A Sissy Surprise

By smallbutmighty. Caleb’s wife’s black boyfriend’s car was in the driveway when he got home from work and he knew she would also be taking a big cock at that very moment. He let himself in, and one of their neighbors, old Frank Costa, was sitting on the couch waiting for him. “Hey, Caleb,” he said with a smile. The small man set his backpack down and tilted his head back to greet the old man, prompting him to run

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Demonstrating Sex Lube with Bossman

By Canteloupe. “Thank you very much!” my customer said, and they left with their new purchases. I reflect on another satisfied customer and a great sale for me as my customer walks out with her new, expensive, top-of-the-line vibrators. I’ve been working here as a salesman at Bossman’s Sex Emporium for a year, and it’s the best job I’ve ever had. And I’m pretty good at it if I say so myself. This is the one place where being a

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Tiny Dick Sissy at Gloryhole

By tylerjamez. I got dressed in my sexy red dress with black and red heels, a little pink thong, and high nylons. I put on my lipstick, foundation, mascara, and eyeshadow and left for the adult bookstore. I paid for access to the arcade and made my way to the back room with booths lined up. I saw an older gentleman enter a large open room with four holes in the wall. I entered the opposite side and pulled up

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Put in His Place

By Saeclum113. “Have you decided where you’re going to go?” John asked from his desk. He played a relaxing video game on his computer while Emily lounged on his bed. “New Besera,” she said distractedly. “They have a really good law school up there.” John paused his game and looked over at her. “But that’s like eight hours from here. Why not find a closer school?” “Gonna miss me that much, huh?” She laughed. “I mean, you are kind of

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Gynecomastia 7

By Jake. Read Part 1 Here.Read Part 2 Here.Read Part 3 Here.Read Part 4 Here.Read Part 5 Here.Read Part 6 Here. ***** Part 7… Husband’s Perspective: The rest of the drive home was incredibly quiet. I was an odd combination of angry, humiliated, emasculated, and a bit turned on. I wish the feeling of these undies didn’t turn me on, but they did. Hell, you’d think, if nothing else, the pad in them would make it no longer erotic, but

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Mrs. Watson and Me

By Alice64. Mrs. Watson and her husband Earl were my next-door neighbors growing up. She was a widower, Earl passing away about a year ago. I assumed Mrs. Watson was about 50 or 55 years old. I remember Earl was a little older. Mrs. Watson was an attractive woman, especially for her age. Tall, about 5’10, towered over me at 5’6, even taller when she had heels on. Always dressed nicely, usually a dress or skirt with pantyhose from what

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Tales of a Secret Femboy

By KinkyWriter22. The chilly October wind felt like it cut down to my bones as I walked the tree-lined path leading to my campus apartment. All around my feet, the mix of orange, yellow, and red leaves whipped around in the breeze, making a raspy sound. This time of year was my absolute favorite. Spooky Season, I liked to call it. Scary movies, horror novels, haunted trails. I loved all of it. Luckily, my college was nestled in the heart

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He had a Plan to Make Me his Sissy Bitch

By eviltwin52. I’ve often wondered if sissies were born or made. I mean, I know some of us required guidance and encouragement to put our first panties on and service a real man. A few of us got that encouragement from our wives and the proper guidance from our lovers. Take me for example. I no longer have to worry about pussy. For that matter, I have no need to buy new men’s underwear. All that man stuff is behind

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Crossdressing at Yoga

By PriyaPatel123. Alex stood in the dimly lit hallway of the yoga studio, feeling the cool air against his skin as he prepared to change for his evening class. The hallway was filled with a soft hum of chatter from other students, their voices mingling with the distant sound of calming music. He glanced around nervously, hoping to find an empty washroom where he could change in peace. He was already running late, and did not want to be locked

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Spectacular Spider-Cuck 2

By LoverOfCuckoldry. Read Part 1 Here ***** Part 2… Mary Jane Watson could hardly contain her excitement. Arms wrapped snuggly around none other than Peter Parker, a boy who she had recently come to understand her feelings for, which might just be love. Pressed into his back, she took stock of the brunette. He was only slightly taller than her and around the same weight, unlike most of her lovers who towered over her greatly. His adorable face twisted in

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