The one and only Jag/Leia on the web. One of my favorite stories.
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When he moved to Denon to carry out his affairs as the ambassador to the Galactic Alliance, he didn't see as much of Jaina as he thought he would. She was always gone on missions – military or otherwise – and when she was onworld, she was forever ensconced in shady meetings with Jedi and generals.
He did see Jaina's mom quite a lot, though. The Most Honourable Princess Leia Organa Solo of the the Alderaanian Remnant had a finger in every pie despite her retirement, to her husband resignation and chagrin. Jag learned early on that if he needed to know some informantion or get some strings pulled, a quiet conversation with the Princess would get things done – if you gave her a favorable impression.
So he settled into a routine: Go to work, have occasional dates with Jaina, and have lunch every once in a while with her illustrious mother.
But then Han died, in a space accident, of all things, and everything changed. Leia went into deep mourning, and nothing her family did could shake her out of it. Her brother tried, and sometimes succeeded, but he failed more often then not. Jaina was so deep in her grieving that she spent most of her time off-world on what most people would qualify as suicide missions. Jaina classified it as stress relief. Jacen was estranged from the family. He tried, in his own clumsy way, but that wasn't enough.
Jag was a little more pragmatic, though. His mother and Leia were remarkably alike in some ways, and he decided to use the same strategy he employed on his mother after Davin's death with Leia. After all, she was the mother of the woman he loved, and a good mentor in her own right.
He walked into her house, bold as brass, and poured cold water on her.
She was, as you can imagine, not pleased. She slammed a lamp into his head. That didn't deter him, though, and in the ensuing mess, managed to get her cleaned, dressed, and eating out at a diner most of the political aides ate at.
Their friendship was solidified that day.
After he and Jaina broke up, he didn't visit Leia for a while, thinking that she would not want to see her daughter's ex-boyfriend. He was very surprised to see her a week later, with a charming smile and tickets to the theater. Nothing needed to be said between them after that.
The next few years went on in that way. He gradually became the head of a large diplomatic compound. It was akin to running a military base, except with less lethal weapons. He saw Leia almost every day for a lunch date at that same diner they had gone too so long ago, and they talked of pretty much everything – military tactics, history, society gossip, politics… the list went on.
But one day, it all came into focus for Jag. There was a ball, of all things, celebrating the Alderaanian Remnant finding a planet in Chiss Space, and he was escorting Leia to the ball. The ball went well, and Leia drank a bit more than usual – not enough to get drunk, but at the end of the evening, she was whispering pilot jokes to him in the car. And as he walked her to her house, up the long and winding pathway, he smiled at her, and she at him, and at her porch, he thought, of all things, she looks quite good for a woman her age. And then he leaned down and kissed her.
She kissed him back.