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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I Need That In My Life

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My guy best friend and I were hanging out playing video games at his house when something changed our whole relationship. I’m scared I’ll lose him now and don’t know what to do, but I can’t live without what I found.

We’ve been friends for years and are strictly just friends. Or were? Yeah, he’s cute, but he’s such a dork. Definitely not my type. Anyway, we were playing a racing game, and I got too excited. I was about to beat him for the first time ever! When I jumped up in victory, I stumbled and fell kind of on him. My hand accidentally brushed his dick, and it was huge. Before I could stop myself, I uttered, “I need that in my life.”

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Diapering A Premature Ejaculater

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My supervisor at the office has an obvious crush on me. I feel his eyes on me no matter where I am or what I’m doing at work; honestly, I am sick of it. The only way I could think of to make him stop was to confront the problem. My trusty diaper bag was propped up on my shoulder when I knocked on his door and asked if we could talk. He said of course, so I shut the door and told him I would feel better if we started the conversation with a hug.

He stepped around his desk and took me into his arms. I rubbed his chest and felt him stiffen. He whimpered my name and tried to put space between us as he gasped and moaned. We looked down together, and there it was, a giant cum stain in his slack from his premature ejaculation! “Awe, look at how quickly you came. Someone needs a diaper, don’t you?”

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Chastity Dreams

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I’m a babysitter with a big dream. A goal, if you will. I long for a world where every cock, big or small, is locked in a chastity cage. I wish for a time when men are submissive and obedient. Their orgasms are not only controlled by women but so owned that no man could even attempt cumming without a female’s permission.

As a babysitter, I’ve been working hard to see that my dreams indeed become a reality. All those cute lil brats I sit for, every one of them gets their worthless dick locked up tight, and only I have the key!

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