Mommy Jessie - (a Pokemon rp private with Naruto Diapers
 

The red-headed woman sits alone at the table outside the restaurant in Accumla town, twirling a glass in her hand. Her name was Jessie and up until about a month ago she'd been a member of the criminal organization Team Rocket. However, said Team no longer existed. Following the recent events in Sinnoh involving Team Galactic, the international police had decided to finally take a more proactive stand against the various gangs and that had included Team Rocket. They'd been raiding their facilities and rounding up agents left and right, unfortunately that had included her partners James and Meowth. When the boss had shown no interest in helping her save them, Jessie had decided to cut her losses and ditch the team, of course not without stealing herself a very generous severance package from one of Giovanni's personal offshore accounts.

Now here she was, incognito in a region that didn't have a single charge or warrant on her, sitting on more money than she'd ever had before in her life. Yet, she was miserable.

She did miss James, but mostly she was miserable because despite having gotten away scott free into retirement she was missing the one thing she wanted most of all...a baby. Jessie had longed to retire wealthy from Team Rocket, but also start a family of her own, but now she felt trapped. Though she'd never told him this, she'd mostly pictured doing this with James, not so much because she loved him...more just...well he was the only man who had ever meant anything to her in general. She wasn't particularly interested in dating as she wanted a kid more than she wanted a boyfriend, and that tended to turn guys off. As for adoption, well, her cover story wasn't exactly air tight to the point that those sorts of officials wouldn't pick up on some weaknesses and she didn't want to push her luck. So here she was, longing for a child she felt like she'd never have. She sighs and takes another drink, but then as she's lowering her glass she sees something, or rather someone, that nearly makes her spit the liquid out. His clothes were a bit different from Sinnoh, but she knew that hat and Pikachu anywhere. It was Ash Ketchum...or as she so often referred to him: The Twerp. Her eyes narrow as she watches him go down the street. She wasn't in Team Rocket anymore, but old habits die hard. She promptly pays her check and starts to tail him down the street. She isn't really sure what if anything she hopes to gain from this, but after all the trouble he'd given her over the years she has a feeling that she wants to see where he's going and maybe at least have a little fun at his expense.

Pokemon
 

Ash Ketchum the boy who always claims he's going to be the pokemon master, was in Accumla town with Pikachu. "Well Pikachu it looks like this time we'll be going on our own adventure this time" the boy smiled and patted Pikachu's head. He looked up at the sky thinking of his two best friends who left him awhile ago.

They where Misty and Brock they both left him to become official Gym leaders. Brock the Gym leader of pewter Town and Misty the Cerulean Gym leader. "I'm going to miss you both" he told himself.

"Pikachu?" Ash looked at down and saw Pikachu with a worried expression. "Don't worry buddy I'll be okay I promise anyways we need do some shopping" he blushed feeling embarrassed about what he needed to get. You see Ash has as a humiliating secret that no one knew except his own mother Delia Ketchum. Ash still wet the bed every night.

And the reason his friends never figured it out was simply because he wears certain protection and he always wakes up early to change and get rid of any evidence and this morning he ran out his protection and needed to buy more.

Ash eventually found a pokemon center and went inside with Pikachu right beside him. "Let's get this over with" he whispered and headed straight to the diaper aisle where there was everything he needed. Hmm aww man pull-ups here are more expensive then in pallet town" he whined as he grabbed a blue pack while letting out a sigh.

But then he saw 50% half sign which made him smile but then it quickly disappeared as the pull-ups on sale where for girl's as they are pink and had little pony's for designs. "No way..but I got no choice" he put the boy brand back and grabbed the pink package of pull-ups .

Even more unfortunately for Ash was that his choice, and the subsequent purchase, were all witnessed by Jessie as she watches him from a corner of the store. As someone who had briefly trained as a nurse and of course was interested in being a mother, she knew exactly what he had just bought and what they were for. This also jogs her memory of a time a few years back she'd been scouting around the "twerps'" camp and found a bag of wet pull-ups in a nearby trash can. All of a sudden, a plan starts to bubble in Jessie's mind that brings a huge smile to her face. She was going to get her baby and a bit of revenge all at once...

Jessie continues to follow Ash and is further delighted when he arrives at the same hotel she's staying at.

(Oh this was clearly meant to be), she thinks to herself with a chuckle. She walks into the lobby, finding a place to watch him check in so she can see his room number. After he leaves, she heads up to her own room. Once there she pulls out a large, metal suitcase from under her bed. While Jessie had left Team Rocket, she wasn't completely...straight and did dabble in a few crimes here and there, as such she still had some stashed equipment. For tonight she gets one of their electric proof nets, a bottle of concentrated sleep powder, and some ropes. Now all that's left is to sneak down to the window of Ash's room and wait for him to be asleep. Soon enough, she's on the ledge in an all black catsuit watching him get ready for bed. She finds herself chuckling as she never realized how kiddy he looked in his pajamas. (I should have thought of doing this years ago). Jessie thinks to herself as she starts to fantasize how fun this is going to be.

Ash quickly paid for the pull-ups while blushing as it was a woman who helped him with his purchase as she thankfully put the pull-ups in brown paper bag. "I would never get used to this" he whispered while walking out of the pokemon center. Pikachu sensing Ash's discomfort jumped on his shoulder and rubbed his head against his face.

"Pikachu that tickles" Ash laughed a bit. "Let's go find a hotel to stay in for today" they quickly found a place to stay and got a room with a key num 206 " here we are Ash walked into the room closing the door behind them. "It's getting late so I should be getting ready for bed"

Ash took out the pack of pull-ups and opened it and pulled one out he also brought baby powder. "Alright Pikachu I'll be right back" he headed to the bathroom. A few minutes later he came out wearing red shorts and a white t-shirt and he smelled like baby powder and if someone were to listen carefully/ they would hear a small crinkle.

A@'she original clothes and hat where still in the bathroom all folded on the counter for tomorrow. He went to the bed and got under the covers and Pikachu laid below his feet. He closed his eyes.

From her vantage point outside, Jessie finds she has to stifle a coo at how adorable it is to watch Ash waddle to bed, as while Misty, Brock, and others might not be able to tell, she can clearly make out the bulge of his pull up, and is just able to hear the crinkling coming from him. It was actually pretty funny to her. For years Jessie considered this boy the most insufferable pest she'd ever encountered her and hated all his interference, and now just because of what he was wearing she was just about fawning over him. So funny how things work out, but onto business.

Carefully, Jessie quietly props the window open and opens the bottle of powder. Soon the room fills with a special formula of concentrated bug pokemon Sleep Powder, a little something to make sure that both Ash and Pikachu are especially asleep. After waiting for the powder to dissipate, Jessie opens the window and climbs in. She first goes to Pikachu, and when the electric pokemon doesn't stir, she smiles and quickly puts him in the electric proof net.

(How ironic), Jessie thinks to herself as she hangs the net from the ceiling to further limit his mobility. (Years of failed plans trying to catch this little mouse in Team Rocket, and here I am doing it with ease now that he isn't my actual target), she giggles to herself and then turns to the bed. She tiptoes over and pulls back the covers, then removes Ash's pants to reveal his pull up. As he's clearly too asleep to wake up, this time she allows herself to squeal at how adorable he looks in the bright pink garment, complete with smiling Luvdisc patterns. Patterns which seem to already be a tiny bit faded....