Rocket Shipping 102

What will these two shenanigans get into now...

Jessie and James stood there awkwardly and stunned, it was hard to grasp that it had been a little over two years they had not seen each other. Since James' boss was just a few feet away he wasn't sure if he should run up to Jessie and hug her or on how to go about in the situation.

"It looks like you two know each other?" the attorney had asked.

James nodded with a smile, he couldn't believe how beautiful Jessie looked in front of him. She had a mid length black dress on that hugged her body well with red heals and a maroon colored coat. James always thought she was naturally pretty when he worked with her, but being out of the old uniform and seeing her dressed so elegantly he couldn't help to think how attractive she looked.

"We use to work together," Jessie replied. James didn't change a whole lot, his hair was a bit different, a bit longer she noticed and wore it in a man bun look which he pulled off very well. He had on a dapper suit on that made him look like a million bucks and also had on a pair of thick rim glasses. She remembered that he always had a hard time reading things up close but during their days of traveling James never bothered wearing any form of glasses. All together James had a chic nerdy professional style going for him that Jessie thought he pulled it off very well.

"Well James if you would like to show her your office, you are welcome to do so. Jessie it was great meeting you, you have my number for any other legal issues you deal with," the attorney mentioned shaking her hand.

They had ended their meeting and James lead Jessie down the hallway towards his office. James had taken off his reading glass and set them on his desk.

"This is crazy, I would never have thought you worked here," said Jessie as she stood in the doorway.

"Yeah…" James sighed scratching his head, "I'm glad to see you it's been so long, I don't even know where to start."

"Oh I know; I can't believe to see you here. You went from Team Rocket to your big boy job in the city not to mention this is one heck of a view you have," she replied looking out the window that overlooked the skyscrapers and the sunset over the ocean in the distance.

James looked over his desk and realized he was mostly done for today, he glanced over at his clock and saw it was just minutes after 5. "Um Jessie, if you aren't busy after this wou- would you like to get um…would you like to grab a drink?" James asked nervously. 'Damnit why did I ask her that?! She could be seeing someone or be in a relationship!' James thought to himself.

"Really?" Jessie replied, "Sure, I mean I'm done with work for today." Jessie felt a bit of a rush she blushed and actually was feeling nervous. She couldn't understand why, this is James for crying out loud, a long time friend she worked with for years.

The two ended up walking down the street together at near by bar that was serving happy hour they sat at the bar top. James started off with a couple glasses of beer while Jessie was enjoying her second glass of a red blend, not having much to eat the two definitely could feel the alcohol hitting their system.

Their outing started off with much small talk that evolved around what they've been doing since leaving Team Rocket. After warming up and breaking the ice with a few jokes here and there the two were becoming open and enjoying each others company a lot more.

"Can you believe how gullible they were?!" Jessie laughed.

"Oh I know, every time we would wear a disguise the twerps couldn't even recognize us!" James laughed.

"Ha right! Even one time I had a suit and a mustache on while you were crossed dressed with a wig and we were mere inches away and still no clue," said Jessie.

James was laughing so hard he had to wipe the tears away from his eyes, he looked away and ordered another drink from the bar. He called over the bartender and ordered something stronger than a beer and went for the whiskey, "Jess would you like something?"

"Um yes…" She realized her glass of wine was almost empty and thought since he's switching to the hard stuff she might as well do to. She glanced down at the menu and saw some mixed vodka craft drink that looked pretty good.

As soon as the bartender made their drinks, Jessie and James both continued to drink and enjoy their conversation.

"I still can't believe we did that for so long, chasing after those kids for their Pikachu," Jessie replied taking a sip of her drink.

James nodded, "It was fun thoug- RING RING! James was interrupted mid sentence when he received a phone call. James glanced at his phone and rolled his eyes when he saw the number, he sighed and looked over at Jessie, "I'm sorry I need to take this."

"Oh yeah of course," said Jessie.

James stepped outside due to how loud it was in the bar, Jessie saw his body language and could tell this was either family matters or perhaps a work related call. Jessie could definitely feel the alcohol running through her body, she looked at the time and noticed she had been out with James for almost two hours and probably needs to go home. Even though it was almost the weekend she still had to work half days on Friday and wants no hangover to deal with.

"Sorry, I had to take that," said James coming up to the bar and taking his seat.

"No its ok I understand; I actually probably need to head on home. I have a lot to do tomorrow and I didn't realize we've been here for so long," Jessie responded finishing her cocktail.

James was a bit thrown off and he took a swig of his drink and whenever he felt just even a bit tipsy his confidence would raise up. "Well here let me get the tab," he replied as he attempted to get their check.

James was hoping to hangout and drink longer at the bar but instead he thought he could try and take her home, perhaps his place?

As soon as they stepped outside it had begun to rain, "Oh shoot, it wasn't supposed to rain until later tonight," said Jessie. "I really don't want to have to deal with taking a cab home." She was agitated and annoyed, something James thought was kind of hot. When working with her in TR she was always snappy or got irritated easily and James saw in that moment the old Jessie coming out.

A part of him wanted to take her home and loosen her up.

"I have an idea?" James said standing in front of the red head.

"Not now, I'll just call a cab," as she pulled her smart phone out.

"I literally live around the corner; you can come over until the rain stops?" He offered.

Jessie sighed and thought maybe she should go over to sober up and relax for a bit, "Ok if you insist."

James was squealing on the inside and could not wait to bring her to his place, they two didn't have an umbrella and therefore James used his coat to help cover them up, but mostly held it over Jessie. The rain was so heavy eventually the two were soaked, "Almost there!" said James as he pointed over at the building and help the door open for Jessie.

Jessie was laughing as soon as she saw how soaked they both were, as they waited for the elevator James couldn't help to see how beautiful Jessie looked all drenched from the rain. The elevator doors opened and the two walked in, James pressed the button and the minute the doors shut he looked over at Jessie.

"Hey…" he said as he looked over at her and swept the hair that was in her face out of the way, he looked into her blue eyes and the two made contact.

Jessie felt her heart skipped a beat, this was a different side of James she's ever seen. He was more confident and daring, she knew by this point what his intentions were, at least for this evening. Jessie was ok with that.

He knew that she wanted him too, James had leaned in a kissed her. He placed both hands on her waist and pulled her closer to him, the elevator could not get to his floor fast enough.

Some sexy time is on its way! I hope you all like this and to let you all know I'm aware the characters are way way way out of character compared to how they were on Pokemon. I personally want this to be different and I like it that way. Anyways hope to have chapter 3 up soon!