Trying a bit different of a format, giving perspective from dated points rather than all at once. Seems a bit choppy in places to me, but I wrote this quickly to post before a class.
November 11, 8286 ALN
Salladhor Saan squashed any nervousness within himself. Some still lingered, but what remained could be attributed to acting as champion for his wife at this small tournament. Preparations for the Great Raid were underway, Khorane and Meros leading it, and, if it proved possible, each of the capitals of the Seven Kingdoms accessible by water would be raided by his forces. Admittedly, nothing ever went according to plan, but at least a few of the seats of the Lord Paramounts and the capital itself would be raided by his crews. As his mind wandered, he also recalled being invited to a feast by Davos Seaworth recently. '
Might as well go to it. Who knows how long we have left to live.'
January 24, 8387 ALNThe feast had proven well worth its time. He had managed to speak with Davos for awhile, and while some questions needed to be dodged, the Pirate King felt that he had deflected suspicion that the Great Raid was organized by him. As he entered his solar, he found a couple messages.
The first were from Lord Xhal II, requesting to be placed in oversight over Lotus Valley and Stonehead. Both requests were accepted. It would take a bit of time for the information to reach the Summer Islands, but he did need someone down there that had a slightly better than average opinion of himself.
The second group of messages were from the crews participating in the Great Raid. The western fleet had managed to strip the Arbor bare, outside of the fortresses, but noted that the area seemed as if it had already come under raid. '
Disappointing, but expected of a war with the Ironborn,' Salladhor thought. The message continued that they were moving on to Oldtown and hoped to capture a Maester if it proved possible. A message from the eastern fleet told that the assaults upon King's Landing and Dragonstone had to be abandoned, the former due to a massive Ironborn and Reach presence within the area, and the latter due to the forces having been readied, likely waiting for transport. '
Shame. Still, it appears they found a target in Gulltown.'
The final message was from Spymaster Bellegere. Apparently, it was found out the reason the Reach had remained out of the war. Lord Walter of Harrenhal was rebelling against Lord Paramount Hoster Tully. The war favored the forces of Harrenhal for now, but predictions had the Tullys eventually proving victorious within the conflict.
February 2, 8287 ALN
Salladhor was proving quite cheerful. The raids were going extremely well, and, much more importantly, he had just found out his wife was pregnant. It was proving quite a fortuitous day.
July 9, 8287 ALNAn outbound message from the Maesters had been temporarily captured before the raven was sent upon its way further. Winter was coming. The Western fleet had just been finishing up their raid upon Casterly Rock when it was intercepted, and it would prove quite useful. Ordinarily, such information ordinarily would take a greater length of time in order to reach the Stepstones, and this interception would allow for better preparations for the coming Long Winter.
January 31, 8288 ALNAllard was proving to be an exceptional learner. He was growing to become a capable swordsman and quite the socialite. There were still many things to improve in, but he was learning most capably.
As another note of joy, the Pirate King's daughter, Serala, had been born. It was a shame that pirates would not follow a female leader. He needed to get a son soon.
On the news of the Great Raid, Castamere had been looted utterly. The castle once again burned, though due to the actions of his crews rather than those of Tywin Lannister. In addition, both Sunspear and Storm's End proved to be lucrative endeavors. With their designated targets exhausted, the eastern crews were moving to link up with the Western Fleet before the sail home.
A couple had eloped and were both temporarily imprisoned so that he could save face. While he did not mind the marriage, he did not want to burn political capital upon simply ignoring this action.
In addition, Ternesia had gotten into some conflict with Priest Pynto, and he had to temporarily suspend the man from the council. As the only holy man of the Pirate faith (Plunder is god), he was soon reinstated, but there was likely to be some minor issues in the future.
March 16, 8288 ALNMore failures by the emissary to Braavos, this time to Master Joss of the Titan. The failures had not affected his primary target, but they were still failures. Time was starting to run out on the potential betrothal. Salladhor needed a son and a success soon.
At least on another front, things were better. Enheartened by the success with Allard, Davos had sent another of his children, Maric, to be trained by him.
April 16, 8288 ALNThe Great Raid had ended. The spoils accounted for 264.8 units of gold and the prestige from the raids had proven to be equal, or greater, some conquests. Speaking of conquests, he had further areas of the Summer Islands to conquer.
November 5, 8288 ALNDavos Seaworth had died. A bloody flux outbreak within the hold granted to him by Stannis had claimed his life. It both greatly saddened and angered Salladhor that there had been no message had been sent informing him of his friend's death, much less the lack of a request to attend the funeral of his friend. Still, he had made a promise to Davos that none of his lands were to be raided, and he would honor this oath as long as he lived, no matter what he thought of Davos's heir.
December 17, 8288'
Fuck whatever this disease is. The conquests feel like the only good thing to happen to me in months. Except for that failure in Lumbersloft. They better get their act together.'
March 6, 8289 ALN'
I now firmly believe victory makes me better. I get ill after the failure of Lumbersloft, and I become better with victory in Sweet Harbour and the liberation of Lumbersloft.'
A message had arrived upon his desk, and he looked through it. King Robert the Drunkard had died under mysterious circumstances, and, with all his children having been stillborn, Stannis Baratheon had become King.
August 3, 8289 ALN'
Walano is now firmly under the control of the Stepstones. Ternesia had begged me for a hunting bird. I'll get her a falcon to commemorate the success,' Salladhor thought to himself.
A message from his spymaster came in. Apparently, Tywin had decided to marry off the widowed Cersei to Benjen Stark. '
Wonder if he is collecting support to strike at the Stepstones...