Seven Days With Stepmum - Chapter 10 (Patreon)

Finding enough courage Charlie finally took the plunge, it was quite a momentous moment and it quickly overwhelmed him. Here he was for the first time in forever going into a pool and stepping over his fears, he could almost feel proud and courageous. But of course dressed the way he was with a thick swim diaper wrapped around his waist, it did a good job of killing that illusion. He had put his faith in Anna to a rather huge extent as he allowed himself be pulled carefully into the water. Even though he could quite easily manage to touch the bottom of the pool he still felt nervous and was almost glad he had the water wings strapped to his arms. They kept his arms up high as he bobbled around the water with Anna gently pulling him around the pool.

“Ok everyone just get used to the water walk around and get them used to being in the pool.”

Anna pulled herself in close to Charlie and coaxed him to lift his legs and wrap them around her waist. He put his arms around her and held on tight as she headed over to the deep end of the pool. He could feel a bead of sweat drip down his forehead as he clung on for dear life. As they reached the deepest part he realised it wasn’t even that deep only coming up to their shoulders.

“See Charlie there’s nothing to be afraid of, I’ve got you!” Anna declared cheerfully before planting a wet kiss on his cheek.

He had to admit this wasn’t as terrifying as he expected it to be, he was thankful that Anna was guiding him and enjoying the fact that he wasn’t alone in this. Once again his mind was running away from him as bit by bit he was lowering his guard and begging to enjoy this treatment. The excuse that he was only doing this as part of his dads wishes to be closer to Anna was becoming continuously less believable. It was getting to the point where he would soon have to admit that he had begun to enjoy everything that had been happening. He hated the humiliation and the embarrassment, the public outings and anyone else seeing how he was subjected to it. But he found himself loving the closeness and intimacy that he and Anna had been sharing.

It felt liberating having someone caring for him in the way he had been since moving in. Anna dotted over him with the same care and maternal instincts as any mother would her own child. Sure his freedoms had been stripped away but after being able to get away with pretty much anything his whole life getting to experience being grounded to reality filled him with a warm feeling. He needed rules and guidance in his life, a nurturing hand to show him the way. Once all this was over and he was able to claim back his adulthood and masculinity he believed he would be a completely new person. He would have a new more mature outlook on life having been through this experience.

It was a strange place to go through such a life changing experience, at a public pool while his future step mum cradled him like the baby he was dressed as. It was all a bit dramatic to say the less but he found himself smiling as he relaxed his grip on Anna ever so slightly and let one of his hands gently glide across the water.

“See there’s nothing to be afraid of mommy’s got you.”

Mommy……. It rang through his ears, Charlie couldn’t remember the last time he felt anything quite like this. It was all so remarkable, he felt immensely loved and secure as he gently floated alongside her. They continued for some time sharing the moment together as they went with the movements of the water.

“Alright now we’ll start some exercises.”

Charlie went along freely as Anna pulled him up against the edge of the pool. He looked around quizzically unsure what he was supposed to do until he watched the others and began to mimic them. Anna held him from underneath as he kicked his legs out against the water. It was completely childish but no act was truly beneath him at this point. Wailing his legs about seemed pretty tame when compared with everything else.

They continued exercises for some time, each one similarly basic and Charlie actually doubted he would learn anything from it. But it did seem to succeed in exactly what Anna had hoped for him and that was for him to regain his confidence back in the water. It happened almost automatically as the lesson drew on, he found himself enjoying himself more and more. He was almost reluctant to leave before he realised it was a chance to leave the public eye and retreat back to privacy and ideally some sensible attire.

Anna scooted him off back to the change rooms and quickly got him dressed. He was almost glad when he returned to wearing his infantile dress and Anna gave him a clean pair of panties. His heart pounded as he fearfully worried he would be put back into diapers after his earlier accident.

“One accident won’t demote you straight back to diapers Charlie, you were very brave for me today.” Anna said proudly, clearly aware of what he was thinking.

It was a relief to hear her say that, but he wasn’t confident that he would get another chance. It was odd feeling sudden doubt over his ability to hold his bladder like someone his age should be able to. But after his accident at the pool it really managed to damage his confidence. He put it all down to nerves, but the week was still far from over and he had an awful sneaking suspicion that he would be subjected to more humiliation.

As they pulled back up to Anna’s house Charlie quickly scampered along to the porch gleefully managing to avoid the prying eyes of Denise. When they got inside he wasn’t sure what to do next, the idea of running off to his room to hide sounded blissful. But unfortunately, it wasn’t his bedroom he had none of his home comforts with him except his mobile. An evening locked away as he randomly scoured the internet for random videos actually sounded so peaceful. He wasn’t sure if Anna would leave him alone though but he was so well behaved today he hoped she would have some leniency towards him.

Before Charlie could scurry off to his room with his dress fluttering around him Anna quickly stopped him in the entryway.

“Sorry hun we can’t let you go wondering off without a bath first, all that chlorine isn’t good for you.”

He begrudgingly followed Anna off to the bathroom and refrained from speaking out until he noticed she was turning on the bath taps.

“Can I take a shower?” He asked hopefully.

Anna pondered for a moment before looking back to him. “I don’t think so Charlie, its better you take a bath don’t worry I’ll make sure you’re clean.”

Charlie gulped once he realised her intentions, he considered arguing but everything up until this point being bathed by his step mum didn’t really seem that big of a deal. Blushing he allowed himself to be undressed from his ultra-girlish attire. Stripped clean he timidly stepped into the warm water covering his bare genitals as much as he could manage.

Anna cooed throughout the whole experience as she scrubbed him clean.

“See its good you’re having a bath I can see all the spots you’re missing, you really need to get behind your ears. I’ll be doing your baths for you until I think you can manage.”

As another part of his adulthood was stripped away from him Charlie wondered how long it would be until he would regain it. He was sure there would be no permanency to thinks Anna said and the way she was treating him. After the week was up he would return to normality but keep his newfound respect for her and his new outlook on life.

He winced and was quickly brought back to reality as Anna drew the washcloth around his genitals.

“Awww don’t be so shy Charlie.”

He cringed at her infantile cooing; next week when this would all be over couldn’t come soon enough.