How I Transition free porn video

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It was June of 2001 I was 21 years old, skinny and horny. But not like most guys my age. I wanted girl cock . The internet was still in its early stages. AOL dial up, remember that shit! I did well in the chat rooms with the ladies. Fucked , black, white and even Asian. A lot of fat black chicks. But I always craved the infamous transgender woman. One day I met Paul, we were chatting about transgender women and how we loved them. Paul came to the conclusion that I didn’t love them I wanted to be them. I quickly figured out he was right.

Paul arrange a meeting at his house. He said he could help me. Curious I went. Huge mansion, found out Paul was a doctor.

He sat me down and we discussed all sorts of things. He said you are a woman, you were born in the wrong body. He told me everything I wanted to hear. He basically brainwashed me over several meetings with him.
On our fifth meeting he coaxed me to stand naked in front of him.
My god look you already have thick hips. That just further my mind that I was to be female. Standing there naked my cock was soft about 1.5” I shaved down there and my ass cause it felt nice. His hand touched my limp cock. It grew to 6.5”

Oh that’s nice he said.
Sit down Steve, I wanna run something by you. So I sat. His eyes stared at my body.
Steve have you ever been fucked in the ass?
Umm no I replied
Well you see you want transgender to fuck your ass correct?
Yeah!
What about men?
I’m not gay!
Of course your not cause your a woman on the inside. He smiled
Oh yeah then yeah I’d let a man fuck me then I really just wanna feel it I laughed.

I’m sure you do he smiled. So are you ready to become a woman?
Yes I am Paul.
He wrote me a script and directions , I paid for you, just pick them up at the pharmacy.
What do they do?

Well they will help transform your body, bigger ass, hips and breasts. Start growing your hair out ok? Yes sir!

I went home and told my family, they threw me out on my sissy ass, as my dad put it.
I had nowhere to go so I went back to Paul’s . He welcomed me in with open arms, literally hugging me.

Now Paul was in his mid 40’s nice build , good looking guy. Muscular body.

Don’t worry Steve, getting thrown out and having to move in here is a blessing, your transition will be so much quicker. Quit your job and I’ll take care of all your needs.

Really?
Yes I will Abby!
Whose Abby?
You are it’s your new name Abby is short for Abigail.
Oh that’s nice ok.

Strip down out of those terrible boy clothes.
I got naked and he walked me to a spare bedroom. It was pink , it had s bed and clothes in the closet and drawers . These are your new clothes Abby. Where whatever makes you happy. C’mon get dressed dinner is almost ready. I look around the room.

I pulled on some pink cotton panties and a short pink skirt, there were no bras so I put on a white tank top. The house was freezing so I put on some pink thigh high socks and sneakers. There was makeup on the vanity so I tried. It didn’t look great.
Looking in the closet there was all kinds of sex toys including a nice 6” suctioning dildo. I threw it on the bed figuring I’d try it that night.

Abby honey dinner time. I ran down, to see fried chicken and mash potatoes. Nice! I smiled
We sat down to eat and talked about everything concerning my transition.
After dinner I cleaned the dishes. Paul just watched me. I could feel his eyes all over my body. I wasn’t upset I was actually turned on.
He was a successful good looking man who was going to pay for everything I needed. Of course he could fuck me! I’ve had dildos in my ass, I’m not afraid of being ass fucked actually I really wanted it.

After I cleaned up he told me good girl.
So am I desert? I smiled
He grinned and smiled. Not tonight dear I want you to settle in. I went to my new room and tried on clothes, then rode the dildo for a bit and went to sleep naked.

I woke up laying on 6 pillows under my pelvis. My wrists and ankles shacked to the bed. My ass high in the air, oh your awake. Paul said.
What are you doing?
I felt the cold lube on my asshole followed by his large cock pushing in.
Oh fuck your huge I moaned.
Hence the shackles he laughed
Ok but just so you know I wouldn’t run away, I’ll take it!
Oh that’s a good girl, his cock filled me. And he started pounding my ass. It hurt but felt amazing. His balls slapping mine he just slammed away, till his cum filled me.

The next morning I woke up I walked into the kitchen nude and got a cup of coffee. Oh hi Abby how are you this morning? I’m great and you.
He walked over grabbing my tit . Pinching my nipple. Mmmmm so tender. May I he asks.
Of course anything you want. I smiled
He leaned in sucking my nipple. I moaned.

He pulled away, your such a good girl Abby.
Thanks Paul. Do you have work today? I asked
No honey I took off. He smiled
Oh awesome I smiled.
Why honey?
Idk I kinda wanted... eh never mind I laughed
No what is it?
It’s embarrassing.
You don’t have to be embarrassed honey this is your home now. Paul smiles.

Ok well I kinda want it again! I bit my lip and crossed my feet.
Oh he smiled.
Well ok how do you want it? Give me the how , what ,when and where!

Hmmm I thought....
Outside on the lawn me on my back, legs pinned behind my head, your massive cock ramming my tiny hole, cum in my ass , gag me with your cock , letting me suck you clean and now!

He ripped his clothes off, his chest muscles I ran my hands down them. Dropped to my knees and took his cock in my mouth, it was massive, I made sure to keep eye contact. I sucked him over and over . He pulled me to my feet and up over his shoulder. He grabbed a bottle of lube as we walked out into the yard.
It was hot out about 80 the sun was shining. He laid me down on the grass. And he was on top of me sucking my nipples and neck. He stopped and looked into my eyes. Our mouths met and we kissed passionately. Then he gagged me with his cock. I grabbed the bottle of lube and drenched my hole.

His muscular arms grabbed my legs pushing them back over my head. I pulled them under my head, my cock tiny and soft. His hard and thick. It pressed against my hole. I relaxed and let him into me. I cried out from his girth . I look him in the eyes. Fuck me hard I moaned.
Paul’s thick cock slammed hard over and over, stretching my ass wide. My tiny cock leaked with every thrust.
Your such a good girl he moaned.
I’m your good girl I moaned.
Fuck me harder baby!

His muscles glistening in the hot summer sun, I knew in that moment I was with the right man. He devoured my ass, finally came in me and pulled out my huge gaped hole I shoved half my hand in and he shoved his cock in my mouth to let me clean him up.

Oh Abby your so wonderful he panted. He laid next to me, we kissed a long time as I stroked his cock. Once he was hard I got on top and rode him. Slamming my ass down on his huge dick my cock leaking on his belly, he came again.

The following weeks turned to months, my breasts were starting to form nice . I had little tits, hips and a nice ass, my hair was a little longer and could be styled. I finally figured out the makeup. I dressed like a whore and never left the compound. My ass was fucked daily. I was in heaven.

I year and a half past. I was a passable woman. My cock hasn’t got hard the entire time. I only cum from Paul ramming my ass. I could go out in public and everyone knew me as Abby.

Everything is not limousines and champagne. It started getting rocky, I’m completely submissive to Paul. I have to be cause if I get thrown out I’m nothing without any skills or money. Well I have skills lol.
After I got my C-cup implants, Paul threw a party of like minded big wigs, mostly doctors, lawyers and politicians, you know assholes!

My best friend Rachel (ray for short) was Paul’s medical partners girl, she’s also transgender. And hot lol.
She pulled me aside the day of the party, before anyone showed up.

Listen Abby these parties suck. It may look all glamorous but there is evil here. Last time I was at one of these events a T-girl was brutally fucked over and over all night.
They beat the shit out of her! Torture her!

What?!

Yeah some of the men here let their girls be party favors.

Was it you?
No but I know her.
Is she ok?
Yeah kinda, but she went through hell. I keep to myself as much as I can. Stick by me and hopefully the doctors won’t make us party favors.

The party started that night we were dressed in gowns and the men in tuxedos. Lots of beautiful girls on all the men’s arms. All transgender, the best money could make.

After about 3 hours there was some commotion outside. Ray ran up to me and said c’mon we gotta go. We ran to the bedroom and went out on the balcony hiding in the shadows we watched. Men bidding on this girl I met earlier. She was just starting her transition. Only 18 years old if that. She was tiny and skinny, with long blonde hair. Her face was beautiful.
Fuck that’s Kim ! She’s too young and innocent Rachel cried.

The bidding stopped. Who won?
Paul walks up and rips her dress off. She stands there nude.
He pulled his cock out and shoved it down her throat.

C’mon let’s go in, you don’t wanna see this. Ray whispered.

We went inside. I can’t believe Paul would do that I cried.
Honey he was one of the guys the last time.
What?
Yeah they are all pervert!
We listened as we heard Kim’s cry’s for help, we couldn’t do anything. I peaked out the window and Paul and his partner was looking up at me. Kim laying on her stomach as a man thrusts his cock in her ass. Men cheering.

Fuck they are coming I whispered.

Me and ray sit on the edge of the bed waiting. The door opens and Paul and Chris walk in.
You girls ok?
Yeah we’re just chatting.
They shut the door and lock it.

You two been friends for quite a while, both beautiful women. Abby, Ray has a 11” thick cock . Unless you two wanna end up like Kim, you better start fucking....

C’mon Chris let’s go break their new sister in. You two have fun.

What the fuck was that about ?
We gotta fuck Abby!
No we don’t! We’re friends!
Ray stands up dropping her gown to the floor. Her massive cock hangs.

See just like Paul won his bid I won mine!
Wtf ray?
You can give me your ass or I’ll take it!
Fuck off ray!

I run to the door opening it. Kelly, Julie and Taylor standing there shoved me back into the room. Their gowns fall to the floor all of them have huge cocks. They rip my gown off and throw me on the bed. Kelley and Julie hold me down. Taylor stands there with ray stroking their cocks. Oh what ashamed she isn’t even plugged. Taylor lubes my ass. Her cock slammed into me. Omg I cried she fucks so hard. My cock limp and bouncing.

Mmmmm she’s so hot, ray giggled
Fuck her harder Taylor! And cum in her. They all laughed at me as Taylor drills away. She finally cums. Julie takes her place. Again pounding me harder. I hear Kim outside sobbing as they use her over and over. Julie cums. And Kelley takes her place. She fucked me for a half hour straight. She finally came. And the 3 girls left.
Why are you doing this?
I wanted to make love to you since I met you!
This isn’t love making bitch!
Well you denied me!
Jesus I would have on my own terms ray!

Have ever had your cock sucked Abby?
No...
Can I suck it?
Why not you do whatever you want anyway!
Seriously baby I wanna suck you I’m sorry for the other girls, I really am.
Go ahead but I ain’t been hard in 2 years.
She started sucking my cock instantly hard watching her bob up and down on my cock.
She straddling my body her long thick cock sitting on my stomach. We started making out. I feel her lift up and sit, my cock slid into her ass and she moaned.

Ray bounced her asshole on my hard cock. It felt amazing. Mmmmm baby cum in me, she moaned.
It didn’t take long and I was pumping my cum in her. We made out for hours , then she fucked me harder than I ever been fucked. We spent that night together, fucking each other’s asses all night.

In the morning she told me she needed to talk to me. I had one of two options.
I could be her property, work for her
Or stay with Paul and be put on another auction block next week.

I decided i wanted to be hers. Until I found out my job...

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Transitions

Jason sat on the bed with Brianna, a lump in his throat. "What is it," she said, "you are really freaking me out." Jason fumbled his words, straining to maintain eye contact as he looked into her deep beautiful blue eyes. "I'm not sure how to tell you this really so I guess I will just come out and say it." The irony of his choice of words was not lost on him. Five years earlier Brianna's name was Bryan and she came out to Jason telling him her plan to transition to a woman. "I've been your...

Trans
3 years ago
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Howe Watson 7th Heaven

The call came from Big Mac the next morning. “Watson, how about you and Howe meeting me in Queen City. Come down tomorrow and be prepared to stay a week at least.” “That’s a long time to stay if we don’t know what we will be doing,” I said. “You can always leave, if you don’t like what you hear,” Mac said. “I’ll talk to Sally and call you back,” I suggested. “Watson, I’ll just hold for you,” He said. “Did you hear?” I asked Howe. “Yes, what have we got to lose?” she asked. “You still...

4 years ago
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A WellLived Life 2 Book 10 BridgetChapter 97 Transitions

August 3, 1997, Saint Petersburg, Russia On Sunday morning, after Natalie left and I did my morning run, Jesse and I went to Kazan Cathedral for Liturgy, grabbed a quick lunch, and met the team at the hockey rink. Jesse went to the locker room and I joined the parents in the stands. “How was church?” Mary asked. “The same as always,” I replied. “Which is exactly how it’s supposed to be! The only downside is the homilies are in Russian, but Jesse knows the hymns and prayers by heart in...

3 years ago
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Transitioning

Amber Yates is just twenty-four years old and practically fresh out of college. With red hair and a banging body she could be a runway model rather than a therapist working in alien affairs on Sierra OneOne. With a tiny waist, generous by perky breasts and a wonderful petite ass with just the right amount of flair to her hips, she is the talk and the envy of the office. Overall she looks delicious. Ustir has been aching to get to see what other human qualities she has other than helping him...

1 year ago
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Dottys Detransition

Daniel is a fairly average 19 year old boy, with one major difference. He was born a girl named Dorothy, and had admitted that fact to as few of his adult companions from work and school as possible, now that he was away from the high school where everyone had known he was transgender. Daniel had frequent trouble convincing people of his age, with his short stature at 5'3 and total lack of facial hair. His wavy red hair was cut above his shoulders, and his face was splotched with freckles....

Transsexual
3 years ago
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Being Transitioned

Back in the days when studying for my marketing degree, I had a girlfriend who worked at the front desk of a salon.  Sometimes, I would pick her up after work.  I remember loving the smells and sounds of the salon, seeing how women would enter looking one way, undergo a makeover, sometimes a pretty radical one, and leave looking totally different.  I remember thinking how much power the stylists had to transform someone and then not even think about it by the time they were back with their...

Femdom
3 years ago
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my transition

so did my best friend, Chris. We have been good friends sicne primary school andh ave done all sorts of things together, our first football match wass the same game, we went to the same high school, our first girl friends were twin sisters. What Chris didn't know that i was a closet Bi who had other , more different interests. I had been wearing my mums panties for a year. I loved them. She hd lots of thongs nad pantyhose and sexy bras. I would put them on, puto n some lipstick and a...

1 year ago
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Ericas Sexual Transition

My name is Erica. When I was growing up, I lived in a very strong Catholic household in rural Ohio. My family took me to church 3 times a week. I was home schooled until college and everything fun was a sin. My family was very devoted to their religion and they raised me that way. So needless to say I was always taught at an early age that Sex was something dirty and should only be had between a man and a woman while married. This upbringing made it so that when I finally did have sex it...

4 years ago
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RubyChapter 3 Transition

Her foot throbbed; pain shot up from her ankle and ended in the pit of her stomach. She whimpered as she made her way into the living room. Somehow, she had gotten the cast wet while rinsing the clothes in the washing machine. It was soaked all the way through and became a sodden mess. She switched on the big late model Philco radio and sat back in the kitchen chair next to it to listen to "Stella Dallas" as Stella, the star of the soap opera, comforted Ruby as her raspy man's voice gave...

2 years ago
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A WellLived Life 3 Book 1 SuzanneChapter 37 Transition

August 7, 2000, Chicago, Illinois “Slow, gentle, and loving,” Maria Cristina requested as I pushed my hips forward, entering her for what was likely to be the last time. I nodded, kissed her softly, and we began a slow-motion horizontal dance. Maria Cristina wrapped her legs around me, and we exchanged numerous soft kisses as we moved together. There was no urgency on either of our parts, as we wanted to make what was likely our very last lovemaking session last as long as possible. For...

4 years ago
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2014 A 50 Year Sex OdysseyChapter 22 The Year of Transition

After a spectacular day on 12/31/63, I was ready for the ball to keep rolling in 1964. January 1 was a very special day, with nothing but wall-to-wall Bowl games on TV. I typically had no vote in choosing which television programs to watch ... but on this New Year's Day, since it was nothing but college football on all three channels ( 3 channels total??? I know, LOL, you guys ), I got my run of the TV & the Recliner from 11:00-to-late in the day – let's just say I demanded "dibs"...

2 years ago
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New BeginningChapter 5 Transition

In February, Roger started following through on the ideas he had discussed with Dr. Franke. He went to a nearby Waldenbooks store and made his way to the Psychology section. As he approached, he saw an elderly woman holding a book. With her short grey hair and slightly wrinkled skin, Roger estimated the woman was in her seventies. Roger approached the woman, as she was standing in front of the books he wanted. While he waited for her to move over, Roger noticed the title of the woman’s book,...

2 years ago
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Dawn of the Federation Book II Darkness on the Edge of SpaceChapter 14 Transition

Trip was packing T'Pau's clothing, which allowed her to spend another half hour at the beach and in the water before the shuttle would arrive to collect her. He wondered why she had brought so much stuff, considering that he had to enforce 'paternal authority', requesting that she wore at least a bikini when out of the water. Practically everything she had brought for the three day stay on the island had been largely untouched. "How are you doing?" Malcolm asked, entering the...

3 years ago
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An Ordinary Teenage Sex LifeChapter 20 Transition

JULY 2001, SUMMER CAMP "Unnnghhh! Eat me! Eat me!" Dawn whimpered, arching her back while her entire lower torso shuddered. She tossed her head side to side, sending waves of fine blonde hair flying in every direction. Her eyelids closed to mere slits, letting a penetrating blue stare only peek out while her mouth contorted in ecstasy. I watched her ab muscles rolling and contracting as her orgasm swept through her body. And letting her hands free of her own prodigious breasts, she reached...

1 year ago
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The Devilish Sex Goddess and her daughter Part II Transition

"Sebatian, this is my first revenge against your dad for breaking my heart, and my first step to take everything from him ..." Everytime when Meghan came seduce me, I couldn't stop thinking what she said to me that first time we had sex. She was using me, I know, to get to her ultimate goal - but I just control my desire for this beautiful blonde sex goddess. I kept telling myself that I was in control, in fact, I was losing my mind day by day. The first time we had sex, I was 21 and she was...

Erotic
2 years ago
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Howard Colleen Ch 07

Note to the reader: The Howard and Colleen stories don’t begin with chapter 7. The previous episodes involving Howard and Colleen are in the Susie series of stories as follows: Susie chapter 8 provides a prolog to the story of Howard and Colleen Susie chapter 9 is chapter 1 of the story of Howard and Colleen Susie chapter 10 is chapter 2 of the story of Howard and Colleen Susie chapter 11 is chapter 3 of the story of Howard and Colleen (Susie chapters 12-14 do not involve Howard or...

3 years ago
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Showoff All Day

(One of a series of stories sequel to the original Showoff) It was easy to find additional yard tasks for Eric to keep him close to my windows two or three days each week. Today he was over cleaning the pool for example, right outside my bedroom window where last week he watched me getting dressed. I watched the handsome young man, wearing a low-slung pair of swim trunks as he used a long-handled skimmer whisking away leaves and other debris. He is lean and sleek in appearance, much like the...

4 years ago
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Howe Watson 3sum

“So Watson, where the hell is Howe?” the Lt asked. “She called me this morning. She said she was stopping by the personnel office. Before you ask I have no idea why.” I said. “So, you haven’t seen her since the shooting,” he asked. “I carried her Eclairs the morning after. She has been calling me every day since. I think it’s so I won’t stop by again. I knew she put in for an extension of her days off,” I explained. “So did I Marion, I had to approve it. She looked pretty rough when she...

4 years ago
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Howe Watson 5th Ave

Mary Ann had a large crowd at her memorial service. I went for Sally, not Mary Ann. She was a stupid bitch, as far as I was concerned. She didn’t deserve to die, but she had to know that what she did was dangerous. Any half smart individual, knowing what she knew, would never have agreed to meet up with that jihadist asshole. “I won’t speak ill of he dead, just know my sympathy is for baby Sparrow.” I whispered to Maze. Maze sat between me and Sally, since Sally was still really pissed at me....

4 years ago
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Showroom Girl

This is not a ‘story’ in the sense of fiction or fantasy just something that happened last month. It’s not that dramatic but I found it exciting and decided to share.My wife is an exhibitionist and goes out wearing seamed stockings and stiletto heels. However, when the weather gets very warm she tends to stop wearing stockings out and prefers to wear tops which show off her big bust to good effect – she’s a 40E cup.Recently she bought some tight leather-look trousers and was delighted with the...

4 years ago
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Showtime for Teri

Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

3 years ago
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Far Future Fembot DarleneChapter 32 Transitions

Thoughts I'd believed that Lady Heather would go on forever here. She'd given me much more than the best female lover of my existence. I found a stability here that I'd never felt before. From my early days where anyone who held my remote owned me without reservation to the loving times I spent with Samuel I always knew it wouldn't last forever. Samuel's death hit me harder than I ever thought it would - even after seeing what Anna had gone through with Bill, and Samuel's careful...

3 years ago
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A WellLived Life 2 Book 2 StephieChapter 48 Transitions

June 7, 1988, Chicago, Illinois “So what did I miss while I was away?” I asked Penny when she came into the office just before 8:00am. “Not much, really. The newbies started last week, but otherwise, nothing important. I’m glad school’s out! Of course, you’ve missed most of the time I’ve been here full time!” “And I’m going to miss some more. One of my messages from yesterday was from Chris Gibson at Belarus in Milwaukee. I’ll be going up tomorrow.” “To work on HER or on programs?” Penny...

4 years ago
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An Ordinary College Sex LifeChapter 23 Transitions

SUNDAY, APRIL 18, 2004, SOPHOMORE YEAR "I just need some time, okay?" Dawn's words were the same as yesterday, but I didn't feel nearly as scared now as I did then. Yesterday, the mere fact that Dawn was asking for time instead of enthusiastically proclaiming her love and desire to get back together made me worry that she WASN'T going to get back together with me. Today? I knew it just meant exactly what she was saying. She needed time: time to make a clean break with Ryan, time to...

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