Shemales Porn Stories
Page 57

Sissy Captions Transcribed

Pet had a new assignment last night. Certainly video reinf***ement of her slutty sissy desires was on the agenda. But this time, she used multiple neural pathways for her reinf***ement.

http://xhamster.com/movies/2078893/sissy_boi_gif_training_3_sexy_time_by_dressmeuptoplay.html

A very nice hypnotic trainer, with lots of flashers and captions. But... i wonder? What do ALL those captions really say?

Thanks to pet... we now know.

===========================================

DressMeUpToPlay
Presents
“Sissy gif Training 3, Sexy Time”

Put on a nice outfit and find the nearest coc... Continue»
Posted by dwadd73 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1079  |  
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mom's sissy

You know those words that just have so much impact on you they just shut you up and keep you thinking for the rest of the day? There have been other instances in my life that have done this to me, all of them done by my mother. The first time when I was a c***d she asked me if I had tried on her pantyhose in the bathroom. This was true because after I had my fun with them I placed them in the hamper. That was one of the very first times I had ever worn female clothing. Naturally being a little k** I didn't know how to react to the situation so I got angry and basically over reacted saying thin... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: BDSM, Mature, Shemales  |  Views: 733  |  
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mom's sissy

You know those words that just have so much impact on you they just shut you up and keep you thinking for the rest of the day? There have been other instances in my life that have done this to me, all of them done by my mother. The first time when I was a c***d she asked me if I had tried on her pantyhose in the bathroom. This was true because after I had my fun with them I placed them in the hamper. That was one of the very first times I had ever worn female clothing. Naturally being a little k** I didn't know how to react to the situation so I got angry and basically over reacted saying thin... Continue»
Posted by momandboys 1 year ago  |  Categories: Fetish, Mature, Shemales  |  Views: 787  |  
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The Seduction of Lynda - A work of fiction

I was still horny for Heather after our suckfest the previous night, when Lynda asked if I was free this week. She’s married, and doesn’t get the chance to meet very often and when she does it’s usually short notice. We had chatted a few times, and had agreed to meet up sometime, although she doesn’t meet for sex, just dressing and chatting. Lynda had booked a room at a hotel on the off chance that someone was available, and I agreed to meet her there.

We agreed to meet in male form, and then get dressed up, as it made her more at ease, and she didn’t want to go out dressed up. It didn’... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: Anal, Shemales  |  Views: 757  |  
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On an escapade.....Out an about . Page 2.....cont.

Istroked his thigh an slipped across his buldging crotch an before i saw what he intended he`d stuck a massive snoggin kiss full on my lips! oooow..a bit ov a shocka but i soon responded an enjoy`d a long sexy snog with him his hands were all over me,an the other guy was also feelin me up too,ooooowww my god ! i was luvin this now , with my ass against the table legs waist width apart a fella either side of me fondling an feelin me up as i wank both cocks , hmmm one starts kissin down my exposed front breast an stomach all the way to my wiggly little clitty , which he suk`d at a while as i sno... Continue»
Posted by saharasarah 1 year ago  |  Categories: Shemales  |  Views: 180  |  
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A NIght Out - A work of fiction

After the fun I had had with Jane, I decided it was time for me to get out and about and meet other transvestites. I had a taste for sucking tranny cock, and I wanted more. I couldn’t believe myself, after one evening of hot tranny sex I was a cock hungry slut, who couldn’t wait to get her red lips round another hard and sweet cock.

I decided that the best way to meet girls was to go on one of their nights out. I chatted To Jane online as usual, and she told me of a night out in Glasgow in a couple of weeks. Unfortunately she couldn’t go, which disappointed me as I wanted to play with h... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: Shemales  |  Views: 1107  |  
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A LITTLE HARD WORK NEVER HURT ANYONE.....ESPECIALL

A Little Hard Work Never Hurt Anyone......Especially not Chrissie!

It's hot and humid today and I'm sitting here in my a****l print bikini bathing suit sipping on the first glass from a pitcher of margaritas.
I'm not really certain why but I started thinking about something that happened back in my second year of college. My BFF since grade school
and I decided that in order to create a little extra income during the summer break we'd set up a little free-lance house cleaning business. We
placed an ad in a couple of the local weekly papers, mostly because they charged markedl... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1710  |  
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Sissy Boy Slave and His NEW Playmate, Sadie

sharlees****rboy
Yes, Sadie, I am a 'Lil Slave Bitch' for My Big 'b*****r's Cock use, when He and His friends get in the Mood for Young Sissy Boy meat to strip and abuse on the livingroom floor, inside the 'Big House'!

I'm f******n and have been His Secret Sissy, Piss-Whore Slave since He traded for me five years ago when I was Nine! He KEEPS Me Locked Up in a rusty, smelly old trailer, parked inside a dark, Old Red Barn.

I'm Locked up inside and I sl**p on an old, Urine Smelling, Stained mattress that His Last Slave slept on for years.

I've tidyed up, inside My Home, with the gif... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 847  |  
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My Young Sissy b*****r for Men's Cum, today.

sharlees****rboy
MY Young SISSY b*****r in Heat for Men's Cum, today!

You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big b*****rs arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock.

You know what I like to do to You, but, instead, I tie your wrists behind your girly back and fuck your throat so deep that you don't even taste My Cum! Well, I... Continue»
Posted by sharleesisterboy 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2191  |  
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out an about

Page 1.
OUT AND ABOUT.... Sara X..X..X

Well last week i could take it no more i was determined to go out an about an get myself into the middle of some hot an steamy fun some where, i did too, i got my little strappless dress black with white spots heels black wedges strappy scandle types a long straight hunny blonde wig black lingerie bra an knickers hold up stockings too, i showered an shaved all over so i soft an smooth too, oiled an moisturised took a train too crewe then too Hartford an wandered along side the service are... Continue»
Posted by saharasarah 1 year ago  |  Categories: Shemales  |  Views: 1009  |  
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Dear Daphne

sooooo...

of course, i have no idea whether i'm being a bother and i pray things are going well in your life & i know you must be busy what with many other things...

and i KNOW i must be boring w/these petty details of my life... i'm sure you've surmised my loneliness...

certainly, i don't want to presume and go on & on & on writing my dirty thoughts about exactly what i would do if i got my paws on your hottness again...

thus, this will be my last message to you until i hear from you...

i meant what i said... can't remember the last time i've been happy and/or smiled that much.... Continue»
Posted by roxxanna 1 year ago  |  Categories: Shemales  |  Views: 543  |  
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My First Meeting - A work of fiction

I had absolutely no idea what to expect as I rang the doorbell of Jane’s house. It was an extended bungalow on the outskirts of Edinburgh and it had taken me 30minutes to drive there, getting more nervous with each passing mile. Jane and I first contacted each other through as online transvestite networking site a couple of months previous. We had got on well, and often chatted in a private chatroom, and exchanged pictures of each other. While I was relatively new to being a tranny, Jane had been doing it for years, going on nights out and meeting people.

Jane answered the door, wearing... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: First Time, Shemales  |  Views: 1653  |  
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My "boyfriend" Moby

My "boyfriend" Moby

Moby is my boyfriend and he likes when I dress for him, I always wear my black lingerie: my black garter belt holding up my sexy black stockings, my bikini panties, 3 inch heels, my black bra and my black chemise. That’s the way I greet him at the door.

Moby didn’t know about my cum eating fantasy. When I sucked his cock, I usually let him cum in my mouth, but I didn’t swallow. I loved giving him a blowjob but I didn’t swallow. After reading some of my stories, I decided I needed to eat his cum, I was a cocksucker and I should swallow my guys cum.

I told m... Continue»
Posted by guycd 1 year ago  |  Categories: Hardcore, Shemales  |  Views: 832  |  
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His sissy sex slave

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 3545  |  
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Moms sissy becomes a young slut for a black man

I have always loved the feeling of something lacy or sexy on my body. I call it a passion of some sorts, wearing these things made me feel very special and desirable. I was raised by my mom and the closest f****y we had was my Aunt Trish and her two daughters. To start my collection of these things to wear, I would take things they left lying around the house and later claimed as my own since I assumed they were things that were lost. My mom was always working or going to my aunt's house on the beach for the weekend. I never was a problem k** and always made good grades in school. Mom never re... Continue»
Posted by momandboys 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 3921  |  
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Sissy likes it rough

I was devastated by the sudden presence of the young black stud at our front door. After I finished relieving myself, I walked out of the bathroom with the front of pants partially wet. I looked over to my wife, Julie, who was still passed out cold on the bed.

Numerous black ink spade stamps were strategically placed all over her body and face, and they were a blatant show of disrespect for me by the young black. It was a humiliating and demoralizing reality and I feared hearing what her explanation might be when she finally woke up.

As I walked back into the kitchen still holding Julie'... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Interracial Sex, Shemales, Taboo  |  Views: 835  |  
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Black mans sissy pet

I shiver and shift my weight, the straps bite into my flesh in all the familiar places. As I move the frame rattles. He likes it to have a little give so that it makes noise when he gets vigorous.

I'm waiting. He'll keep me waiting. I hope it isn't too long.

I'm on all 4's, strapped firmly in place. I'm wearing the school uniform that he likes, my bum up in the air, quivering in my 'innocent' white panties. The uniform belonged to his daughter before she left home, now it's mine. Sometimes he makes me walk the streets in it, and although I'm convincing as a woman, I don't look like a sch... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Interracial Sex, Shemales, Taboo  |  Views: 941  |  
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Moms teaches son to become a sissy sperma slut

I never knew my dad.

That's not an excuse for what I've become – and that's not to say I need an excuse – it's just a simple fact that some people find relevant when trying to examine what I've become.

Anyway, he was killed in a plane crash before I was born. Technically, he was killed in a plane crash while I was being born, but he died without knowing that. He'd been overseas at a business conference when my mom called to tell him she was going into labor, and had boarded the first plane he could back to North America. Ironically, it wasn't that long, turbulent, twenty hour flight that... Continue»
Posted by momandboys 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1426  |  
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Wife turns white hubby into black cock cuckold s*s

"Oh my god!"

My wife looked up over the muscular shoulder of the huge black guy nailing her on our bed. Her long tanned legs wrapped around v-shaped torso. "Hi honey. What are you doing home early?"

"Kelli what the fuck's going on here?!"

At that, the black guy turned and shot me a nasty glance. "What's it look like we doing, genius? I'm dicking your old lady. Now get out of here fuckshit I ain't finished."

"Better go downstairs dear," Kelli said, smiling. "I'll be down later to explain."

Of course I was shocked, but what else could I do? I went downstairs poured myself a drink ... Continue»
Posted by whitewhores 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 4108  |  
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moms new sissy

My name is Dan. I'm doing okay, you? I see. Well if you are going to be listening to my thoughts please keep the volume down, I am trying to think. Some things are going on that have got me very mixed up and I have to concentrate. Like most overly complicated things in life, a woman is involved.

I have to admit that I have always been bothered by my penis size. I've seen smaller dicks online by typing 'small penis' in google but mine is defiantly nothing to boost about at around five inches. I worry that girls are gonna laugh at me, which would be mean, or that I just won't be able to get t... Continue»
Posted by momandboys 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1022  |  
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