Cregan Caswell

Cregan Caswell is the Lord of Bitterbridge and current head of House Caswell. He assumed these titles after the passing of his father, Lucas Caswell, during the 3rd Moon of 438 AC.

Appearance and Character
Cregan stands tall in the presence of most. He has let his dark hair grow long, while also keeping a bit of stubble on his face.

Cregan tries to keep a more basic life, not spending on luxury appearances. He keeps quiet, however is starting to get a reputation throughout The Reach over the past 4 years since becoming the heir to Bitterbridge.

Early Life (416 AC - 430 AC)
Cregan was born to Ser Lucas Caswell and Casanna Meadows in the afternoon in the 6th Moon 416 AD. His father named him after the legendary Cregan Stark. Cregan was apart of a line that was never meant to rule, the son of a second son, Cregans life was never destined for Lordship.

From the age of 5, Cregan was trained in Swordsmanship, going from the small wooden swords he trained with as a child, to the iron arming swords he was using by the time he was 14. At the age of 10, Cregan was sent to squire for his mothers brother, Ser Ryon Meadows. Cregan remained there until his 16th nameday.

Second Hammer Uprising (432 AC - 435 AC)
Around the time Cregan was turning 16, the Second Hammer Uprising was beginning. Cregan was still living with his Uncle at Grassfield Keep. When news had reached Cregan that his fathers brother, Ormund Caswell, had aligned himself with Duncan Hammer, he became nervous. His Uncle was a man who would sacrafice a lot to achieve a greater goal, and Cregan knew his family was in for a rough few years.

Lucas Caswell, not agreeing with his brothers choice to support the Warsmiths, fled to Grassfield Keep with his wife and his three other children. Lucas and his family mainly sat out the war until 435 AC, the year the Dragons came to the Reach. The two had spent the early years arguing whether or not Cregan should be allowed to help the forces that were fighting the Warsmiths, with Lucas eventually winning the argument. The news of King Rhaegar and his Golden Company in the reach spread like wildfire, and it wasn't long until Cregan Caswell was arguing with his father once more. With the arrival of King Rhaegar and his Golden Company in 435 AC, Cregan saw an opportunity to redeem his House's name, while also getting the taste of war that he desperately wanted.

In the early morning hours, Cregan, alongside some of his fathers retainers, rode off from Grassfield Keep to join up with the Targaryen army. Cregan had missed the battle against his Uncles host, and instead arrived to a town that the host had fled to, which had been sacked. Cregan found no trace of the Targaryen host, but had been told that the army was heading to Ashford. Cregan and his men made their way towards Ashford and were surprised to stumble onto the Tyrell host that was preparing to attack Duncan Hammers forces. Cregan was quick to reaffirm his oath to Lord Gareth and joined up with the House Tyrell forces. When the Tyrell forces pressed up against the Warsmiths' host, Cregan got his first taste of combat, and he proved his swordsmanship to all those who saw. He went from an unproven man to one who had showed his ability within hours. Cregan had the fortunate blessing to see Ser Duncan and Queen Rhaenyra dueling. He panicked when Rhaenyra was almost defeated in the duel, and was ready to intervene. His hesitation to intervene saw him become one of the very few people to witness Ser Addam Hightowers timely intervention, although he isn't sure what happened exactly.

Cregan and his father were both questioned to the possible whereabouts of Ormund Caswell, however neither of them knew where he might had gone. Despite the betrayal by Ormund Caswell, Lord Tyrell was forigiving to Lucas Caswell and his family. ​​​​​​Upon the conclusion of the Highgarden Tribunal, Lucas Caswell was named Lord of Bitterbridge, and Cregan named heir.

Four Year Winter (435 AC - 438 AC)
The four year winter was a hard one for Cregan Caswell. While his life had suddenly changed due to the Hammer Uprising, things were not going to be as pleasant as they seemed. The war had taken a huge toll on the lands ruled by House Caswell, an entire town was put to the sword by Queen Rhaenyra, and many of the fields had gone unworked due to young men being away with the army.

While not the worst winter Westeros had seen, it was one of the hardest for all in Westeros. Cregan Caswell's lands had been unkept during the war, and the heir to Bitterbridge was often seen among the commoners, working away at the fields. All nobility at Bitterbridge played a part in working the fields, an example for their people.

Though suffering from lack of food and supplies, the worst had yet to come for Cregan. It was in the early moons of 437 AD when his mother, Cassana Meadows, became sick. Her illness wasn't caused by the weather, but was worsened by it. By the 9th moon of 437, Cassana Meadows parted this world. Cregan had prayed to the seven to spare her, however his prayers weren't enough.

Lucas Caswell was affected most by Cassana's passing. The love of his life had parted this world young, and it hurt him a lot to see. In the 3rd moon of 438, Cregan suffered the loss of another parent. Lucas Caswell had taken his own life, jumping from the highest towers of Bitterbridge. ​​​​​​The heart break over losing his wife had been too much for Lucas, and the Lord of Bitterbridge ended it all.

Cregan was named Lord of Bitterbridge and Defender of the Fords by the end of the 4th moon of 438.

Lord Cregan Caswell spent the remainder of 438 AD rebuilding House Caswell, their lands and planning for the future.

Family Tree

 * Garlan Caswell, 335 AD - 380 AD
 * Loras Caswell, 372 AD - 399 AD
 * Jeyne Caswell (nee Norridge), 373 AD - 421 AD
 * Ormund Caswell, 388 AD - 435 AD
 * Lynesse Caswell (nee Uffering), 396 AD -
 * Lucas Caswell, 395 AD - 438 AD
 * Cassana Caswell (nee Meadows), 398 AD - 437 AD
 * Cregan Caswell, 416 AD -  ​
 * Jory Caswell, - 419 AD -
 * Beth Caswell, - 426 AD -
 * Robar Caswell, -  426 AD -
 * Robar Caswell, -  426 AD -

Household

 * Castellan - Ser Ryon Meadows
 * Steward - Garth Flowers
 * Master of Arms - Ser Portifer Wythers
 * Septon - Josua
 * Maester - Elyas
 * Septa - Jenny

House Guard

 * Head of the Guard - Ser Willum Oldflowers
 * Constable - Jory Caswell
 * Sheriff - Raymun
 * ​Gatekeeper - Dennis Rivers

​​​Sworn Swords

 * Ser Willum Oldflowers
 * Denys Strongstorm
 * Eustace
 * Jory Caswell