Shemales Porn Stories
Page 4

super cock 14 inches meets angel buxom (written by

This how I see the biggest cock in the world violating the biggest tits in the world ,was looking at the news one day when they had announced the opening of a very unique new building that was just built in NY NY and clamed to be the tallest in the world at 4500 stories tall it was the biggest building on the planet ,it is uniquely shaped like a massive erect cock shaped after Mr Supercock the longest most powerful cock in the entire world the next biggest would only be about half his length the building is owned by Mr Supercock ,multie zillinare porn king ,king of the cock.
They showed some... Continue»
Posted by huge_cock_rules 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1529  |  
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The Sissy a*****ion

You are walking along, you feel a presence, a person quickly comes up behind you and c*********'s you. You pass out but you catch a glimpse of his green army officer hat.

You wake up several hours later chained to a rack naked. Two identical women come out with a cart filled with cosmetics. First they take this special soap that when it touches your skin it makes your skin very sensitive and a sensation of pleasure takes over at the slightest touch, then the two women grab nail polish and paint your toes and the your fingers. Then, they grab a special foundation that they apply to your wh... Continue»
Posted by TheGoods69 1 month ago  |  Categories: BDSM, First Time, Shemales  |  Views: 1237  |  
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rocky my giantess shemale lover

I have been having this wild hot dream of a friend that lives close to me a great tall CD I know on here and have been fantasizing of him getting much taller : I see Rocky walking up the walk my huge breasts are heaving in my tight dress as I rub my big long gurl cock in my tight silk panties ,a knock at the door tells me he is here as I open the door he even with out his heels on is much taller by almost six inches his eyes are wide as he takes in my huge swelling chest that looms just below him my big clit is rock hard by now as I watch my friend get dressed he already has his long legs enca... Continue»
Posted by huge_cock_rules 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 203  |  

part to rocky busting angels cherry

Mmmmm I can feel it now as Rocky still has my throat full of his gigantic huge cock as he caries me over to the bed his giant form toweres over the bed as he dropes down to his knees and slides his huge cock out of my mouth and lays me on my back on the bed he lays the gigantic long shaft overtop of my body sliding the shaft up over my stomach through my cleavage up till the head is resting on my lips ,im trembling with both fear and anticipation my tiny virgin pussy is spasming waiting for it to happen his giant of a cock the head bigger than a g****fruit is leaking bits of cum from the last ... Continue»
Posted by huge_cock_rules 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 790  |  

Polly and Phil (Tights and Lycra Fetish)

I’m writing this still in my black shimmery layered tights over opaque ivory shimmer tights, and my bum hugging tight gold mini skirt. I’ve just seen Phil off at the airport and left him with some photos, vids and no doubt some amazing, sensual memories of our time together and everything we did and said.

I met Phil by chance. He came to Milan for a business conference, where I lived. At the train station, he could see me struggling to adjust the seat of my bicycle, no doubt catching a good look at my arse as the light hit the skintight blue lycra fabric, revealing a liquid sheen. He helped... Continue»
Posted by leotardlust 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 564  |  
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My Masterfriend's Games or What Happened to R

It has been a few delicious weeks since I met my "Master" in person, and our relationship has quickly grown into something else. Our first few encounters were pretty straightforward. Not that there is anything straightforward about being on my back with my legs over his shoulders!

It was something else. There has been a concerted effort to know more about me and some of my fantasies too. It's not like they were hidden and all. My profile on "The Site" has a lot of fetishes listed and a few stories written from a personal perspective. I think he was just seeing if he can mesh some of my... Continue»
Posted by LeslieStone 1 month ago  |  Categories: Hardcore, Shemales  |  Views: 294  |  
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My First Time With A Boy!

These stories always start out with "the summer after high school" or "my first semester of college" but it doesn't gravitate to the true experience felt when actually going through changes in your life....hormonal changes. So let's just say for the sake of this story, that I was a teen....and he was a teen, and a teen is 13-19 years in age. But none of that matters. What's important is that this time of my life was full of huge changes. Cross-dressing was not new to me at this point, and by now I had well broken into the habit of using my mom's make-up. I mean, every time I looked in th... Continue»
Posted by Ivygurl86 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 5120  |  
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How I learned of the pleasures of anal sex

This narrative is the journey that lead up to my first experience with anal sex. The details I have here are as accurate as I can recall and any dialog is essentially the best of what I can remember now. It of course gets more sexually explicit and graphic towards the end...

I was born and grew up in what many would probably call an average small suburb. In my early years, while starting puberty I began to explore sex the way I assume many boys across the world did to start. A few times during this period I became curious about girls and what made them so different from boys. One of the obv... Continue»
Posted by UnDressed2Thrill 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 2375  |  
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My road to womanhood (so far....)

Quick Disclaimer: I don’t claim to be or think of myself as anything other than a student of humanity and so I claim no stance on my views or words being considered academic or certified for anything relating to gender or my view of the world, simply sharing my experience and hope that I accurately convey what I thought at the time and what I think now. I’ll frequently move between arguments of masculinity/femininity vs male/female gender identity vs biology/genetics (strictly-physical world view) vs sexual attraction, etc so please don’t try to correct me or overanalyze the specific words I u... Continue»
Posted by UnDressed2Thrill 1 month ago  |  Categories: Anal, Shemales  |  Views: 1026  |  
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Hi I am ana, I am Thai. Was born male, begin stealing hormones at 12, now I 19. and me 5' tall natural breast kk smallish but almost a "b" cup. I was happy to be Thai Lady Boy. so very very happy. this story is true, but not right names, and it made a choice ffor me, but I not want that choice.

I was new to area I moved to. someone at my work tell me bout a nice young people club no alcohol. Friday nite came, and I went to club. ooked nice outside. inside was too. a pretty american girl behind bar, very tall very nice body, she smile at me and ask what I would like, i order ice tea. we tal... Continue»
Posted by robd1 1 month ago  |  Categories: Fetish, Shemales  |  Views: 893  |  

True story of an old man in the woods

I was just a young lad the first time i did any thing with another guy, i was still living with mom in the house she inherited from her father after he died in a small village that mainly had elderly people living in it.
There certainly wasn't any one my age about so contact with other youth's was limited to school.
Most of my time was spent playing alone or helping mom about the house, then some thing happened that was to change me for ever.
It was a Sunday morning and mom was home doing some house work, i was watching cartoons on the TV when she called to me to help her get the washing in... Continue»
Posted by fun_boy_fan 1 month ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 6163  |  
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Lodger's Surprise 3

Pete walked me upstairs and to my bedroom. He sat me on the bed and kissed me.
He explained that when he interviewed me for my job something about me made him think I might turn out to be a crossdressing sissy and that his former secretary Jenny and her sissy hubbie might be able to find out for him. As he spoke he undressed revealing a hard muscular body that belied his 60 years. He was hairy and there was a large bulge in his tight trunks.
I reached over and stroked the bulge and he smiled and pulled down the trunks. A thick cock shorter than Mikes but much thicker sprang out. Without bei... Continue»
Posted by maninnylons 1 month ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 344  |  

The day I totally submitted

I had to write about this before I get a shower and go to sl**p. I was invited over to Tim's house to watch the B-Ball tourney (28 year old that took my virginity). I was hoping for a little action because he told me to shave down and wear my red French cut panties. I was really disappointed when he came to open the door and I saw 3 guys sitting on the couch yelling and cheering at the Kentucky game. I thought my hope of getting some cock today was dashed but boy was I wrong. I didn't make it 2 steps into his house when the older of the 3 without taking his eyes from the TV said "get the fuck ... Continue»
Posted by tetbuck 1 month ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 2403  |  
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my fantasy part I

I've always been interested in being a prostitute but never had the guts! This is what I would do if given the opportunity!!

It was another morning alone in my dump of a one bedroom apartment. Sexy shemale porn playing on my laptop and me performing my usual morning edging session!! I was strolling the web and came across some pictures of sexy crossdressers hooking on the streets! This made me want to cum so bad but I couldn't because I was edging and it felt to good when I stopped myself from cuming. I usually edge for an hour or two until I get so much precum my hand is sliding up and do... Continue»
Posted by nebraskasissypussy 1 month ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1548  |  
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Я познакомилась с Ирой на курорте десять лет назад, я приехала туда отдыхать с сыном, Ира также приехала туда, только со своим племянником. Моему сыну тогда было 12 лет ее племяннику 7. мы познакомились на пляже, наши лежаки стояли рядом. Ира симпатичная брюнетка 30 лет, с красивой фигурой, густыми длинными волосами, единственное, что бросилось в глаза, так это ее взгляд, волевой целеустремленный, и по началу он показался мне даже немного агрессивным и еще мне очень понравилась ее прическа, настолько аккуратно и безукоризненно были у... Continue»
Posted by dingos75 1 month ago  |  Categories: Shemales  |  Views: 191  |  

Жизнь настоящей шлюхи

Все что произошло у нас с Димой, было как наваждение. Поначалу ничего не предвещало того, что произойдет потом. А именно, что я превращусь в настоящую секс игрушку своего повелителя, моего Димочки. Итак, начну с того, что мне 26 лет. Я азиатской национальности. При росте в 176 см. у меня вес – 81 кг. Как видно, я «в меру» упитанный молодой человек.

Еще одна моя особенность это практически полное отсутствие растительности на теле, кроме волос на голове разумеется. У меня довольно округлая попка и белые, аппетитные ножки. Желание перевоплотиться в женщину появилось у меня еще в юношестве.
... Continue»
Posted by dingos75 1 month ago  |  Categories: Shemales  |  Views: 98  |  

Double Anal With a shemale

....He answered the door and there she was beautiful as ever. He had just paid 500 dollars to have a transsexual e****t come directly to his door and greet him. She had on a long pea coat and thigh high boots. When she took the pea coat off all she had on was a one piece swimsuit. Her tits were a 36 D and she was 5'9 with heels on. She went over to him and kissed him with lots of tongue. She then grabbed his dick through his sweats and said "Hard already we haven't even started. Where's your girlfriend?" He said "In the bedroom prepping her asshole" She said "mmm maybe we can get a quickie, He... Continue»
Posted by michneo 1 month ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 4093  |  
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my transsexual girlfriend

.........I used to date a transsexual woman named lexxi for about a year. I loved her cock so much it was amazing. It was 9 inches with a 6 inch girth and mine was 8 inches five and a half inch girth. (we measured both of our cocks together). Every morning she would wake up with a pulsating hard dick and i would suck it relgiously. She would wear boxer briefs to sl**p and sometimes she wouldn't shower if she had a long day, so she still had a slight musk between her thigh and balls. She was a manager at a transgender strip club so i would meet tons of beautiful girls that worked there. one day... Continue»
Posted by michneo 1 month ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 4631  |  
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Shooting with a tranny

I was bored one day so i decided to rent out a transsexual e****t. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacket that came to her waist. Her hair was long and curly and she was fair skinned and spanish about 5'8 with heels on. She walked in and asked me where i wanted to start. I pointed to the couch and she sat down. She immediately changed into a tank top for men and a very small lycra shorts. She was bare... Continue»
Posted by michneo 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 4502  |  
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Island Fantasy

Part 1

My ship arrives off shore at about 10 in the morning local time. We drop anchor about a 1/4 mile out and busy ourselves with getting ready for some shore leave. I'm very excited because I've only been on the ship for about 3 weeks and I'm already getting to go to a new and exciting foreign country.
As I look over the sides of the ship I see a large crowd of small vessels starting to appear. They're locals, fishing boats, runabouts, and all of them loaded with people staring up at us.... at me.... I wave and they wave back. Friendly.

When its my time to depart the ... Continue»
Posted by SandyCrossdresser 1 month ago  |  Categories: First Time, Shemales  |  Views: 1666  |  
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