Kings of Spain (Castile, Leon, Aragon, Sicily, etc.):
1516 - 1538: John III 'the Fortunate" (House of Trastámara)[1]
1538 - 1550: Charles I "the Blond" (House of Trastámara)[2]
1550 - 1552: Charles II "the Sickly" (House of Trastámara) [3]
1552 - 1565: Henry V "the Red Viper" (House of Trastámara) [4]
1565 - 1568: Alexandra I "the Short-Lived" (House of Trastámara) [5]
1568- 1589: Enrique/Henry VI "the Frenchy" (House of Bourbon) [6]
1589 - 1612: Henry VII "the Bastard" (House of Bourbon) [7]
1612 - 1630: Enrique VIII "the Spaniard" (House of Bourbon) [8]
1630 - 1660: Felipe I" (House of Bourbon) [9]
1660 - 1689: Leopoldo I "the Conqueror" (House of Borbon) [10]
[1] In 1497, the Prince of Asturias nearly died from tuberculosis. He recovered, but two months later his wife, Margaret of Austria, gave birth to a stillborn daughter. His parents, Isabella of Castille and Ferdinand of Aragon, feared both events had been brought on by a excess of sexual activity, so they were closely supervised and even seperated at times. This came to an end when his mother died in 1504 and John took control of Castile. He chafed under his father's watch and argued with him after he remarried to Germaine of Foix, whom he banished when Ferdinand died in 1516. Despite his early sickness, John grew up to be an active monarch, supporting the colonization of the newly-discovered Americas with enthusiasm. He fell into a deep depression when Queen Margaret died in 1530 and only grudgingly supported his nephew, Charles, in his wars against France. He aged sixty, leaving the throne to his eldest son, Charles.
[2] The son of King John III, he continued his policies started by his father, with the later addition of the dissolution of the Mesta, which in effect accelerated the growth of the Castillan merchant class and its influence in the political scene of the Kingdom. In addition, he was remembered as the first monarch to convene an assembly of representatives from the different regions of the Kingdom, considered as the predecessor of Cortes Generales. A discreet homosexual, he considered his right-hand man Agustin Perez de Zaldarriaga as his lover, and his recently-discovered diaries confirmed the intimate private relationship between the two. Abdicated after 12 years to become a priest, he spent the rest of his life in an Extremaduran monastery with his lover (who also became a priest). Thus, he was succeeded by his nephew, Charles II
[3] Charles II ruled for just 14 months as he was gravely ill when he inherited the throne and was bedridden for his entire reign, with his brother Henry serving as Prince Regent throughout the 14 month reign before Charles II's death, likely quickened by poison saw the Prince Regent Henry inherit the throne
[4] The red-headed Henry, Duke of Seville ascended the throne after the poisoning of his late brother(demonstrated in 2001) aged 25, unmarried but with a plethora of bastard children. He kept on colonizing America and helping his relative Karl V. von Habsbug against the German protestant princelings. People was eager to enroll for these petty skirmishes as anyone who survived was granted a heap of land in the New World, thus killing two birds in a shot: settling new lands with battle-hardened men and not spending money on these soldiers. He married in 1560 with Mary Farnese of Parma and had 3 daughters, but when his wife were suddenly ill of "weakening fevers" (recently, it was known he tried to poison her to remarry and bear an heir), he was found dead on his "private chambers", where he took his mistressess, two days after his wife fully recovered. He was also poisoned. Karma? The throne passed to his eldest daughter, Alexandra while her mother was appointed Queen Regent by the Cortes.
[5] The ascension of Alexandra to her father's throne was met with great discontent from the Spanish nobility, who were unimpressed by a monarch who was both female and a child, being only eight upon her father's death. Her mother, Mary Farnese, did her best as Regent to ensure the safety of the young queen, but was nearly unable to deal with the sentiment against her and her daughters. Attempts to portray the young queen as a second Isabella of Castille fell on deaf ears, as the nobles continued to be outraged at the prospect of a feminine ruler. This was not helped when her betrothal was announced to one of her maternal cousins, who the nobility felt were too lowly to be the future kings of Spain. Popular discontent eventually led to the mutual poisoning of Alexandra and her mother at a banquet. Her Farnese cousin, who was present at the event, was captured by the nobles and held captive until eventually being ransomed for a princely sum. As part of the coup, they invited Henrike III.a Nafarroakoa to come to the country and become the new King of Spain.
[6] The nobility chose Henri de Navarre, because he was more concerned in french affairs than spanish ones. This was obvious when he ascended to the throne of France(as OTL) and left his Spanish "posessions" in the hands of his scion, Henry VII. Meanwhile, he looked the other side while Philipp II., Holy ROman Emperor, keep on fighting rebels in Netherlands, and started colonizing the Carolines(OTL Philippines). Of course, during his reign, his allegiances turned from Austria to France.
[7] Henry VII was a bastard of Henry VI, relegated to rulership of Spain due to his lower status. (Worth noting all of Henry VI's OTL kids weren't born by 1589 so had to invent fictional bastard son) As King of Spain, he attempted to heavily infuse French culture into the Spanish court. This failed spectacularly, alienating much of the nobility. In the end, he was a king of little note, save that he managed to produce issue, particularly a son that would succeed to his throne.
[8] Enrique VIII reversed his father's efforts of "Francofonización" and whole heartedly embraced Spanish culture in an attempt to unify the various Iberian and Sicilian peoples under his reign. While he was much loved, his efforts only proved half effective, weakening spanish dominance in the netherlands significantly and even before his death, his realm was split along cultural lines by civil war between his twin sons, Felipe and Leopoldo in war was to be known to history as The Twin's War, or La Guerra de los Gemelos.
[9] Felipe gave Sicily, Naples and Sardinia to Leopoldo and made peace with the Kingdoms of Saludang(OTL Luzon) and Mindanao, although the Spanish did get ports from them, it was said that in the treaty the Spanish should stop bringing in Spanish missionaries in Saludang and Mindanao.
[10] The son of Felipe's brother, Leopoldo I of Naples, Leopoldo succeeded his father's throne in 1668, inheriting the lands of Sicily, Naples, and the Low Countries. He saw his uncle Felipe as a weak willed ruler, who would bend to the will of others to keep the peace, even if it meant reducing his own power. This was something Leopoldo could not abide, and, following his uncle's death, he led a full scale invasion of Spain, claiming it's crown. The war ended decisively in Leopoldo's favour, as many generals defected to his cause. With his ascension to the throne of Spain as Leopoldo the First, his tightened his grip on the Netherlands, and reintroduced Spanish missionaries into Saludang and Mindanao. He soon followed suit with a full invasion force, conquering them for Spain. He personally led the invasion himself, and spent much of his time abroad, putting down rebellions across his global empire. He died in 1689, in Ámsterdam, in his northern southern home. While his armies led to stability in Spain, his many conquests led to there being no heir of the Bourbon family, after his only son Miguel's death of tuberculosis in 1684. This led to the Spanish Succession Crisis.
