Author: Valerie

The Babysitter Said We have To

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Little Alyssa looked up at her big brother with panic in her eyes. He was pushing her nightgown up in the middle of the night and forcing her tiny knees apart. “Stop,” she whimpered. She slapped her hands at her brother’s chest as he loomed over her.

“I have to. The babysitter said we have to.” Her little head whipped in my direction. I was sitting on the end of her bed, and only the glow of her nightlight illuminated my presence. She cried out and begged us to stop. She yelled that she didn’t want to do this, but I only smiled and rubbed her brother’s back.

“She’ll like it, you’ll see. Take her panties down.”

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Legging Obsessed

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The gym was packed with “New Year, New Me” people. I knew it would be tough to get to the equipment I wanted, so to give myself a slight advantage, I wore my new compression leggings.

The buttery soft ones with a butt-scrunching seam to accentuate my perfectly round peach. They make even me drool, so I knew I’d have a better chance at getting people to move out of my way so I could get my work out in and get the fuck out of there. Only I didn’t expect to run into some legging obsessed perv who was trying to break himself of his porn habit by going to the gym.  One look at my ass, and he crawled to me, begging me to let him jerk off to my cheeks.

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Time To Find Out

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The CEO was stretched out in the center of the conference table with his legs in the air as I powdered his little penis. My phone was pinched between my shoulder and my ear. “Yeah, you can let the board members in.” I smiled at the panic in his face. He started to shake his head and tried to sit up.

“Val, don’t you dar-,” I slapped the pacifier in his mouth and pushed him back down.

“I’m just finishing changing the baby, but it’s time everyone found out who their boss really is.”

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Impregnating Trisha

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I wanted to have a baby so badly, but I couldn’t fathom wrecking my body with such a process. After much consideration, I knew just what to do to get what I wanted without gaining stretch marks or enduring all that pain. My sweet Sissy Trisha! I’d simply enhance her hormones and fuck her full of cum so that she could surrogate the baby for me.

Trisha wouldn’t even have to know my plan! It didn’t matter how long it took. Slowly, I would transform my sweet girl from the boy she didn’t want to be to the woman I knew she craved to show the world. A woman with a belly that’d grow my baby! Impregnating Trisha would take lots of planning and patience, but I knew the outcome would be worth it!

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Foot Massage Makes Me Wet

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Oh my God. I’m so embarrassed over what happened last night! After school, my friend said she had a pedicure and foot massage appointment at this exclusive salon, but something came up, and she couldn’t go. She said she hated to cancel because they wouldn’t rebook her again and wondered if I’d take her appointment. Of course, I agreed. I’m not one to pass up on some exclusive pampering.

She gave me the address, and I drove straight there. The host greeted me and guided me to a giant, comfy massage chair. They brought me champagne as they dipped my feet in warm bubble water. I was melting into the experience even before the man who was to take care of me strolled up. God, he was sinfully delicious, and just looking at him had me blushing. He squatted down on the stool in front of my feet and smiled. It was clear he didn’t speak English, but we wouldn’t need words.

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Babysitting Silky

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One of the greatest parts of being a babysitter is exploring the world of make-believe and fantasy! When I’m babysitting, we can play dress up and be whoever we dream to be. That’s what happened when Silky’s mom asked me over to sit for them. When I arrived, Silky suggested we play dress up because her mom had a closet full of beautiful, soft things. We tiptoed into her mom’s beautiful room, I looked over the vanity which was lined with expensive perfumes and lipsticks as Silky pushed open the closet and showed me all of the beautiful pieces of lingerie and robes in all types of delicious fabrics.

I could see Silky’s eyes growing wide as I asked her to show me all of her favorite things. She shared with me that her mom didn’t know she liked playing in her pretty things, and I told her that the secret was more than safe with me. We’d clean up and put everything back in perfect order…after we had our fun.

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Sissy Panties

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After I caught Eugene in his sister’s panties, I told him we needed to go to the unique boutique where we’d get him his very own sissy panties. He shouldn’t be stealing because that’s so wrong. Not to mention it violates his sister’s privacy, so off we went to the particular shop that would fit Eugene for his own perfect sissy panties.

When we arrived, so many other little sissies were running amuck in their girlie undies, and I could see the anxious excitement in Eugene’s eyes. He wanted his own pair so badly! We told the clerk he liked stretch, soft nylon panties the most. Not lace or cotton, but shiny nylon.

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Growing up, all I ever wanted was to be a mother—a girl mom, if I’m honest. I longed for a sweet, angelic bundle of joy to love and cherish, but I had a boy instead.

I tried to deal with the disappointment, but with every diaper change, I was reminded of what those ugly testicles gave me! They ruined everything! I could dress my baby in pretty dresses and bows, but those saggy, unsightly boy bulges remained to punish me. Sissy baby castration became the clear solution. The sooner I got rid of my angel’s nutsack, the happier we both would be.

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Getting Dirty In The Car Wash

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While running errands around town, the summer heat was too much! My tiny denim shorts were stuck to my ass, and your tee was sweaty from dashing through store parking lots. We were far from finished with our day, but seeing each other sticky and hot was too much to handle.

I giggled when I realized you swerved over into one of those automatic car washes. The average car wash like this lasts only five minutes. We wouldn’t need much more to make each other cum.

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Babysitter Val Will Teach You How To Spank

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It must be so taxing to be in trouble all the time—as if you can’t do anything right! Your mom is always yelling at you, your teachers are forever scolding you, and we won’t even get started on your father! Have no fear, though; my little friend, your babysitter, sees how hard you are trying to be good.

No one else thinks so; they think you WANT to be bad. But you don’t, do you? You’re so tired of ALWAYS being the one who gets spanked! For once, YOU want to do the spanking. Well, I don’t think things have been fair either. Come into my bedroom, and babysitter Val will teach you how to spank.

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