Yann Fleetway

Baron Fleetway (son)

Alvarr Fleetway (son)

Emery Fleetway (son)

Lyanna Fleetway (daughter)

Sheriff of South Port

**Leandro Santonio**, also known as '**Fleetway**', is an infamous thief and sellsword from **Antos**, a township in **Slaver's City**.

Initially a skilled fighter and an exile from **Slaver's City**, he came to prominence when he championed for Lord Frank Abbottshire in a trial by combat in East Town, and Leandro subsequently entered Lord Frank's service as his personal bodyguard and enforcer by the name of '**Yann Fleetway'**.

His fortunes started to rise up during his service in **East Hill**, when he briefly served as Captain of Abbottshire's City Guard in the **Two-Decade Conflict** in **Eastshire**, following which he was awarded with knighthood for his valor during the conflict, taking on the formal name, "**Ser Yann Fleetway**". Towards the end of the Two-Decade Conflict, Ser Yann played a vital role towards the end of the conflict, for which he was rewarded with lordship and a small holding by the **East River**.

## History

### Background

Born in Antos, a township of Slaver's City, he is a descendant of **Mark Antonio**, the notorious war commander and the founder of **Antos**. He is the son of a sailor and blacksmith, **Alvaro Santonio**.

From his childhood to his teenage, he is known as a notorious thief all over Antos, and its neighboring township of **San Rico**. At the age of 14, he was once caught by sea mercenaries and sold into slavery, only to kill his slave master and run away to Antos, two years later, traveling and learning on his journey. At the age of 16, when he slept with a nobleman's daughter, he was outcasted from Antos, during which he became a sailor and sellsword, traveling to **Andreas**, **San Rico**, and **Pillar's City** among his travels.

Sometime in 229 CE, Leandro became a Sea Captain of a Cog Ship under the Flags of Tyrinia, privateering the seas. During this time, he reunited with his lost family, until the Western Coasts of Tyrinia fell under the attack of pirates, where he lost his brother and wife. He left the Tyrinian Seas as an exile and sailed to the Sternlands, arriving in a merchant ship with his father and son.

He settled in the port town called **Fork Town** and adopted the identity of a sellsword while his father continued the profession of a blacksmith, and swapped identities to the family of dead merchants he once knew in Tyrinia.

### East Town Revolt

In 231 CE, during his travels with a company of merchants, Leandro arrived at East Town, a walled town south of the East Hills, which came under a mercenary attack, where Leandro fought alongside the locals and was imprisoned with two other travelers from the company of merchants. After being freed in a revolt in 233 CE, Leandro fought alongside the loyalists of the crown and joined the Company of Loyalists.

### Rise to Power

In 234 CE, following the liberation of East Town, Leandro championed for Lord Frank Abbottshire in a trial by combat in East Town and subsequently entered Lord Frank's service as his personal bodyguard and enforcer by name of '**Yann Fleetway'**.

During the **Two-Decade Conflict**, **Eastshire** fell under a mercenary attack under **Lord Halmond** by the **Riverside Ports**, and a southern army was raised by the lesser houses of Eastshire to fight off the attack, including **House of Gilbert**, **House Clayford**, **House Landerman**, **House Abbottshire**, and **Thompson Family**. In the Battle of East River, Yann killed the third-in-command and son of Lord Halmond, Ser Brenton. For his valor in battle, rewarded with a knighthood by Lord of Hilton, Ser Yann became a notable knight in Eastshire over the years.

In 237 CE, when King Olto was succeeded by his son, newly coronated King Martyn, House Royne came to power as Lords of East Hill, House Abbottshire became a notable vassal of House Royne, and Ser Yann became the Captain of Lord Frank's Guard. The following year, the Kingdom faced threat in the southeast, when pirate mercenaries and exiled knights alongside **House Cayne** occupied the Seat of **House Clayford** and held **Lord Olto Clayford** and his sons hostage. House Landerman and House Abbottshire marched their men at war. Towards the end of the battle, Ser Yann arrived with a fleet of ships and ambushed House Cayne and his rebel allies by the Southeastern Coasts, and also slayed Lord Elton Cayne in battle, playing a vital role in the **Siege of Castle Clayford**. For his reward, House Royne gave Ser Yann lordship and a small holding by the **East River**, as well as a hand in marriage to a worthy match.

Following the Siege of Castle Clayford, in 238 CE, Ser Yann Fleetway was appointed as **Sheriff of Southport**, which acted as a naval garrison and defender for Castle Clayford. During his time as Sheriff of Southport, Ser Yann constructed a city by the East River, bordering the Westernlands, forming a trade route between the East River and the Westernlands, barracking the city with walls, and constructing a strong keep, expanding his small holdings, **Castle Toronto**.

In 239 CE, following the Second Revolt of East Town, Ser Yann marched his men up the township and subdued the revolt, spiking the heads of the traitors as a lesson for the coming rebellions. For his loyalty to the crown, House Royne awarded Ser Yann with lands, reaching dominion from East Town to the East River, by the lands neighboring the Westernlands, naming it the vassal region of **Gaul**, whereupon Ser Yann becoming the **Lord Commander of Gaul**, constructed the **City of Millsmith** by the East River to the bordering Westernlands, forming a trade route between the Easternlands and the Westernlands, cutting short of travels through **Fargo** under the protection of Lord Commander Yann Fleetway. Ser Yann also constructed a strong keep, to uplift the House Fleetway name, **Castle Toronto**, while the previous small holding became a garrison, trade market and inn by the East River, the **Ivor Towers** with Gaul becoming a strategic location in the Sternlands under the Kingdom of Sorbon.

### Love Affair

In 226 CE, when Yann Fleetway then known by the name of Leandro was a young sellsword. During his journey in the Free Cities, he came across the stolen honor of a young maiden, the daughter of a spice merchant against a ruthless sea captain. Although Leandro lost the fight and had to give up his bag of coins for the safety of the girl, he earned the respect of the spice merchants as well as the tenderness of the young maiden, who patched up his wounds. During his travels on the Spice Voyage, he would return to meet the young maiden every few months passing. In time, there became a fondness between the two to the point that Leandro and Polly ran away to venture into the sea when Leandro became the Sea Captain of the Cog.

### Marriage

During his Sea Voyages, in 227 CE, Leandro took protection under the Flags of Tyrinia becoming a privateer for the **Eastern Balkan Navy**, and married the young maiden, settling in the coastal towns, west of Tyrinia.

In 237 CE, during the **Two-Decade Conflict**, Seat of **House Clayford**, **Castle Clayford** fell under siege by pirate mercenaries and exiled knights under the banners of **House Cayne**. Towards the end of the Siege of Castle Clayford, **Ser Yann Fleetway** arrived with a fleet of ships and ambushed House Cayne alongside his rebel allies, burying them in battle, alongside slaying Lord Cayne's son, a notable knight of House Cayne, Ser Oliver Cayne in battle. For his vital role in the victory, Ser Yann was rewarded with lordship and a small holding by the East River. **Lord Humphrey Thompson** was honored by the valor of Ser Yann in a half-decade period and the hand in marriage by House Abbottshire, he married his second daughter, Lady **Andrena Thompson** to Ser Yann Fleetway, becoming the father-in-law to one of the richest and notable families of **Easternlands**.

### Children

In 227 CE, Captain Leandro had a son with his lover wife, named **Vann Santonio**, named after his blood brother, a pirate captain, **Captain Vargo of Al-Saan**.

In 239 CE, two years following their marriage, Lady Andrena Thompson and Lord Yann Fleetway were blessed with twins, named **Alvarr Fleetway** and **Emery Fleetway**. Emery is named after a notable knight of the Sternlands, **Ser** **Emery Clayford**, a dear friend to Ser Yann Fleetway, while Alvarr is named after his grandfather, **Alvaro Santonio**.

In 242 CE, Lady Andrena Thompson and Lord Yann Fleetway were blessed with a daughter, **Lyanna Fleetway**, named in honor of Lord Yann's liege lord's late mother.

## Household

* Lord {**Yann Fleetway**}, a notable Knight of the Sternlands, and Head of the **Fleetway Family**. **Lord Bishop** and **Defender of Gaul**.
	+ Maiden {**Polly of Andreas**}, his first wife.
		- Ser {**Baron Fleetway**}, his son. Knight of **Toronto** and Lord Commander of **Castle Toronto**.
	+ Lady {**Andrena Thompson**}, his second wife. Lady of Ivor Towers.
		- {**Alvarr Fleetway**}, their son.
		- {**Emery Fleetway**}, their son.
		- {**Lyanna Fleetway**}, their daughter.
	+ Ser {**Sirius Thompson**}, his brother-in-law. Knight of the **Thompson Family** and **Castellan** of Toronto.
	+ {**Alvaro Santonio**}, his father. Sailor and Blacksmith in Antos.
	+ {**Emilio Santonio**}, his brother. Killed in a Pirate Attack in 228 CE.
		- {**Emilio Fleetway**}, his son and nephew of Lord Yann Fleetway. **Deck Master** at **Antos the Cog**.
	+ Ser {**Elliot Thompson**}, his brother-in-law. Knight of the **Thompson Family**.

## Retainers

* Maester {**Tybald**}, Counselor and Tutor at Castle Toronto.
* {**Nan**}, known as "Old Nan", a Wet Nurse, Healer, and Storyteller at Castle Toronto.
* Ser {**Elmarr Nage**}, Guard Captain of Ivor Towers
* Ser {**Meryn Padbury**}, Sworn Sword to Lord Yann Fleetway and Guard of Masters Alvarr and Emery Fleetway.
* Master {**Boston**}, Master-at-Arms at Castle Toronto.
* {**Ben Bones**}, Kennelmaster at Castle Toronto.
* Maiden {**Elia**}, Cupbearer and Guard of Lady Andrena Thompson.
* Dame {**Cassandra**}, Maid and Guard of Mistress Lyanna Fleetway.
* Ser {**Thames of Red Tulip**}, Head Guard of Lady Andrena.
* Ser {**Bradwill Clayford**}, Guard of Lady Andrena.
* Ser {**Augustus Cayne**}, Captain of Lord Yann's Guard.
* Ser {**Declan Nightangle**}, Knight of Lord Yann's Guard.
* Ser {**Jocelyn of East River**}, Knight of Lord Yann's Guard.
* {**Theon of East River**}, Cupbearer of Lord Yann Fleetway.
* Ser {**Benjen Clayford**}, Guard of Ser Baron Fleetway.
* Ser {**Meryn Goodwill**}, Guard of Ser Baron Fleetway.

## Allies

* Ser {**Baron Fleetway**}, son of Lord Yann Fleetway.
* Ser {**Oliver Tungsten**}, blood brother of Lord Yann Fleetway.
* Lord {**Frank Abbottshire**}, liege lord of Lord Yann Fleetway.
* Commander {**Brynden Landerman**}, brother-in-arms of Lord Yann Fleetway.
* Lord {**Sirius Thompson**}, brother-in-law of Lord Yann Fleetway.
* Lady {**Ravella Padbury**}, ally to Lord Yann Fleetway.
* Lord {**Torrhen of Red Tulip**}, ally to Lord Yann Fleetway.
* Ser {**Declan Nightangle**}, sworn sword to Lord Yann Fleetway.
* Captain {**Vargo of Al-Saan**}, blood brother of Lord Yann Fleetway.
* Lord {**Elton Cayne**}, sworn ally to Lord Yann Fleetway.
* Ser {**Audrey of Red Stallion**}, ally of Lord Yann Fleetway.
* Lord {**Elric Burnfield**}, ally of Lord Yann Fleetway.

## Personality & Character

Yann Fleetway is a man of noble heart, heaving a keen taste for valor and riches. He is fair, daring, and willing to do anything to keep his loved ones safe. He is close with his brother-in-law, eldest son, and his blood brothers. Yann was quick with his feet and hands while growing up in the Free Cities, for which he became a notorious thief. Growing up, Yann also had love for dueling and sailing, a skill he would carry with him to the grave. By the age of 17, Yann became a young sellsword, traveling the Free Cities, learning, fighting, meeting new men and women along the way. During his travels as an outcast in the Free Cities, Yann learned a keen mind for spices and sailing, and by the age of 19, he became a clever spice merchant in the Free Cities and a privateer under the Flags of Tyrinia.

His swordsmanship was what got him to climb the stairs of riches and power in the Sternlands, when he took championed for Lord Frank Abbottshire, and became his enforcer. He gradually gained respect among the sellswords, noblemen, and commoners in the region. He was nicknamed "**Yann the Swift**" for his agile fighting style in combat by his foes, even going to lengths to earning knighthood.

Yann is a man with strong will and daring personality. He is clever on the table as he is agile in the field, earning him the favor and respect of his liege lord, Lord Frank Abbottshire, various noblemen and his brothers in battle.