Ronnie's Riding Lessons

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Being raised on a farm means I can drive or ride anything. After learning about how many men want to be girls’ ’round here, I figured I could start a riding school and offer Ronnie’s riding lessons to sissies and bimbos alike. I read that when a woman uses a strapon for the first time, her rhythm is off because we ladies, our hips don’t naturally move that way. It’s probably the same for men who realize their fem side needs to take over their lives.

I can help you be the best cock riding sissy this side of the Mississippi if you sign up for my special lessons.

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“Feel Like A Woman”

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Everyone says Kellie’s brother is a little strange. No one can really put their finger on what makes him just a bit off, but it’s something. Every time he comes up in polite conversation, someone shakes their head and says, “That boy sure is strange.”

Well, I guess you could say I didn’t really know either until this morning when I caught him all gussied up like a girl, jumping on Kellie’s bed. Scream singing to Shania Twain’s “Man, I feel like a woman.”

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When I Think About You

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I was lying in my bed, all the lights out, nothing but the sound of the wind outside my window and the husky voice tickling my ear through the other side of my phone. My ankles rubbed together, and my heart was fluttering in my chest. “Did you think about me today?” Dale’s deep baritone slithered down my spine and seemed to settle right over my clit. As if he were licking it from miles away. I pushed my knees together and made a meek little mewling sound as an admission that I had been thinking about him. “And did you touch yourself when you thought of me, Ronnie?”

Ugh, that invisible lick of his voice on my clit swirled until the fluttering in my chest could be felt right there in that swollen bundle of nerves. “I always touch myself when I think about you.”

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Public Transit Handjob

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As you know, I am new to big city life. It’s still so confusing and fast-paced for me, and I’m really just getting used to how everything happens. While shopping downtown, I ended up needing to take the subway. I was pretty nervous about it; you hear so many bad stories about how dangerous public transit can be, especially for women.

After paying, I stood at the platform, feeling like eyes were on me. I tried to shake it off, but as the subway swooshed to a stop before me and I took a seat against the window, I still felt someone watching me.

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Sissy Saves The Crops

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Now that daylight savings has begun, it’s time for me to plant my own little garden. Daddy allows me one chance every year to show him I’m responsible enough to take on more chores around the farm. And every year, I fail. See, he gives me this plot of land and expects me to harvest the crops I’ve tended over months since daylight saving, but nothing ever grows!

Nothing ever grows because of the little devils with wings! They pick the earth clean of my seeds before the little darlings can sprout roots! Not this year, though! I have a plan to stop them from holding me back!

Sissy saves the crops!

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Teasing Him In Chastity

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Do you know what a chastity cage is?! You probably do; not many people are as sheltered as me sexually. Can you believe that men willingly allow their cocks to be literally locked up in tiny cages? Some look like sleeves, and some look like little button tops!

I had no idea about any of this until Ian and I were hanging out in the barn, and somehow, it came up that he was wearing one! He asked if I’d ever seen one, and of course, I hadn’t. He pulled down his pants, and there it was! His balls looked huge, with the small cage propped up on top of them. Without thought, I reached down and grabbed his balls. He let out a groaning sound, and I suddenly realized that teasing him in chastity was going to be so much fun.

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Ronnie Learns To Peg

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Fucking is something everyone does, but since working here and learning about the depths of people’s kinkiness, I’ve been so curious about pegging. To peg a man with a silicone cock must make a woman feel so powerful. I thought about how it all would feel long before I had the opportunity.

How straight my back would be when I moved behind my target, confident and fueled by power. It’d course through me on a wave of adrenaline. I imagine how my small hands would feel smoothing over a man’s backside. His ass! Something I never really thought a man would let me touch. Not the men on the farm, at least.

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Amy John is my best friend in the world; every year after Christmas, her family takes a tropical vacation. Just to start the new year off right, I guess. I wouldn’t know, when you own a farm you can’t really get away. Lots of critters depend on you for food and cleaning, so I’d never really been able to get away like that.

Amy said it was a terrible shame I’d never been on a real vacation before, and she asked her folks and mine if I could go with them this year. They said yes! I was so excited to go on vacation with the Johns until I realized just how much it would cost me.

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It may be the middle of the winter, but there is just something so fun and undeniably carnal about a date to an ice cream shop. First, it’s a low-commitment kind of date. I know I can leave whenever I want, and I’m going to feel safe in a very public space. Second, it’s just a little gluttonous, but in a delightful way. Delicious fatty treats of my perfect favorite flavor. But it’s really about seeing what your tongue is capable of.

I will absolutely insist you get a cone. Secretly, it’s because I’m sitting across from you, judging you as you eat your ice cream. I’m wondering how that frozen muscle would feel against my searing hot clit. I need to know how that jaw is going to feel as it slides against my pussy as your nose brushes my button, and the tip of your tongue finds its way to the top of my sweet delight.

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After my spanking ordeal, word got around school that I was a bad girl and Mr. R had spanked me. I was only partially humiliated by this. It also kind of made me feel naughty, and I’m finding, I LIKE to feel naughty.

A few days after the rumors calmed down, Rebecca called. “Hey girl, I heard you got spanked by Mr. R. You need to be careful because he gets excited by it. Like REALLY excited. If it happens again, peek around the corner when he enters the back room, and you’ll see what I mean.” Her warning confused me. Did Mr. R get excited by giving spankings the same way I do? Was he touching himself after? I had to find out.

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