to hit the street and for Mary and I to stay put for walk ins. Tammy protested and told Mama to send me instead. My heart skipped a beat. I had never worked Sprull Avenue. I idea of doing so was both exhilarating and scary. Her whores would stand on their corner and attract a customer passing by, make a date and then direct them up the side street to Mama’s trailer.
Some of the bitches would do the nasty deed in the car with the John, cutting Mama out of her share of the money they got. That is why Mary had not been sent out to work the street as she was notorious for sucking and fucking in cars.
Mama mulled over the idea. Looked at me, smiled and stated that she saw the idea appalled to me. I had on a micro mini skirt and my cock had pushed out of my panties, pushed the skirt hem up and was exposed for all to see.
“Okay Vanessa, Jane to the street, but first come over here and let me drain your pretty cock dear. We can’t have you going to street with a hard on like that! I am hungry for some goo any way,” Mama said licking her painted lips.
Mama was a SSBBW and she shifted her girth in the recliner as I approached. Her bright red silk robe opened as she shifted in to position so she could blow me from her recliner. The opened robe exposed her huge breast and auroras the size of salad plates. You could not have put one of her tits in a two gallon bucket and they rested high atop her big stomach. Her pussy was well hidden by the large apron the bottom of her belly formed. She was a vision of beauty. She lighted two VS 120 cigarettes and passed one of them to me, the filter stained with her red lip stick. Tammy, Jane and Mary gather around us to watch. Tammy stood behind the recliner and reached over the back grapping her mother’s massive tit and digging her long pink finger nails into the skin.

Mama puffed on the cigarette blowing the sweet smoke over the tip of my shecock. She slipped her larger lips over my cock and sucked hard. I could tell she was turned on by the hard massage her daughter was given her right breast. Her massive hand was on my ass pushing me closer to her wanting mouth. I placed one of my nylon cover knees on the recliners armrests and against her fleshy stomach. I was not long before my spunk was flowing into her hot wet mouth and she released her grip on my ass.
“Now you girls get your asses out of here and make Mama some money,” she said with my spunk dripping from her mouth.

On the Corner Jane and I stood in all our glory. Jane had on platform mules with 7” heels, a jean skirt that came to her mid thighs and a leather vest with only the button between her tits fastened. She was about 30 and a little on the heavy side. Her short butch blond hair was spiked. I had on 5” red open toe pumps with stiletto metal heels. I had on red fish net thigh high stocking and a red micro spandex mini skirt with a silk black and white tiger stripped blouse with puffy long sleeves. A ring on every finger and long red press on finger nails. A straight shoulder length blond wig with bangs frame my face. Red spandex thongs held my now spent package out of sight.
Jane told me to just stand there and look sexy and follow her lead. I was to walk over with her to any car that stopped and she would do the talking, so I could learn the lingo. We stood there waving to the passing car and every now and then Jane would yell out, “Want a date.” Some times it was necessary to walk back up the side street when we spotted a police car coming down the road.
Several cars slowed to check us out and finally one car made a second and third run by us and turned on to the side street and stopped. As we walked to the car the passenger side window was lowered. Jane leaned over and said to the black driver, “Looking for a date handsome?”
“Depends, what the going rate?”
“Depends on what kind of date you are looking for tonight. What do you want?” Jane replied.
The black guy smiled and replied, “A little head and I want to fuck your ass.”
“I don’t do anal. My girlfriend here does are you interested?”
The black man took a good look at me as now the car window framed both Jane and my face. I moved around the car to the drive side window leaning down and making sure my ass was visible through the front windshield. He told me to stand up and move closer as he wanted to feel my pussy. Now I was scared having no idea what his reaction would be when he felt a cock instead of a wet pussy. Jane came to the rescue.
“Baby, she has the same equipment between her legs that you have.” Jane purred.
“Oh! I doubt a white faggot boy has a cock as big as my ten inch cock.” He replied.
“Really, show it to me sweetheart,” I blurted out.
Jane stopped the transactions at that point. She told the guy to expose his ten inches first that she want to make sure he was not a cop and of course asked him in every way she could that he was not a member of law enforce meant. Finally he unzipped his fly and hulled out the biggest black cock I had ever seen. When he took his eyes off Jane and looked back at me his door window was framing my sissy cock.
Pulling my skirt back down in place I leaned in the window and sucked his cock head for a few seconds. Then I backed out so just my face was in the window again. Jane and the black guy haggled over the price and because it was anal and he was packing ten inches of hard black meat it would cost him one hundred clams.
We pointed him the driveway and walk that was to meet up with him. I told Jane that I thought that I had just wrote a check my ass could not cover. Jane laughed and hand me a pill. Take this Hun she told me and you wouldn’t give as shit if his cock is twenty inches long. Not wanting to disappoint my trick I downed the pill.
Back in Mama’s bedroom I became indifferent to everything that was happening. I know I suck his black cock and I know he buried it to his balls in my tranny ass. I remember I was giggling a lot and begging him to pull out of my male cunt so I could swallow his hot load of cum.
When my head finally cleared I was sitting on Mama’s couch. My ass was racked with pain from the fucking I had just received. Mama was scolding Jane for giving me the pill and Jane was defending he act of kindness. Jane told Mama that with out the chemical help I could have never taken the black man up my ass.

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First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn’t get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

3 years ago
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My Tranny Teacher 4

This is a fantasy story. Every day left me feeling more horny and excited for our next tutoring session with Ms. Bennett (Becca). I was hard about 90% of the time just going thru all of my special clothing and deciding what I could get away with wearing to school that would light up my teacher and make her clitty into a full stiff dick that I could put to use. After looking at everything I decided that black lace top stockings would be exciting and could not be noticed under my school clothes....

3 years ago
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Threesome with a tranny and a woman part 2

I had just finished fucking and sucking with Bree ( the tranny) and Tammy ( the woman) and we all wanted more. If you did not read the first story please do that so you know what's going on. We were laying there getting our breath back and I looked at Tammy. Now that I knew she was a woman I really looked her over. She was about 5'3" with a fantastic body and shoulder length blonde hair. She had big tits with extra large nipples that looked like pencil erasers only longer. She had a little...

2 years ago
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Tranny Arschfick in der Jugendherberge

Fabianes ersten ErfahrungenFabiane, die ursprünglich einmal Fabian hieß, war eine Tranny und hatte gerade ihren 20. Geburtstag gefeiert. Sie war Berufsschülerin. Als solche übernachtete sie regelmäßig die Woche über in dem Hotel, in dem ich an der Rezeption arbeitete. Dieses Hotel war zwar an sich eine Jugendherberge, aber ganz im Stiele eines Hotels. Somit hatte ich mit vielen jungen, coolen Menschen zu tun. Mit einigen entwickelten sich manchmal Freundschaften, so auch mit Fabiane. Sie kannte...

3 years ago
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Trucker the Tranny

Jermaine Simpson drove his white 2010 Peterbilt raised-roof big rig into the truck stop just outside of the city. He called his friend, Mariah.“Hey, baby,” the dark-skinned transsexual answered.“What’s up boo? I’m at the truck stop,” Jermaine shared.“Okay, oool! I’m on my way.”“Awesome! Can I get a shower at your house?”“Of course!”“See you in a few.”“Bet!”Jermaine’s nine-and-a-half-incher was already hard. He loved fucking her whenever he was down this way. Once he had taken her on a six-day...

4 years ago
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BuildaTranny

Garvey Williams kissed the pretty, effeminate, white boy he had had been secretly fucking since they were high school sophomores. Back then, Garvey was a standout wide receiver with high prospects of moving on to Division One. He had progressed as everyone thought and Jamie Collier, the femboi, followed him to the large state university. Garvey and the Mustangs earned a national championship his junior year. The football prodigy decided that he should enter the NFL draft immediately following...

4 years ago
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My first tranny girl experience got me hooked

I have always wanted to have sex with a tranny. I find these women sexy. In my daily life I dont know any, so I look online find a tranny to fuck. As I look online I find a sexy Cuban t-girl advertising sex. I instantly give her a call and arrange a time to go meet. One thing that turned me on is that she just moved from Cuba and had an spanish accent that turned my dick rock hard. Once I get to her home she leads me to the bedroom. She is 5'5 about 125 pounds. My girlfriend is 5'9 160. So my...

1 year ago
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Fun Time With A Top Tranny

So since I got a good rating for my first sex story, I shall write another one about my first time with a tranny. This happened last year. She was 25, and I was 21. So I am Ash, I am 22, I pretty good and masculine looking. I am mostly a bottom though. I have always been a huge fan of shemales and ladyboys. Respect them and also lust for them :p anyway, so I was in dubai last year and I thought that there might be much more shemales and easier to meet since the place was quite forward with a...

Gay Male
4 years ago
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Tranny Night

Tranny Night: My name is Andrew and I had known Jane since we were very young. She was a precocious child and could play piano and read music from a very early age as well as reading complex novels when most children our age were struggling with reading Enid Blyton novels. I was the brightest boy in our class and would have liked to pretend I was the brightest pupil in the class but Jane's results were always better than mine, although I would not admit it as she was a girl. As...

4 years ago
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First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn't get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

1 year ago
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  • 25
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Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...

She Males
1 year ago
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Tranny Night Out

Tranny Night Out and One Kinky SessionGuess I should start by explaining myself, as a young guy I always knew I was not the same as a lotof my friends and enemies for that matter, girls had no interest in me at all apart from ones who werelong term friends.I knew something was wrong but never worked out what it was till one evening whilst dating a girlnamed Becky I had met on an online dating service who seemed to accept me for who I am.We had been dating for 3 months or so and I always loved...

2 years ago
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My New GF has a Cock Tranny

I'm your run of the mill middle-aged white guy; divorced, decent job, plenty of hobbies, and your standard list of perversions. I love women. I love the way they smell, I love their bodies, I love their personalities, and I really love having sex with them. I've had a few bisexual encounters in my day, mostly back in college, and while I have no phobias about man-on-man action, I have never been attracted to the same sex. Although admittedly, the sight of a large, erect cock has always made my...

2 years ago
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Young Tranny Ch 6 Vegas Sugar Daddy Pt 1

Young Tranny Ch. 6 Vegas Sugar Daddy Pt 1.This is the first half of the sixth story following "How I Started," and shares my experiences between the ages of 19-29. These are prelude stories to the series of "Playtime Stories" I wrote. I hope you enjoy them and comment publicly or privately - it turns me on for some reason! These stories (especially this one) are mostly true so enjoy! I LOVE COMMENTS!!!!This pic is from around that time... enjoy!Over the next two years I worked and played in the...

3 years ago
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Advice for dating a tranny for the semistraig

I will apologize right of for the grammar etc. I am not a professional writer by any means. A bit of prep is in order here. As an adult no one really likes being told how to think or what to do, we have TV commercials for that. That said, as a "Gurl" I may have a bit of insight into why your long fantasized about date with a chick with a dick didn't go as you dreamed. I would also like to point out I am in no way an expert and I am sure my views will differ form other "gurls" so take it for...

1 year ago
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my first tranny pt 1

you always remember your first time. I remember my first blow job from an ex. (believe me, thats another story.) the first time I touched a pair of tits. the first time I ever ate pussy. the first time I fucked a woman in the ass. & I'll always remember the first time I was with a tranny.her name was brooke. I always wanted to be with a tranny because I was always curious. I mean, shes a chick right. but then she has a dick. you all know some trannies are drop dead beautiful. this one was....

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