Shemales Porn Stories
Page 7

Cuckold in Milwaukee and the Wedding

My wife and I were attending a wedding in Chicago the night before Thanksgiving. She was thinking that on the way home we could stop and see one of her “friends”. I thought that could be a fun night. The entire night she was overly horny and kept rubbing her hand along my crotch and saying she couldn’t wait until later.

About 11pm she said it was time for us to go. We made our goodnights and headed to the car. No sooner were we on the expressway than she had her heels up on the dash and she started to rub her pussy. I noticed she wasn’t wearing any pantiees. She grabbed my hand and placed ... Continue»
Posted by toothmedic 2 months ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 2752  |  
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part five HEAVANS SHE-MALE ARMY WORLDS END

The first of many soldiers for Miss Heavan were soon to be birthed from my huge now swollen body,that miss heavan had modified my make up of my body so it would enlarge to incubate a full grown trans super sexual super sex machine that would sweep the world and turn the name of planet earth to that of planet HEAVAN.
The nurses were steadily monitoring the growth of the first trans giant as my stomach had swollen to twice the size of a zeppelin air ship as they felt around my newly grown vegina to test to see if I was ready to deliver ,I was almost fully dilated at nearly sixty feet dilated at... Continue»
Posted by huge_cock_rules 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 350  |  
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A very special lady part 2

Knocking on the door, I was almost trembling with anticipation. This was going to be my second date with Chantel, I was wearing my best suit, I wanted to take her out, have a nice dinner, squire her around and show her off, she was unlike any woman I had ever dated, and I wasn't referring to her anatomical differences.

The door opened, and there she was, my god, looking just a hot and desirable as when I first set eyes on her. She was dressed casually in a T shirt and tight jeans that showed off her bulge, I could see why she had to wear dresses in public.

Her blue eyes spar... Continue»
Posted by robd1 2 months ago  |  Categories: Shemales  |  Views: 622  |  
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Caught in my friends High Heels and Hose

I couldnt believe the feeling as I slipped the pantyhose on over my legs. This was an absolute dream come true and I was living it right now.
My friend Julie had gone out for the night with her 15yo daughter and she'd given me the spare keys to her house. She'd had a tradesman doing some work and needed to leave before he'd finished, so she'd asked me to go around and lock up for her after he was done.

But as I went to turn the key in the lock something stopped me. Julie had always excited me and I'd lusted after her quite a bit. But even though she was 'available' since her husband was no... Continue»
Posted by robd1 2 months ago  |  Categories: Shemales, Taboo  |  Views: 3048  |  
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caught

Liza giggled as she sat back down on the sofa, a mischievous smile on her face.

"Whats so funny I asked?" wondering what had tickled her fancy. After all the only thing that had happened was that she'd just been to the toilet to relieve the pressure that the 3 or 4 glasses of wine that we'd both had must have been causing her.

"Come on what brought on the giggling fit?"

She stood up and came over to me. In what seemed like a strange move she turned side on to me and put her foot next to mine.

"Yep thats about right then, quite a bit bigger just like I thought" Then she laughed and ... Continue»
Posted by robd1 2 months ago  |  Categories: Shemales  |  Views: 1297  |  
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A very special lady

I knocked at the door, unsure of what to expect. Living in a big city for the last year, where I didn't really know anybody, had certainly put a crimp in my sex life. Where I used to live, in a much smaller town, during my high school years, I'd been able to get my dick into many tight, warm and willing holes. Unfortunately, all the sexy teen pussy had graduated from high school, and had gone on to college. With the pickings mighty slim, and me not compromising my standards, there was no choice but to head for a bigger city.

Jake, one of the few people that I had gotten to know rea... Continue»
Posted by robd1 2 months ago  |  Categories: Shemales  |  Views: 1118  |  
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Vom braven Neffen zur Familienhure (Teil 1)

Hallo,

dies hier ist die allererste Geschichte, die ich veröffentliche.

Über sachliche Kritik zu Inhalt, Rechtschreibung, Grammatik und Interpunktion sowie Fortsetzungswünsche würde ich mich freuen

Also dann, viel Spaß.

-----------------------------------------

Es war mal wieder eine dieser langweiligen Familienfeiern.
Oma feiert ihren 73. Geburtstag und meine Eltern ließen es sich natürlich nicht nehmen, mich auch in diesem Jahr ins ferne Mecklenburg Vorpommern mitzuschleppen. Der einzige Lichtblick, der sich mir bot, war, dass ich Tante Susi wiedersehen konnte.
Tante Susi wa... Continue»
Posted by von_Punkrock 2 months ago  |  Categories: Mature, Shemales, Taboo  |  Views: 282  |  
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Found out and Sissified by Wife Part II

After our first encounter Karen began buying me more frilly girly things and making me dress up for her. Pretty soon after that she started putting some makeup on me and bought me a blonde wig. I really liked the way I looked all made up in slutty clothes and heavy makeup and she did too. Then we would sit in front of the computer and we would watch porn together. It started with femdom stuff, with the girl fucking the guy with a strapon. Then pretty soon it graduated to CD porn, with sexy CDs sucking cock and getting fucked. Pretty soon after that it was just gay porn, usually guys sucking ea... Continue»
Posted by smilinwillie2001 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1511  |  
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Emma and Lucy 6

Lucy and Emma part 6
Christmas Party





Lucy stood in the kitchen next to the table overflowing with drinks and mince pies, nervously she fiddled, smoothed and ruffled the large puff of the skirt of her Christmas elf dress. So lost in nerves she didn’t hear the clacking of Emma’s red heels as she walked down stairs Lucy span her head with great f***e as she heard a loud coughing behind her and was greeted by the beautiful sight of Emma clad in a tight Miss Santa dress, Opaque white stocking. Lucy green painted lips formed into a tender smile at the sight as she almost sile... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 740  |  
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My first cock-turned me bi

Most of my life I have been extremely hetero. I mean, absolutely no interest whatsoever in men. I have always loved everything about women, their scent, their soft bodies, their boobs, their muffs, everything. I could go on and on about how much I love women. I never, ever saw myself being with a guy. It just didn't ever interest me.

About 3 years ago, I was on a business trip that took me to Chicago. I was by myself in the evenings for a week. Anyone who has been on a business trip should know that after the work is done during the day, at night there is something about being alone and out... Continue»
Posted by Dionysus2 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5482  |  
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Jake's Magic Remote V - Cruel Temptation

NOTE: This story is intended for adults only. It includes elements of voyeurism, time stop, non-consent/reluctance, ince$t, and mind control. If you are offended or upset by this sort of thing, please do not read it. The story is fiction and any resemblance to real persons or events is either coincidental or the result of artistic liberty.
Feedback and positive criticism is welcome, as are suggestions and requests.
-------------------
Sarah showed up while Petra was cleaning up, so Jake decided to let things rest for a bit; he’d had his fun, and he was more than a little worried in hindsigh... Continue»
Posted by WriterJim 2 months ago  |  Categories: Sex Humor, Shemales, Voyeur  |  Views: 2879  |  
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Sophiesweets: A recent trip to my favourite sex cl


SophieSweets
GayHeaven's Hottie





Join Date: Jun 2009
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Sophiesweets: A recent trip to my favourite sex club.
Not posted a story in so long, so I thought I might as well make it a true one... No names have been changed because I never bothered to find any of them out... This happened about 2 weeks ago.

I'm mainly a weekend girl, and I like to think I’m pretty cute when I go for it. There are plenty of pics are on the internet for those curious (See Signature) After a busy few weeks of working hard and no 'fun' I felt ... Continue»
Posted by sophiesweets 2 months ago  |  Categories: Shemales  |  Views: 792  |  
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The long road to black (Part 1)

I guess if I look back I suppose I could say that it was pretty obvious that eventually I would submit to a black man, but there were times in my life that it was not obvious at all. Here is the first part to the journey, all true. Because this is true it may not have as many crazy scenarios as you hope, but I hope that it turns you on knowing that everything is true.

Going to inner city schools I was exposed very early to very competitive, sometimes racist, and sometimes mean black guys. I was also exposed to some great interracial friendships as well, don't get me wrong. But some of the ... Continue»
Posted by sissyboiforbully 2 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 1954  |  
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Sonya Sissy Panties c2c

How many XH members do anything other than wank to the content? How many wonder what it would be like to play c2c with someone else? Well I've gone into this unseen world and this story is a compilation of several sessions in one with a XH friend who I shall call Bill.

The first step is doing a bit of planning and preparation. I look around me and check that all the items I will need are in place. I log into Skype and click on his link. Finally my friend appears on screen and we exchange greetings. “Hi Sonya”. “Hi Bill”. On the inset screen I can see myself, pink panties, black stockin... Continue»
Posted by Sonya_CD 2 months ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 2057  |  
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Emma and Lucy 5

Lucy and Emma 5
A 5th of November to Remember




The centrepiece fire roared and filled the air with both excitement and and the smell of oak and pine smoke as Lucy and a nervous Emma entered the thronging field.

“It’s fine babe your the prettiest girl here” Lucy softly reassured Emma as she took the nervous woman's hand and tenderly rubbed it, as Emma’s eyes locked on to Lucy’s she f***ed a nervous smile and whispered almost inaudibly

“That’s not true, we should go home.” hearing this Lucy scowled at Emma and sternly said

“Well I know that to you I’m the prettiest,... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 403  |  
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FUCKED TO DEATH! CONFESSIONS OF A GAY HITMAN

The corpse was still cooling on the bathroom floor where it had fallen Vincent had left it there after his cock had slid out of the victims mouth he had already cum and made his cock sucker swallow the load which he happily did people liked to please Vincent he is a gorgeous Italian male late twenties I think he has so many passports with so many different names and birth dates its hard to keep tract but I'm his lover and the teller of his tale so I have a better idea than most though even I am not positive and truth is I really don't care as long as he shows up regularly and fucks me like he ... Continue»
Posted by laceysgirl 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3470  |  
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Emma and Lucy 4

Lucy and Emma part 4
Blue Monday






It was mid morning and Lucy was wrapped in Emma sl**ping embrace when she awoke. Lucy just laid there they trying neither to move or make a sound just laying there enjoying been with the woman she complete and utterly adored, but this moment didn’t last long as even though as Emma began to stir and with a laboured moan said

“Morning”

Lucy didn’t answer for a moment but when she did it was by the way of rolling with in Emma’s arms so that she could give her a long loving kiss before saying

“Let say in today just have a quiet da... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 2047  |  
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Emma and Lucy 3

Lucy and Emma Part 3
Sunday Sun





It was just after six when the loud buzzing of an alarm clock woke both Lucy and Emma. Lucy limbly reached over to turn it off before rolling within Emma protective arms so that they were facing each other, both still in a state of half sl**p lovingly smiled at each

“Umm morin’ babe, I suppose we should get up then” Lucy groggily moaned.
“Yeah i suppose, We’ll be going it to deep woods i bet.” Emma offered in reply. Lucy pulled herself her free and raised so that she was in a seated position as she answered
“Yup, you know this forest... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 2182  |  
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Beginnings: My First time as a crossdresser (PT 1)

( Hi I am repostng because I want to string everything together for continuity ) Everything is connected so you should start at the beginning.) (This is a true story, the conversations in it are only as accurate as my memory can supply, as this happened Thirty years ago)
When I was 17 I was dating a girl from the local college. I lived in a medium sized college town in a western state and it was 1983. It was Halloween weekend and we were both drinking some wine coolers she’d bought, the drinking age was eighteen at the time and she was nineteen, and smoking some pot I had brought over. We had... Continue»
Posted by sbobbi66 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2822  |  
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My First Time Dressed as a Girl (PT 2) (Aftermath)

My First Time Dressed as a Girl,(PT 2) Aftermath
Hi Reposting an account of how I got started XXXdressing so that the first month is properly documented because it was what set my behavior for the next three decades).(The events of this story are true and reflect what happened thirty years ago the first time I went all out and dressed as a female. The conversations in it may not be completely accurate, as this was a long time ago, but are as accurate as my memory of these past events can provide. A quick note for those who are coming upon this account for the first time; please read part one... Continue»
Posted by sbobbi66 2 months ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1870  |  
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