He Said Not To Wake Mommy

Ronnie 1844-33-CANDY Ext 443

Last weekend, my mom and I visited my mom’s brothers. He lives in this little trailer that’s pretty uncomfortable, but it’s right on a pretty lake, which usually makes up for it. This trip was kind of different. As I said, his trailer is small, so we all had to pile up in my Uncle’s bed at bedtime.

I roll a lot, so Mom said I would best lie in the middle. Of course, that’s true so I didn’t think much of it as I nestled into the mattress and faced my mom’s back. I guess after the long drive, she was exhausted because she fell asleep really fast. I  knew it was best not to wake her with complaints of being uncomfortable being away from home so I tried to sleep too. Just as I was about to fall asleep, I felt my Uncle bump against my booty.

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In Your Wife's Bikini

Ronnie 1844-33-CANDY Ext 443

It’s been so hot this week; I don’t know why I didn’t think to bring my swimsuit while babysitting for you. You have a beautiful pool, and it’s an easy way to entertain the munchkins.

Usually, I’m a modest, one-piece kind of girl, and I’d never wear anything skimpy while working, but we were desperate to cool off. The kids said their mom wouldn’t mind if I borrowed her bathing suit because she has so many. When I looked in your wife’s drawer, there were only string bikinis. I couldn’t disappoint them by not jumping in with them or saying no to swimming on such a sweltering day, so I tied one on.

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Milking The Cum From My Pussy

Ronnie 1844-33-CANDY Ext 443

The warm, sweaty weight of Jacob’s body on top of me felt delicious. His lips teased my neck, and he asked, “Are you on birth control?” Funny, isn’t that something he should have asked before pumping his cum against my cervix. My head shook as my fingers traced his strong shoulders. He pulled back quickly as if shocked by my answer. The man had just assumed we were protected. His scared eyes looked down at me. “What do you mean? Really? You aren’t on anything?”

“No,” I answered meekly, shrinking away from his apparent anger. “I didn’t expect this to happen.” He cussed so loud that my whole body flinched. One minute we were basking in the afterglow of lovemaking, and the next, he was milking his cum out of my pussy.

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Ronnie's Riding Lessons

Ronnie 1844-33-CANDY Ext 443

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”

Ronnie 1844-33-CANDY Ext 443

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

Ronnie 1844-33-CANDY Ext 443

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

Ronnie 1844-33-CANDY Ext 443

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

Ronnie 1844-33-CANDY Ext 443

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

Ronnie 1844-33-CANDY Ext 443

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

Ronnie 1844-33-CANDY Ext 443

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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