Anna 844-332-2639 EXT. 203

Miss Anna had gotten a new neighbor. He was a tall, dark, handsome man and had a young son, who was in his 20’s. He often worked long hours, but Miss Anna would try and catch him any time she could, while gardening outside, smoking, or simply bringing in her groceries. One day, that tall, dark handsome man had to go away for a couple days and asked Miss Anna if she could watch over his son. Simply pop in to say hello, make sure he was going to school and eating properly, as well as doing his chores.

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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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Valerie 1844-332-2639 Ext 243

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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A Special Birthday Boy

Trans Alexus 1844-332-2639 Ext 349

Today, Sherry and I knew it was a special boy’s birthday, and we wanted to throw him a sexy surprise party. The only way to do that was to break into his house while at work.

Breaking in was easy; he left a key under the doormat for his forgetful wife. We chuckled as we snuck inside and went straight to the kitchen. I’m no baker, but Sherry stripped naked and tied our birthday boy, grilling apron around her neck. My dick twitched, watching her pull a bowl out of the cabinet because she had to stand on her tiptoes to reach it, which exposed her naked little ass.

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Earn Your Fresh Diaper

Mama Felicity 1844-332-2693 Ext 270

Oh my God! It must be so humiliating for you to be laying there in soiled pampers begging Mommy to change you. Remember when you swore you wouldn’t wear diapers for me? Because you are a “man,” after all, and diapers are for babies!

Then you got so hard and excited you agreed to wear a diaper but promised me you would NEVER use it for its intended purposes. HA! Now look at you. Soaked in your own wetness and smelling riper than any diaper pail I’ve come across. Worse, even, you are so stiff in that soiled diaper as you plead with me to change you. But you know the only way to earn a diaper change is if you lick Mommy to orgasm. Three times without cumming in your diaper. Can you earn your fresh diaper?

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Sherry 1844-332-2639 ext 399

My boss at JT Higgins sent me on a business trip to New York.  Getting to the airport on time was manic.  Everyone was in a rush as we were boarding the plane.  I finally got to my seat and got settled in. Before take-off, we had one late arrival and of course, he was seated next to me.

Continue reading “Chronicles Of Sherry – Primed for Sin – Part I”

bob

Anna 844-332-2639 EXT. 203

I called my Sissy Slut Bob over. I patted the bed and signaled for him to come sit. ‘’What is it, Mommy Anna?’’ said my Sissy Slut. ‘’We’ve been invited to a Swinger’s Party, and you’re going. I’m going to dress you up in something special, because I have to show you off as MY Sissy Slut. Sissy Slut Bob became overjoyed. I reached into my boudoir and dressed my Sissy Slut in a mini skirt, fishnet stockings, high heels, a top to match,  and my Sissy Slut’s favorite dark-haired wig. The top was patterned with upside down pineapples, the known symbol of swingers.

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Krysta 844-332-2639 Ext. 410

Bukkake is fun, like a shower of cum. Everyone loves a good, warm shower. Now, I usually would be the one laying on my back with twenty guys jerking off over my face, but today, it’s your turn. You can stop saying no because I don’t really care. This is happening whether you like it or not.

I’ve already got the hotel room booked and the boys lined up. I’ve expressed to them that you are a no-limits kinda sissy, so make sure you douche before we go!

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Torri 1-844-332-2639 ext 204

What I want from you is for you to teach me your own definition of sin! What is so bad dirty and filthy when it comes to sex that you would consider it sinful? I want you to use me and my tiny body to not just tell me but to SHOW me what you mean. If it’s fuckin a teen girl who is bearly legal then fuck me. Is it anal? Slid that cock right in my ass baby. How about throat fuckin a girl until she has tears running down her face and is gasping for air around your cock because she can’t breathe?

My mouth is yours to fuck! How about using ropes and binds to fuck a sweet innocent thing in a forced fantasy where she has nowhere to run. Nowhere to hide and no one can hear her scream while you have your way with her. He tiny body not strong enough to fight your much bigger and stronger frame off of hers while you make all her holes useful through her screams?

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Innocent Little Mila

Kayla Cumsalot 1844-33-CANDY Ext 357

Mila isn’t as innocent as her big brother would like to think. I’ve been babysitting her for longer than he’s been away at college, but I guess since he’s a guy and all, he always thinks he knows better. However, his little sister is growing into a wild thing, and honestly, it hasn’t taken that much influence from me to get her there.

He thinks of her as a kid, and I wanted to help her seem like a woman in his eyes, so I dressed her in slutty lingerie and a micro skirt. I did her makeup like a stripper, and she looked hot as hell if I do say so myself. I mean, I was doing him a favor! Helping him see the real her, so why did he bust into her bedroom and yell at me?

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