Sissy Feminization Shemale Trans Crossdressing – Page 5 – SPH-THEMED EROTICA STORIES

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A Sissy Goes To Jail (Gay SPH)

By akinkyboydreams. [google-translator] It seemed like a great idea. The night, an empty subway station and a camera to take hundreds of photographs and videos of Candy. Adventurous content that, of course, Katy would be in charge of. Dressed in a sexy PVC maid’s dress, Candy posed sensually and allowed the camera to create content he would undoubtedly show off on internet platforms. He was an OnlyFans star, after all, and he loved it. He never felt as comfortable as

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You’re Getting A Vasectomy 2

By Jake. [google-translator] Read Part 1 Here. ***** Part 2… A few days later, the doctor’s office called Sarah. Seemed strange, but she was given all the post-op instructions, so I let it go. She said she couldn’t hear and stepped into the next room. I could only hear her side of the call, which was emasculating enough. She said, “Oh, that’s good. Yeah, that may have been my fault. Well, he was having trouble getting a sample, so I

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Steroids have life changing side effects: Part 1

By Jake. [google-translator] I’ve always been fit. Football in high school and competitive lifting in college. My wife has known me through all of this. We married our last year of college after dating since high school. I recently noticed a trailing off in my physical ability. Didn’t matter if I increased hours or intensity; I just seemed to have hit the ceiling. One of the other guys at my gym walked up after a particularly frustrating workout offering a

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Traci’s XXX Trans Porn Audition (Gay SPH)

By mrstanley. [google-translator] Traci is a very picturesque slender 5’9″ 160- pound Transsexual “sissy” bottom. Traci is married to a stunning beautiful dominant woman named Barbie. Barbie watches men fuck her sissy shemale husband all the time. Barbie enjoys fucking well-hung men in front of Traci. Their relationship is mainly voyeuristic. This porn shoot is as much Barbie’s idea as Traci’s. Traci is Barbie’s slave. Traci has appealing blonde hair, brown eyes, C-cup breasts, and cocksucker’s lips. Traci has a

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Damian 2

By 1Gratiano. [google-translator] Read Damian Part 1 Here. ***** Part 2… I began to service Mrs. M. with my mouth, kneeling regularly. There was no question of me penetrating her. “You’d just come right away. Little dick guys like you always do. But I’m going to help you. I’m going to get you used to being with a woman. Then you won’t be so overexcited.” So she let me go down on her, and after she was finished–she would usually

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Damian 1

By 1Gratiano. [google-translator] Economic considerations required me to rent a room in an apartment rather than get a place of my own. After visiting many locations, I finally found a well-kept middle-class home in a lovely building owned by a brilliant and not unattractive woman in her fifties. I was twenty-three at the time. Mrs. Morfydd (there didn’t seem to be any Mr. Morfydd) was direct and a little commanding in her inquiries about me. But her expectations of my

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Becoming a Sissy Cuckold (Gay/Bi Scenes)

By Pantieslave. [google-translator] Beth and Dan were married very young, just 20 years old each. As such, both were virgins when they married. Beth wasn’t an outstanding beauty but very attractive with a nice body and breasts, 36D. On the other hand, Dan was rather feminine looking and wore his hair long, in a ponytail. Being slightly built, on more than one occasion, he was mistaken for a girl not just from behind but when meeting face to face with

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Our Secrets (Gay SPH)

By ShyTammy. [google-translator] My son was up to something. I’m not sure what his behavior tipped me off, but something was going on. I could just feel it. This was of particular concern to me because my son, Alex, is not really like other boys. He is small for one. Though he just turned 18, he looks more like an underdeveloped 14-year-old. He also has very effeminate mannerisms. He had such a hard time in High School with bullies that

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Cuckolded by Girlfriend

By SaraRurik. [google-translator] My name is Josh, and I’m a 19-year-old white guy with a beautiful girlfriend. Her name is Angel, and she is the best thing that has ever happened to me. I love her with a passion and intensity that is hard to describe. She is everything a man could ever ask for and more. She is caring, sexy, understanding, kind, intelligent, and a bad bitch. We have been together for two years now, and with few exceptions,

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The Neighbours!

By Unknown. [google-translator] Tina and I moved to the city a couple of years after we got married. Our new next-door neighbors, William and Margaret, were very similar to ourselves, in as much as they too had only been married a short time, although they had lived together for a few years before tying the knot. Tina and Margaret hit it off immediately, and we soon became regular visitors to each other’s houses for drinks, meals, barbecues, and suchlike. It

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One Tiny Problem 5

By ChrisEva. [google-translator] The hurricane season was mild in Baton Rouge that fall, and the living was easy; days flowed by quickly, and things became routine after the start-of-school-year party at Mary Sue’s house kicked things off with a bang. One casualty of the wild night events was that Jake and Mary Sue’s relationship didn’t survive. It might have been a pending transition anyway. Given that they had been dating for several years and how much late teens changed during

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MBA turned Sissy then Shemale!

By Unknown Author. [google-translator] It hadn’t always been like this. I have an MBA and stock options in several extremely wealthy businesses. I also have B cup breast implants, a 3-inch cock, enhanced lips, and I’m servicing my old coworkers most of the time. C’est la vie, I suppose. Where to begin? I suppose I should just start at the beginning and end. I worked as an executive at a company that made high-tech computers for the military-industrial complex. We

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My Visit to the Feminization Clinic

By antares34. [google-translator] Today I was going to my first appointment at the feminization clinic. I was overdue. Most males my age had already been going to their local clinic for many years. But my new girlfriend and my mother had both finally forced my hand. It was time. Thankfully, I was by myself today and had made it on time for my 10:00 AM appointment. The clinic was in a nearby office park and conveniently close to a local

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Prissy’s Pre-Dick-Ament (Gay SPH)

By charmer949. [google-translator] Poor Prissy. He just doesn’t know when to quit. And frankly, I don’t either. When Puma bought him pink knee pads for a present, he couldn’t figure out what they were for until it was too late. Prissy and I have a strange sexual relationship. We still live together and are kind of a couple, but the sex is a whole different animal. He won’t walk away from his deepening submission, and I can’t get enough of

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Truth or Dare?

By DirtyGod18. [google-translator] “Truth or dare?” Felicity asked, looking at me. The party had wound down around an hour ago, and Felicity and her roommate Olivia were the only ones left. “Err, truth, I guess,” I responded, hoping to come off casually. I’d known the two girls for a few years now through work. Both were incredibly attractive. Olivia was strawberry blonde, quite tall for a girl, with awesome long legs and tight arse. Felicity was a bit shorter, with

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What A Difference A Day Makes.

By Thomas Z. Leyton [google-translator] I heard Dinah Washington singing ‘What a Difference a Day Makes‘ as I opened our duplex front door. I smiled, knowing that was Aunt Teresa’s favorite song. What I didn’t know was how accurate those lyrics would be for me today. Friday evening, the end of a long work week where I’d spent ten hours a day, standing in a dusty cow pasture parking cars at the state fair. So I must have had a

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Ring of Shame (Gay/Bi SPH)

By charmer949. [google-translator] My husbands’ penis is so small. It spends most of its time inverted. Do you know how a turtle hides its head? How its head slides inward and out-of-site? That’s my husbands’ penis. It is so small it inverts back into its shell. In his case, his scrotum. His scrotal sack is his shell, and his penis hides in there most of the time. What’s a wife to do with a penis that small? The answer is

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Sissy Idea Backfires

By danni5858. [google-translator] I guess I should have known it would come to something like this. Here I was, on my knees, clad only in pink thong panties, sucking an amazingly large cock for all I was worth, while three women “encouraged” me – verbally and with their hands, at times, pushing rather firmly on the back of my head. I realized that I had been headed in this direction for quite some time, at least a decade. How had

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Changing Sides 1

By DickDerkley. [google-translator] Charlie sighed and flung his backpack onto his bed. He walked over to his computer desk and fell into his computer chair, drained after another day of college. His brain felt overloaded, but somehow, he was just barely able to keep a handle on it. It was the late afternoon right now. Classes were done, and by some sheer luck, he had no homework to do tonight. He was completely free. Should he read a book? Call

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Going Home with my Girlfriend

By fantaseeboy. [google-translator] My mom had met my girlfriend, Tonya, once before while she was passing through town. The two of them got along right from the start. They were both tall, strong women with domineering personalities. They both loved their motorcycles and going to motorcycle events. That was where my mom was headed to a motorcycle rally. My girlfriend hadn’t planned to go, but it was only for a single night, so she left to get to

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