Shemales Porn Stories
Page 73

The Making of a Sissy - Part Seven

As Sandy pulled into the drive of Aunt Jane’ s house, Tara turned from the front passenger seat and eyed the forlorn looking sissy seated centrally between her two s****rs with some satisfaction.

“It’s a good thing your friend can stay with you tonight to console you; of course I’d have done the same if she were not staying.” She and the s****rs who sandwiched Bella, all sniggered sarcastically at the sheer comedy of the thought. Bella maintained a look of hopeless nonchalance as she gazed aimlessly through the window as Sandy applied the handbrake. The s****rs alighted from the vehicle ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 511  |  
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Cheating Bastard

I began to suspect that my husband was cheating on me about 6 months ago. He'd call me and tell me he was working late or he'd show up to different events claiming that his boss needed him to finish a project before he could leave. Then his phone started to have more activity than normal. He'd often move to another room to take calls or messages. He started hiding his phone whenever he was asl**p so I couldn't go through it. The final clue came when he started to smell different. I had been married to him for many years so I knew his scent well but whenever we made love I could detect ano... Continue»
Posted by RyleighM72 8 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 4352  |  
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new roommate

I enjoy sucking real man cock....it was figured out at a younger age then some. I was 18 just moved to college and ended up in a dorm room with someone right around my size. I never played sports never got fat just stayed in regular skinny shape, he on the other hand had a really muscular ass and waist it was just shaped like an apple however he stood and it reminded me of a womens booty. Also his thighs were extremely smooth and skinny and he stayed tan. I didn't talk to him much the first week. But that cbanged the day I left for work on a saturday and forgot my bag when I got back to the ro... Continue»
Posted by 612Goo612 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 2934  |  
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A little favour

Day 1 – Friday

My neighbor Kathleen called me up one Friday evening and asked me if I could come over to her apartment and help her with something. She lives in the apartment next to mine, so I went over there. She was sitting at the kitchen table talking to a girlfriend. They were finishing up a bottle of wine and opening up another one. Kathleen invited me to grab a glass and sit down with them. We sat around the table talking and drinking wine. We drank that bottle and then another one. I was definitely feeling no pain.

Kathleen spun one of the bottles on the table. It stopped and poi... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 13621  |  
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You've Got Shemale.

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.



I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.

I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little selection and those that were in that range were surprisingly stuc... Continue»
Posted by MysticDude 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1429  |  
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TRANSSEXUAL DELIGHT

I was new in the big city, a country boy through and through and it was the first time I had ever visited London for the sites rather than work, I was nervous just for the fact that I had never been anywhere like it and the place was so big, my town being one hundred houses tops, all of a sudden the bus I was waiting for pulled in and kicked me out of my daze, being the shy and gentle person I am let all the other tourists get on first and just out of the corner of my eye noticed the hair of a blond lady getting on to the bus, I couldn’t see her face just the back of her head and the lovely co... Continue»
Posted by star122 3 years ago  |  Categories: Anal, Shemales  |  Views: 1392  |  
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Helping a Friend....part 2

I had seen Anna at work for the past two weeks…not a word of what happened at her house, when I fixed her sink. What a great night that was……………the night I found out she was a shemale!
I fantasized about Anna all the time, yet nothing from her. It was our secret, and I dare not blow it with her.
Finally one Friday Anna walked by and said she needed part of her wooden fence repaired, I told her I would be there first thing in the morning.
I got there early, Anna greeted me at the door wearing a short skirt and red top, smiling, all the stuff you need is on the back. She gave me a quick ... Continue»
Posted by edukateme 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1616  |  
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The Bondage Whore, Chapter 13

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 13 - Unbelted

As Joe released Rachel that night, he informed her that Jimmy wanted to see her. Then Joe did not put Rachel's chastity belt on her, which thrilled Rachel. Rachel strolled into Jimmy's office, wondering what was up. Jimmy rarely conducted business after hours. "Rach, babe, have a seat. I have some good news for you!"

Rachel sat, and Jimmy continued. "Congratulations on your third year anniversary sweetie! Do you know what that means?"

Rachel was clueless. "No, not really", was all she could manage.... Continue»
Posted by thongcutoffs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 738  |  
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First Time being fucked by two Men. (True stoy)

I was at a Jewelery convention in Flordia and my friend and I decided to go out and see what Orlando had to offer before our late company arrived ;). (Now we are two young women in our twenties and both athletic toned me hazel eyes and brown hair tan skin and her brown eyes with brown hair and fair skin!) We ended up going to the House of Blues. We started dancing with a few guys but none of them turned me on and I was ready to get fucked that night! Finally after going to the bar I spotted two sexy men dancing with these older ladies. I thought they can't be with them could they? Well one loo... Continue»
Posted by seksapilen8 1 year ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 3030  |  
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wife fucked by shemale

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink his cum. He tried all the filthy things on me and now I feel like a big whore. Harvinder even used to ... Continue»
Posted by harvin007 2 years ago  |  Categories: Shemales  |  Views: 563  |  
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Night With A HOT Sissy!

June 28th, 2009. End of senior year of high school. I, Angus Corleon, actualy graduated. I wasn't a model student. I've been a leather jacket wearing, rebel rousin, beer drinkin, hell raisin son of a bitch since middle school. My parents didnt care about me, after all my b*****r is a cop and my s****r is a lawyer, and im the law breaker. Anyways, enough about who i am. My buddies johnny, brandon, timmy, and danny have a hell of a party planned for tonight. Big bon fire out in the back woods of where we live. Must be 200 people were expecting. We set everything up, fire pit, band equipment, cha... Continue»
Posted by CDboy9097 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 4260  |  
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Tedra Out of the Closet

After a very lengthy discussion, it was decided that not only should Tedra become more feminine and move out of the closet, but Judy would also under go "Enhancements" I was started on enhanced Hormone treatment as well as some tummy tucking and hip enhancement. We both got implants and I became a very impressive 40G and she was a stunning 34F. Over the past 12 years my wife has gone from an average looking gal to an absolute sexpot. The increase in her breasts' size coupled with her slimming down elsewhere has resulted in a body fit for Playboy and has allowed her to adopt her new sexy wardr... Continue»
Posted by tedra 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1110  |  
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Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to grow to an almost painful rigidity.

My names Alana and I’m 5 ft 5 with medium sized but very pert b... Continue»
Posted by gellid 3 years ago  |  Categories: Shemales  |  Views: 752  |  
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MY FIRST BLOWJOB

I met a shemale online called melisa and we had been talking over msn for afew days, mainly having saucy chats about sex and getting off. She asked me to meet her on the coming weekend which excited me as i was a virgin to cock.

We arranged to meet in a bar that was a stone's throw away from my flat, As i entered the bar it was pretty dark and i waited for my eyes to ajust to the dim lighting, then i noticed her sat at the bar wearing a skin tight, dark red dress that was knee high, she looked amazing. I walked over to her and straight away i was struck by a beautiful smile as she turned t... Continue»
Posted by handyman1991 2 years ago  |  Categories: First Time, Shemales  |  Views: 1515  |  
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Selene and the Shemale


I had been friends with Selene for six years - we had met in our first year at university - at a film society party. I was a science major specialsing in partying. She was a music student. She had a sultry, sexy singing voice that was perfect for jazz and blues and even back then, she was earning a little money singing at parties. That was why we were both at the party that night, and why we ended up being friends with benefits during our college career, though never more than that. We stayed in touch after college but mainly on email as I left to work in Australia while she went to London.
... Continue»
Posted by Hangdog90 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1240  |  
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Emo twink gets 20 years hard time

So, here it is. The next 20 years of my life in California Institution for Men Correctional Facility, aka Chino State Pen. I had no idea what was to come, never the faintest idea. Personally I thought I would get killed within a week's time.

You see, I'm not really inmate material. I eventually did become one but not as you would think like into one big bulky muscled tattooed thug. Instead, when I first walked into prison I was a 19 year old, 5' 1", 130 lbs, fair skinned curly red haired Emo twink.

Now, what is a nice cute androgynous lace and fishnet wearing bi-sexual white boy Emo twin... Continue»
Posted by pat4tights 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1375  |  
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Plug fun in the video store.

I have been known to keep it in for multiple times also. I had put it in for a week moved up a size and kept that up for a month then went to bush river videos. I was just sucking some guys when a big cock plopped out from an aggressive guy. I could not fit all of him in my mouth and had had cum all over my face I wiggled up off my knees and stood up to him and put my hand on his cock lead him to the bathroom.he did not want to go but I leaned back to him and said I cannot fit you in my mouth but I can in my bubble butt, that is if you are up for it. He pulsed in my hand and got bigger. I flin... Continue»
Posted by deveon4u 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1346  |  
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My biggest ever-scary, but rue!

Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usually horny and love to have fun, so I agreed and he gave me his address and digits. I asked him if he would prefer me dressed fem or butch, and he asked me to surprise him. Well, I love playing dressed fem, even though I'm not passable it seems to make guys just that little bit more turned on to see a nic... Continue»
Posted by LRock4fun 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1201  |  
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Shemale Next Door Pt. I

(Note: This is an excerpt from "The Shemale Next Door" on sale on Amazon now)

It was a warm Saturday afternoon, one of the first really hot days near the end of spring and right before the beginning of summer and Ken was waking up late like he always did on the weekends and found the trashcan in their house completely full. He sighed to himself and was going to call to Roger to take care of it until he remembered that Roger had gone away for a week to visit his f****y and that he had left this morning. This one was all on him. He sighed as he cinched the plastic handles up, tied them... Continue»
Posted by rehumanize 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 3500  |  
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He caught me in his wife's cloths

I do odd job's and I was about to do one for my wife's best friend Tina and her Husband Phillip. I went over and looked at the job. I told her it would take several days and that I could do the work while her and her husband were at work. That way I wouldn't be in anyones way. Well the first day of the job I showed up just before Tina left for work. Pillip was already gone. We chatted a while the she left for work. Tina is really very hot and I have wanted to fuck her for a long time. Sense i knew that was not going to happen I thought I would do the next best thing. I went stra... Continue»
Posted by firstknightd 4 years ago  |  Categories: Shemales  |  Views: 3639  |  
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