Long ago, there were many kingdoms. 
Long ago, many lands were in the Balkans.
Then, the Ottoman Empire came to the area. They wanted more land. They fought with the Bulgarian leaders. 
One leader was named Ivan Alexander. He tried to protect his people. But the Ottoman group grew very strong. They took over many towns.
Some leaders tried to join together. They even had a wedding to help. But the groups still fought each other. This made it harder to stop the change.
Soon, the Bulgarian lands were under new rule. 
In the 1300s, the Balkan lands were split apart.
At this time, the Ottoman Empire began to grow. They moved into the region from Asia Minor. 

Some leaders saw the danger. A ruler named Momchil tried to ask for help. He fought the invaders but he did not win. Other leaders tried to work together. A Bulgarian princess even married a Byzantine prince to build peace. This plan did not work well. The groups still argued over land.
In 1371, a large army fought the Ottomans at Chernomen. The Ottoman forces were smaller but they won the battle. This allowed the Ottoman Empire to take more towns. Soon, many Bulgarian lands fell under new rule. 
In the late 1300s, a series of wars changed the Balkan peninsula forever.
Many things caused the Bulgarian lands to become weak. First, the central government lost control to local nobles. In the west, the House of Shishman ruled Vidin. In the east, a leader named Balik ruled Dobruja. 
The Ottoman Turks began to arrive from Asia Minor. They often worked as soldiers for hire during local wars. 
Conflict continued for many years through the middle of the century. In 1352, Ottoman forces took the fortress of Tsimpe on the Gallipoli peninsula. 
Major battles decided the fate of the region. In 1371, two Serbian brothers led a large army to Chernomen. Their army was very big, with up to 70,000 people. Even so, the Ottoman forces won a victory at night. After this, the Ottomans took many more towns. The conquest of Tarnovo in July 1393 was a major turning point. Other areas like Vidin and Dobruja held out until 1396 and 1411. The Ottoman Empire grew to stretch from the Danube to the Aegean Sea.
The Bulgarian–Ottoman wars were a series of conflicts during the second half of the 14th century. These wars involved the remaining parts of the Second Bulgarian Empire and the rising Ottoman Empire. 
Before the wars began, the Balkans were experiencing deep political instability. The two major powers, Byzantium and Bulgaria, were undergoing decentralization. This means that local feudal lords were gaining more power than the central emperors. In Bulgaria, the House of Shishman ruled the Vidin Province in the west. Meanwhile, a leader named Balik established the quasi-independent Despotate of Dobruja in the east. Because these local nobles were only nominally subordinate to the central government, the military and economic power of the emperors weakened. This lack of central authority made it difficult for the region to face outside threats.
Religious and political divisions also made cooperation difficult. While Bulgaria and Byzantium were mainly Orthodox Christian, other areas held Catholic possessions. The Kingdom of Hungary, Venice, and Genoa held lands in the south and west. Additionally, the Kingdom of Bosnia followed the Bosnian Church, which was considered heretical by both Orthodox and Catholic leaders. These religious differences created constant political tension. At the same time, the Serbian Empire grew very powerful under Stefan Uroš IV Dušan. However, after his death in 1355, the Serbian Empire disintegrated into several independent states. The region was left as a collection of small, competing states with no single strong army.

The Ottomans began to establish permanent bases in Europe during this period. In 1352, they seized the fortress of Tsimpe on the Gallipoli peninsula. This gave them a firm foothold on the continent. Throughout the 1350s, Ottoman forces raided Bulgarian lands near Yambol and Plovdiv. In 1355, they launched a campaign toward Sofia. The heir to the Bulgarian throne, Michael Asen, met them near Ihtiman. Although the battle resulted in heavy casualties and the death of Michael Asen, the Ottomans were stopped from reaching Sofia. 
Bulgaria and Byzantium attempted to work together to stop the invaders. In 1355, a marriage was arranged between the Bulgarian princess Keratsa and the infant Byzantine prince Andronikos. However, this alliance did not lead to a strong, coordinated military response. Instead, the two empires continued to quarrel over Black Sea ports like Mesembria and Anchialos. Bulgaria successfully defended these ports in 1364, but the conflict only increased distrust between the two neighbors. Meanwhile, Ottoman military units reached the outskirts of the Bulgarian capital. Chroniclers noted that the advance caused the destruction of towns like Plovdiv and Stara Zagora. Many people were killed or deported to Asia Minor during these campaigns.
A major turning point occurred in 1371 at the Battle of Chernomen. Two Serbian brothers, Vukashin and Uglesha, organized a large Christian army to fight the Turks. Their ethnically diverse force included Serbian, Greek, and Bulgarian people. The army was estimated to be between 20,000 and 70,000 strong. Despite their numbers, the Ottoman forces led by Lala Şahin Pasha attacked at night. The Christian army was defeated, and both brothers perished in the battle. This victory allowed the armies of Sultan Murad I to overrun Northern Thrace.
The final stages of the wars saw the total subordination of the Bulgarian lands. After the death of Emperor Ivan Alexander in 1371, the Bulgarian territories split into several independent states. These included the lands of Ivan Shishman, Ivan Sratsimir in Vidin, and the Despotate of Dobruja. The Ottoman conquest of the capital, Tarnovo, in July 1393 effectively ended the main Bulgarian Empire. Some areas held out longer, such as the Tsardom of Vidin until 1396 and the Despotate of Dobruja until 1411. By the end of these conflicts, the Ottoman Empire had become the dominant power in the Balkans.
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