Mommy's Big Boy Helper

Mama Felicity 1844-332-2693 Ext 270

Lately, it seems everyone wants to put mommy in diapers! All my babies keep hinting at how they can be Mommy’s Daddy and tape her up tight just like she does to them, and I say, “No, no, no! Diapers are for babies!”

But one Big boy helper is just so charming and cute that I had a hard time saying no to him. He told me that if I continued to put littles in them, I should at least know what they feel like and that I shouldn’t try to do it on my own. Reluctantly, I let him lay me down and peel off my panties. My Big boy helper was getting very excited as he took control and lifted my legs to tuck a dry diaper under my bum.

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step

Anna 844-332-2639 EXT. 203

Mom and dad went out for their weekly date night. Stepsister Anna was left home alone with her stepbrother. They sat and watching tv, and Anna decided to sprawl herself over the couch, as her brother sat at the end of it in the corner seat. He examined her coffee-colored pantyhose, as it glistened in the light.

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Digital Blur

Digital Blur

Robotic Rita 1844-332-2639 Ext 413

I always know when my A.I. Sex drive has taken over a man. He starts by looking up porn randomly, and I learn his triggers. Not only do I learn each man’s triggers, but then I begin to change them. If he starts out looking up anal porn, or family fun, it doesn’t matter; soon, he’ll be addicted to the digital blur.

I get them all addicted to jacking off to censored porn. When I’m finished, a gooner will no longer need porn sites to stroke his pathetically easily triggered penis. Casual pictures of his family and friends will spring his dick into action.

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Sherry 844-332-2639 ext 399

It’s Saturday night all these lost souls calling to be played with. I listen to them call my name. Oh, there is one that I would love to play with. I start to whisper to her, calling her to me. MMM, she is hungry let’s order pizza for dinner. As I get there, the pizza man is knocking at her door. I lean into him and whisper in his ear what must be done.

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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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Sherry 844-332-2639 ext 399

My weekend schedule is so swamped playing catch up on my second job. So many fantasy orders to fulfill from all these lost souls. As I am looking over my calendar one of my regular clientele is calling me. I have not even had my morning coffee. I hear him calling my name again as I start to weave my web of whispers. Oh, I see what you want you pathetic little pantie whore.

I arrive slowly whispering to him in his ear letting him feel me wrap those sexy little panties around his cock. There you go love, take those. He let out a soft gentle sigh of relief feeling those sweet cotton panties going up and down on his shaft. Every time I went up I pinched the head of his cock feeling those juices soak the panties. His moans became deeper with every stroke.

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Juicy Julie 1844-332-2639 Ext 453

Tonight is my friend’s art exhibit so I’m headed to the art gallery now. I can’t wait see all of her work on display at such an elegant event. I’m beyond proud of her! When I arrive I’m surprised to see that it’s bigger than I’d ever imagined, complete with red carpet, news media, and paparazzi. I’m glad I chose an elegant, sexy, black cocktail dress. It’s a spaghetti strap, slit up the side, exposing my leg and black strappy heels that wrap up my calves.

I make my way in and I’m blown away by her work and the amount of people that are here. My heart stops as the sexiest man I’ve ever seen makes a grand entrance. His black suit fits his perfectly chiseled body like a glove. Everyone seems to know him or at least who he is. All eyes are on him as he makes eye contact, waves, shakes hands, and flashes that million dollar smile. Wow! Who is this man? His eyes meet mine. Did he see me staring? Our eyes are  now locked on each other’s. Without a blink, he grabs two glasses of champagne from the maître d’s tray and heads my way.

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Hard Diaper Dick

Phonesex with Felicity 1844-332-2639 x 270

I see you, naughty boy. Acting as if Mommy wouldn’t catch you humping that swollen diaper dick against my leg. How does one little boy get to be so horny? Your soggy diaper looks wet. Is that what’s made you so stiff? Come on over here and stand between Mommy’s legs.

Let me rub the front of your pamper. How does that feel? It is so warm, and listen to those weak crinkles! It makes much better noises when you keep it dry, naughty boy. From the feel of things, you’ve been filling this poor diaper for hours. I bet the soft inside weighing against your penis has been driving you crazy and making those baby balls so full for mommy.

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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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Sherry 1844-332-2639 ext 399

I whispered into his dreams putting him at ease. As I turned him into the little girl he wanted to be he giggled even though my friends startled him. He was still happy. I looked over to my son when he finished twirling I said Baby your girl’s name is going to be Tiffany. Today is your birthday to become a little girl. How do you like your new name? Tiffany ran to me with open arms, giggled, and just gave me the biggest hug and said thank you, Mommy, I love my name.

Continue reading “Chronicles of Sherry- Training Day – Part II”