Inspired by Hollylu's piece Valentines Entry pokeshipping 2016 combined with my own headcanon of Jessie hating Misty the most of the pokegirls.

Look up Down boys by the same artist for what is making Jessie so jealous


"This is Ridiculous" the red haired women seethed to herself as she and her teammates watched the twerp and the red haired gym leader walking along the beach shoreline from a cliff through their binoculars. For most of the evening turning into the night she and her two comrades had been spying on the twerp once again in an attempt to find a way to steal his beloved Pikachu. Only this time Pikachu wasn't with the twerp, the rodent had decided to give him some alone time with his girlfriend.

When the twerp had told Misty he loved her and they become a couple it didn't surprise her, she knew that girl had been in love with him almost from the day she met him and the twerp had never showed the other girls he traved with the affecion that he showed her,they even had a little side bet on when they would get together which James claimed had expired years ago, the cheap bastard. It seemed like he spent just as much time with her as he did training to become the Pokemon Master.

"Jessie don't you think instead of just spying on the twerp and his girlfriend we should just go and grab Pikachu?"

"Don't be stupid Jimmy."Meowth said back "you think that rat will be helpless?" Da twerp never leaves him alone"

"Besides the twerp needs to see us take his beloved Pikachu away for all the years of humiliations he has given us" Jessie snapped backed,her eyes burning with the desire for revenge ending the debate.

"Oh Okay" James sighed Truthfully he had grown kind of fond of the twerp and would happily leave Pikachu alone at this point since he knew they would never succeed. If not for pure pride Jessie would have have agreed with him. She would be more than happy to walk up to Ash shake his hands,say thanks for the 9 years of laughs,memories, and blastoffs but we are out of here good luck becoming a master but if she did that it would only mean that all the years of trying to catch that damn mouse would have been wasted. They had to capture him or else almost a decade of their lives would have been in vain.

It wasn't the years of failure or the twerp himself that had Jessie in such a foul mood at this moment oh no it was the twerp's red haired girlfriend,the gym leader of Cerulean City Misty Waterflower. From the moment she laid her eyes on her Jessie hated the little redhead, none of the Twerps other female traveling buddies made her feel this way not May,Dawn,Isis and after that she stopped caring about their names.

There was something about her she just didn't like maybe it was that their hair color was the same Jessie wasn't above hating someone for their appearance but nope that wasn't the sole reason for her hate,there was just something about the twerpette she didn't like and it seemed that in the old days they always had to be in competitions against each other like the swimsuit contest in Porta Vista in which she happily rubbed her full figure in front of the scrawny runt and then there was the battle for that set of dolls during the princess defeat was still bitter and OF course the girl would insult Jessie every chance she got such as regularly calling her old.

As the happy couple moved closer to their position on the cliff Jessie could hear a few words between them.

"Ash this is so nice I had no idea you could be so romantic'. Misty said looking up at him

' Well I try but to be honest I am kind lazy don' ya think I mean taking a water type trainer to the beach. That's kinda predictable".

" Maybe" she laughed back "but I'm a romantic you know that and what's more romantic for a girl than to have her handsome beau take her on a romantic walk on the beach under the moon?"

"Just handsome?" Ash asked teasingly.

"Okay fine very handsome, gorgeous, dreamboat whatever makes you feel good." she laughed.

"Damn right I am" Ash laughed back.

Jessie frowned at the exchanged the twerpette was right, that runt of a boy they had met almost 10 years ago had grown into a very handsome young man with a muscular body developed from all his traveling and training with his Pokemon. That was another reason to hate The Girl she had a dreamboat of a man with a hot body while she was stuck with a man too traumatised by his bdsm obsessed crazy fiance to have any interest in women.

As much as she might have disliked the twerp she was still a woman damn it and she felt a pull in her loins at times when she saw him. While that rotten brat got to satisfy her needs with a handsome male she had to use her fingers when she felt the need despite her fabulous body. At time she even fantasied that she was with the twerp that was how bad it was getting.

"Hey" Meowth whispered "They are right below us now let's get the jump on them."

"No thanks James" replied "Remember the last time we tried that when they were on a date". The tweep sicked his Charizard AND Garchomp on us. That was soo overkill we couldn't finish our motto." James cried.

"Exactly Meowth he has at least two pokeballs on his belt you want to take a guess who they are? Jessie asked the cat with one eyebrow raise.

"Yeah I guess you are right" he replied remembering how pissed of the two dragons were for their trainer.

The couple walked pass them before the girl suggested something in his ear. Whatever it was it made him blush and grin.

"Hmp she probably suggested they have sex right on the beach the little tart." Jessie thought angrily not that she could hardly blame her. She would suggest the same in her shoes. Suddenly the red head took off her coat to reveal her one piece swimsuit that that showed off just how much the girl's figure had grown over the years. She now had long legs, narrow waist,wide hips, and a bust that could match hers. No doubt Misty had picked the piece just for Ash's viewing pleasure.

In short even though she would never admit it out loud and could barely do so to herself the runt had grown up to be a sexy woman and Jessie wasn't sure if she would beat her in a beauty contest now.

"Hey Mist Ash shouted as she took off her coat is this a good idea? "Swimming after a meal Isn't that a bad idea?"

"What's the matter is the future pokemon master afraid of a little swim?" She answered in an innocent voice although the smile on her face was anything but.

"Nope"He replied taking off his red jacket and black shirt to reveal his athletic muscular form to Misty's absolute delight.

"All right that's it we are heading back to camp we won't get anything tonight." Jessie explained no longer able to take the scene of the happy couple. James and Meowth didn't ague they knew better to do so when she was in this mood and truthfully they were tired and bored of watching the twerps and wanted to get something to eat and some sleep. Although Jessie wasn't tired she couldn't stand seeing the happy pair any longer it was too much for her.

She could not watch the beautiful young woman who was also a renowned gym leader with a home over head enjoy a nice dinner with her hot handsome boyfriend who was also the current Indigo Champion, than go for a romantic stroll on a beach and than afterwords enjoy an erotic night with her beau it was just too and it reminded her what she hated about Misty.

In short Jessie hated the gym leader because she had everything she wanted for herself.