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Dare #2 - "Get a messy diaper knee bouncing on Mommy's knee!"

(Submitted by @paddedweeb)

Mama-Bear loved this one, but it was so icky!! I was yucky from back to belly-button by the time she finally put me down again... And trying to keep a straight face in the window while thanksgiving dinner gets mashed into your backside is no joke! 😖

Tommy’s 2nd babyhood

Rachel found herself in a state of utter despair and confusion as the man she once knew and loved had seemingly vanished, replaced by a childlike imitation that bore little resemblance to her husband Tom. The transformation had been gradual yet unmistakable, starting when Tom lost his job and spiraled into a deep depression, spending his days sulking at home, immersed in infantile television programs, creating messes, and throwing temper tantrums that shook the very foundations of their marriage. Despite Rachel's valiant efforts to communicate with her husband and understand the root of his regression, Tom continued to slip further away, his accidents becoming more frequent and his behavior more erratic. With a heavy heart, Rachel found herself replacing her husband's underwear with pull-ups, a decision met with indifference by Tom who seemed content to regress further into a state of helpless infancy with each passing day. Desperate for guidance and support, Rachel turned to her mother Janet, hoping for a glimmer of wisdom that could illuminate a path forward. Janet's words were blunt and uncompromising, cutting through the fog of uncertainty with a clarity that left Rachel reeling. "Honey, your husband is gone," Janet declared, her voice tinged with a mixture of sadness and resolve. "You have two choices: give him what he needs or divorce him. If you still love him, you know what to do, but your husband and wife relationship is over. He is not going to get better; he will be your baby and everything that entails." The weight of her mother's words settled heavily upon Rachel's shoulders as she grappled with the gravity of her situation. Yet, even in the midst of her turmoil, a flicker of determination sparked within her, and with Janet's unwavering support, Rachel set about making the necessary preparations for her husband's new reality, knowing that their lives would never be the same.

Daddy knew you wanted a release, but he also knew you needed one. Even after your retraining and baby treatment, baby boys like you kept their adult urges. It’s only natural that a boy like you, once a man, needed to have a release. Daddy had forbidden you to touch yourself or even your diaper and it didn’t take long for the pressure to build up inside of you. You became easily upset, agitated, and pouty. Daddy knew that if he wanted to keep you as his boy, he needed to make you a happy boy.

He won’t have sex with you, how could he, he’s a man, and you are clearly not. He won’t give you permission to masturbate, it’s an adult activity, not suitable for your age. He needed a plan, a good one, a plan that will bind you to your diapers and baby treatment. There was a time he saw you playing in your big playpen with your stuffed animals. You played with a teddy bear that you seemed to like more than the other ones laying around.

Like any other afternoon, daddy put you in your crib for a nap, but this time a giant teddy bear was waiting for you in it. It looked exactly like your favorite teddy bear, but much bigger. It made you so happy to see your friend that big.

“Awww. Is my little guy happy to see his friend in his crib? Teddy is not here by coincidence, daddy brought him for a reason. Lately, I’ve noticed you needed some kind of… interaction. So I thought to myself, my boy needed to have fun with his favorite friend in his most comfortable place, his crib.”

You looked at daddy, he was standing over the rails as he kept on talking.

“I checked your diaper, you are wet, but it’s okay because a wet diaper is a wonderful diaper. A wonderful diaper can feel so good while hugging your new big friend. He is so huggable, try it my boy” daddy ordered you with a hand wave.

Daddy got you excited, he finally talked about letting you have it. You crawled in the crib to the giant bear as the wet diaper grinded against your semi-hard peepee. You’ve reached him and wrapped your hands around him. His soft fur rubbed against your naked skin. It felt so good, so comforting. You were a man once, you had sex, you knew the moves. Your mind was racing, Are you a baby? Are you a man? Are you having sex or are you just having fun with your new stuffed animal? You held the bear closer and pressed your wet diaper against him. It felt so good, oh it felt so good. Finally, after so long, you’re gonna cum- In a wet diaper, humping against a giant stuffed animal, while your daddy watches you over your crib’s rails.

Show Daddy how you love all the diapers he ordered for you, on your bank card!

D'aaawww is this better than last time I let you try to make cummies through your cage and thick diapers?? When I gave Daddy your chastity keys?

Keep humping baby! Only 30 seconds to go.

Then you need to stop humping and put your diapers away in your sissy dresser and restock your changing table and diaper bags baby!

Ooopsie too late sissy!