Shemales Porn Stories
Page 66

First blowjob (Part 2)

Two days after my chance meeting with my first "Daddy", I called him to set up a time to meet again. I had the name of the motel he wanted to meet at but wanted to make sure we could still get together. He said we could still get together. I was ecstatic!

He asked how much stuff I had to dress up like a gurl for him. I told him I had a wig, makeup and training bra that I stuffed socks to make it look like I had little titties. I also mentioned that I had a little short dress and a large collection of panties. He told me to have it all on by 4:30 but mentioned that I was to wear no pa... Continue»
Posted by KaylaCD15 1 month ago  |  Categories: Gay Male, Shemales  |  Views: 1123  |  
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Nate and his tranny neighbour

My first ever story. Depicting sex between a man and a transsexual.
It is lengthy but personally I enjoy these best. Constructive feedback is greatly appreciated, so feel free to write to me. Enjoy ; )

Nathan (Nate for short) was an average eighteen year old boy; liked girls, sports, partying, and being on his summer holidays he enjoyed the time off school. With some exceptions to the average rule, he loved his kinky dirty thoughts and porn. Frequently watching shemale porn, gorgeous busty women with big tits, a pretty female face but a thick juicy cock to be pleased, not a pussy to be fu... Continue»
Posted by BiTwinkxx 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 4350  |  
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One amazing night with a married man

A few years before my dating (and sexual) life was totally relied on online dating (and porn) sites. As a result there were plenty disappointments; either due to fake profiles or due to members who presented themselves as courageous but didn’t dare to proceed on an actual meeting. As I am not that much into online sex (I do like some erotic chat but I totally hate cam sex) I was facing a long dry season.
I was about to give up that form of hooking up. Still there was a guy who was looking interesting. We had chatted several times and his replies were showing someone smart with a sense of humo... Continue»
Posted by georgette32hk 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2867  |  
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First BJ cd/cd

The first time I gave a blow job to another gurl was some years ago, She could only meet after 3 am when she got off work. I took a room with a hot tub in hopes of using it. I laid in some frozen vodka and a few munchies. I did my makeup, shaved everything to perfection. Corset, black stocking, FGPs (black and red toeless}, and I had my pedicurist put fuck me red polish on my nails.

She arrived on time and went into the bath to change. She would have been a very good looking trap with some minor effort. We got into bed and I asked a few necessary questions like are you disease free: Yes, L... Continue»
Posted by williegirle 1 month ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 421  |  

First blowjob (Part 3)

The next morning I awoke to something hitting me on the cheek. I opened my eyes and my "Daddy" had his hard dick out and was on the bed hitting me in the face with it. Without him prompting me, I wrapped my lips around it and began to suck. Once I got it into my mouth, he reached down to rub my little clitty through my panties.

This did not go on long when he yanked his cock from my mouth and demanded I take the panties off. While I removed my panties, he positioned himself between my legs. As soon as I got my panties off, he began to suck my little cock/clitty. After the session we h... Continue»
Posted by KaylaCD15 1 month ago  |  Categories: Gay Male, Shemales  |  Views: 706  |  

my fantasy part II

I stood in front of my mirror thinking if I wanted to go to the street where the other girls of the night hung around or the local truck stop. I was getting hard thinking of being out that night!! Next thing I know my cock is out of it's tuck and straining against my dress. I need to stroke it so I free it from my dress and start rubbing it!! I'm so addicted to edging I stop stroking right before I blow!! I edge a few more times all the while contemplating where I would go. I decide right before my last edge and I will be going to the truck stop. I hang around my shit hole of an apartment whil... Continue»
Posted by nebraskasissypussy 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 1099  |  
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Becoming the neighbourhood slut - Part 2

Read Part 1 first :))


As I was sitting on the floor still covered in Mark's cum, he continued to slap my face with his cock. He kept saying what a good slut I am. Every time he was saying "slut" or "whore" to me I could feel his cock twitching. He was loving it which was turning me on immencely.

He then grabbed my hands and pulled me up. He then lead me to his couch and put me in a doggy position. He then started kissing, slapping, licking and even gently biting my freshly fucked ass. My pleased moans were more than enough of ... Continue»
Posted by analhottie 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 3495  |  
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Interracial Sissy Story

Interracial Sissy Story

(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences for writing this story were things like those fantasies, straight interracial gangbang porn flicks, a strong fetish for female cigarette smoking, strip clubs, hard rap/rock music, an overactive imagination and a weird, corny sense of humor. If you're easily offended by... Continue»
Posted by klammer 29 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 2825  |  
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Part 3 - Lisa Comes In

Make sure you read "Back in College with Kelly" and "Meet up with Kelly".

Lisa came in, setting her bag on the dresser and sat on bed next to me while I was trying to hide. Teasingly she said, “Are you naked under here?” while tugging at the top of the covers. I tried to tell her, “No! Stop!” but she quickly exposed me from my refuge. Nervous and embarrassed, I tried to cover myself with my hands and pull the sheet back up. Kelly came over telling me, “Stop, its ok. She knows.” “What do you mean, she knows?” I asked. “I told her about us and that’s why she is here” she said, while trying to... Continue»
Posted by ahsleymills 26 days ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 217  |  

Nate and his tranny neighbour

Part two of Nate's fun ; )

Again all feedback is greatly appreciated !

It had been three days since Nate's time with Jez. It was 12 in the afternoon and he looked out his window at Jez's garden. There she was idly busying herself in the garden, that gorgeous feminine frame hiding a delicious thick cock. His cock started to harden at the thought of her again, and he was desperate for another time with her. With his parents out for a while he thought maybe he could try a chance going over. He had showered and washed 'all' areas of himself should he be so lucky. He put a tight t-shirt on w... Continue»
Posted by BiTwinkxx 26 days ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2918  |  
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Christine ad the Neigbor

Hi. My name is Chris, though some know me as Christine. I am John Collins’ mistress. We care deeply for each other. John “keeps” me, he supports me financially and in return it is my pleasure to keep his sex life exciting, as well as to entertain any of his gentleman friends who drop over.

It all began innocently enough, I suppose, when I had just turned eighteen and had moved out from my f****y’s home to be on my own. To support myself, I worked as a landscaper as well as a housepainter. I was able to support myself ok in this way, though it required that I budget.

I rented the upper f... Continue»
Posted by ssup28 25 days ago  |  Categories: Shemales  |  Views: 1249  |  
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Spencer's Surprise

Please note this story is pure fiction, and is just a fantasy

Spencer stood at the big mirror in his parents room. He slowly looked himself over. As he looked at the mirror, he stared at the gorgeous woman infront of him. He had been dressing in his moms clothes for a long time, but for the first time ever, he did his makeup, and it looked sexy. He stared at what he was wearing. A black lace bra, black silk panties with a lace trim, black sheer stockings with a lace trim, and a black garter belt. He finished off his look with the long blonde wig he had found. He knew he forgot some... Continue»
Posted by ZephyrTS 25 days ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1225  |  
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Lisa Katie Day A little Tgirl Tart In Training.

Lisa A little Tart In Training. (part 01)...

I’m standing at the bedroom dressing table just putting on my red gloss lipstick I see you standing in the door way taking in the view of me in my Mrs Christmas outfit exactly as you see me in the photo's no my page here, Black & red Basque with suspenders, red silk thong Knickers, red stockings ,white frilly ancle socks, and my sexy santa's helper costume with my Red 5" high heels.

You walk up behind me, You startle me as you slap my ass and say you Naughty girl lisa, you've got my cock all hard with that sexy red number that your wearing you... Continue»
Posted by lisa_katie_01 24 days ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1684  |  
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Meeting at the beach

It is a part of my fantasy that I wrote once, to a sexy tgirl...

I imagine how I walk on that same beach and see a beautiful ass, your ass. It shines in the sun. I approach you and sai hi and ask if I could help you rub some tanning lotion on you. You agree..But I still don´t know yet that you are a tgirl, because you are prettier than women...I am starting to rub your back and as I do so I am checking your cute ass..It is so temping.I want to toutch it, but I don´t yet...I slowly move down your back to see how you react. As I almost reach your ass I "accidentally" slip my one hand on it.... Continue»
Posted by Biforshe 24 days ago  |  Categories: Shemales  |  Views: 782  |  
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My First Time Pt. 2

Part 2:

Bob had parked a half block away from my house. Actually right in front of the house of some really good f****y friends. It was beginning to rain really hard but the street lights were bright enough to see each other clearly in the SUV.

Me: Wow, haha I'm not sure I know what to do Bob.
Bob: Take your time, it'll be just like you've practiced. I'm excited to do this for you Adam.
Bob: oh shit that looks good Adam. I love you in fucking panties. damn.

I looked down and my hard-on was pushing my panties up much like a tent would look. When at home I always loved this look. My ... Continue»
Posted by adampanties 24 days ago  |  Categories: First Time, Mature, Shemales  |  Views: 415  |  


sorry about the story set up, I don't like giant walls of text.
“Knock it off already.” Cassie had the remote control firmly entrenched in her hand and was doing her best to keep it out of reach. The TV was stuck on basketball, which sucked. I knew that there had to be some combination of leverage and brute f***e that would cause my s****r’s fingers to open and let me gain command of the remote. Getting up and walking to the TV was simply out of the question.

“Knock what off?,” I replied, making another grab. Cassie just rolled her eyes and pushed me away. Time for a despera... Continue»
Posted by qudduse 23 days ago  |  Categories: Fetish, Mature, Shemales  |  Views: 2798  |  
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I Could Really Use Some Extra Money (Part 1)

Boy, I could really use some extra money, I was thinking as I walked over to George’s for a Saturday visit. Maybe George would have some ideas.

I arrived at George’s house. He greeted me once I was in the house with a kiss while he squeezed my ass cheeks. I loved the way he touched me.

I’d known George for two years, since I’d started mowing his lawn.

I lived with my Mom. She was a d***k and paid me no mind; I might as well have been living alone.

But George had taken a keen interest in me from the beginning.

We got some coffee and sat down to chat. After awhile, I brought up ... Continue»
Posted by ssup28 19 days ago  |  Categories: Shemales  |  Views: 2406  |  
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Passionate Femboy

[Lauriselle]: -She grins at the slim femboy to her side, reaching over to slide an arm around his waist, pulling him close, her head resting on top of the shorter elf's- "Well hello there cutie" -She purrs, holding the boy close to her-

[Crystalwine]: He makes a cute little noise as he's grabbed, and puts a hand across Lauri's stomach. "Hey there, stud. Looking for a little slut?"

[Lauriselle]: -She smiles down at the boy, pulling him around to her front and wrapping her free arm around his waist, holding him close in an almost protective embrace- "Mmph, always" -She purrs as she presse... Continue»
Posted by Redwig 19 days ago  |  Categories: Shemales, Taboo  |  Views: 686  |  

Playtime Stories Ch 9- Theater Play pt. 1

Trust me- its long, but super hot... enjoy and comment!!!

A good night at the theater can usual ease my naughty cravings. Of the cities I play in three have full size adult movie theaters. One city has a big screen TV theater in a large dark room and another has a mini-Cineplex of carnal delights.
My favorite theater is an old classic theater with a number of personal side theaters and an arcade called The Grande (sic). It was the state of the art in about 1948. Over the years it was modernized, but the surrounding area just stopped attracting theater-goers.. The owners sold i... Continue»
Posted by 6988slutty_rbckyy 19 days ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 404  |  
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Trailer Park Whore (Part 1)

“Have another drink, Tammy,” said Tony and filled my glass with vodka.

My real name is Tommy but guys who know me call me Tammy, which I preferThen he added, “Why don’t you get out of those pants, you look uncomfortable.”

The room was spinning a little. I stood up and almost fell over, but I regained my balance. I unfastened my belt, then I pulled down my fly and unfastened my jeans button. I pulled the jeans down and fell back onto the couch. I’d spilled the vodka a bit, but then I chugged the rest of the glass.

It was a hot night, and I was in my neighbor Tony’s trailer. He’d invit... Continue»
Posted by ssup28 19 days ago  |  Categories: Shemales  |  Views: 3724  |  
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