Thrift Store Encounter

By fantaseeboy     For several weeks, I’d stopped into the upscale thrift shop at different times on Saturdays and Mondays, my days off. I was trying to discover when the store was the least busy. Once the research was complete, I stepped into the store on Monday morning at 10:00 am. Aside from the familiar heavy-set middle-aged lady behind the counter, I was the only person in the store. She greeted me with a friendly smile and asked if

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Sissy’s Spa Day

By danni5858. She is a girl… No, I take that back. She is a woman. That much had been made abundantly clear. I had met her through the course of my employment rather than by chance. My job places me in the public eye to a small degree, and, on occasion, there are functions where co-workers and I interact with the public. We chat with people all the time, and usually, it is nothing more than small talk. When it’s

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She sensed I was Submissive

eatmebeatmeguy Here I am, sitting in the in the corner of her bedroom naked with a ball gag in my mouth. I met her yesterday on a dating app and today we met in person for the first time. I thought to myself, “This all started with a very vanilla blind date. WTF.” Just a few hours before she restrained and gagged me, I was sitting in the restaurant waiting for her to arrive. When she came through the door,

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Sissy and His Sister

By secondsamuel. “EWWW! Can you believe he’s doing that in front of you?” “So what? He does it all the time. Look at it! You can tell how excited he is to have someone watch.” “That’s sick. I mean, he’s your brother.” “It’s not like I want to do anything more,” Jenna said, almost sneering as she spoke. “I mean, have you ever seen anyone that small?” “Maybe he’s a grower, not a shower?” Stacy asked. My sister gave a

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The Ex’s New Toy (Gay/Sissy SPH)

By Urtoy2be. I am a divorced man of sixteen years. I still see my ex-wife a lot as we have kids together. A short time ago at a function for one of the children, I had to see my ex-wife. Her name is Dana and to be honest we have not been very close since the divorce. She moved away to another town about two hours away. It has been sixteen years, but I still have not forgotten how much

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Hung like a Grape

by sissysherry2 I was married for 13 years but the magic was clearly gone. We got divorced when I turned 40 and I moved away to start fresh. I got a job in an office that was full of women and very few men. I worked around a bunch of hot twenty something women who seemed to bond with me. There were four of us; we called ourselves the ‘core four.’ There was Lisa (a tall well built and attractive

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The Babysitter Takes Over

By sissysherry2 “I know your secret.” These were the words that I had both dreaded and longed to hear from my babysitter Teri. Let me start at the beginning. I am single and have a couple of kids at home who aren’t quite old enough to be on their own when I have business obligations. I share custody with my ex, which left me to be with another man, who happened to be black. I get the kids during the

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Sissy Shopping Adventure

by sissysherry2 I have been addicted to phone sex for a long time. My favorite type of call is where the girl loves to feminize sissies. I have one girl in particular who is my Mistress and she loves to play. One day I saw an email from her. She likes to do mass pay-per-view emails which can be annoying but I got one that looked intriguing. It was a “sissy shopping assignment” which involved going to a Merle Norman

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Milking He-Girl Breasts (Gay/Sissy SPH)

By spitzharder The morning sun burst into our bedroom, it’s golden fingers caressing the pink frilly sheets and the face of Fliss. Felicity, as she was named, was a he-girl like me. The sun lit up her soft, girly features as I lent in to kiss her awake. Her long eye lashes fluttered and dark brown eyes gazed into mine, “Morning Missy,” she said. my name is Mystique but Mom always called me Missy and the other he-girls do the

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The Loaded Gun

By Dickless Hailey said yes! Three weeks of hanging around her delinquent friends paid off. Friday night, I will take her to the movies, and hopefully get lucky for once in my life. We lived next door back when. Hailey and I played together, ran around the neighborhood, you know, kids’ stuff. She was an adventurous tomboy; I was shy. We complemented one another. Never any kissy-kissy. One time in second grade we skinnydipped in the creek, but that was

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