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The Long Island War was fought between September 2028 and December 2030, between the United States of America and the New York Provisional Government. It was a theater of the larger Second American Civil War, an ongoing conflict which began in September 2028. It began after the cancellation of the 2028 United States presidential election, and the imposition of martial law by President Donald Trump and the declaration of the New York Provisional Government at Riverhead, and ended with an armistice after the separatist government reached the East River.

Trailing in the polls and term-limited by the Twenty-Second Amendment, Trump announced the cancellation of the upcoming election, and the extension of his term until 2033, on September 4, arguing that fraud would be rampant if the election was held. That night, pro-democracy protests in New York and Washington turned violent. An incursion was made onto the White House lawn, which was quickly pushed back by Secret Service agents, and an hour later, four police officers were killed and three were injured after a shooting spree in Brooklyn. The next morning, Trump declared martial law in New York City and Washington; after riots across the country the next day, Trump extended martial law to the entirety of the eastern half of the country at about 8 p.m. Eastern Time on September 5.

Initial resistance
After Trump's declaration of martial law, troops rolled into cities nationwide overnight, encountering resistance in cities such as Chicago, Boston, New York, Pittsburgh, and Atlanta. Resistance was overcome in most cities by around 3 a.m., but a loosely-coordinated opposition in New York continued to hold out under the banner of the New York Volunteer Army. By sunrise, the active fighting was concentrated north of the city, in southern Westchester County; federal troops had met little to no opposition marching through New Jersey and Staten Island, but they did not attempt immediately to go any further.

By 9 a.m., it became apparent that federal troops were massing on the New Jersey side of the Hudson River and on the Staten Island side of The Narrows, preparing for an assault on Manhattan and Brooklyn. At that point, the Volunteers still held most of Yonkers and New Rochelle but, with resistance fighters spread thin, the Volunteers orchestrated a strategic retreat to Pelham and Mount Vernon around 1 p.m., and then, after a federal incursion into Van Cortlandt Park, a further retreat to the Pelham Parkway around 4 p.m. At that point, a further mass of federal troops began building in Marble Hill, just across the Harlem River from Manhattan Island. For the first time, the frontline - the third of the day - held for more than a couple of hours, as the Volunteers continued to hold the Pelham Parkway as the evening turned into night.

After a low-level skirmish overnight, at 11:15 a.m. on September 7, federal troops broke through the Bronx frontline, pushing towards the Cross-Bronx Expressway, and the Volunteers made the decision to slowly retreat into Manhattan and Queens. They closed the fourteen bridges between the Bronx and the remainder of the city at 11:17 a.m., and a series of explosions went off between 11:20 and 11:23 a.m, blowing up the twelve bridges connecting to Manhattan, as well as the Throgs Neck Bridge in eastern Queens. The retreat took around two hours, and federal troops slowly took control of the Bronx as it was surrendered by the Volunteers. By 1 p.m., nearly all Volunteers had left the Bronx, and only around a hundred men remained, holding down Ferry Point Park, on the Bronx side of the Whitestone Bridge.

At 1:45 p.m., with Volunteers still holding Ferry Pint Park, federal troops commenced an effort to force them onto the Whitestone Bridge; commanders gave the order not to follow the Volunteers over the bridge, which they believed to have been rigged with explosives. Initially, the Volunteers held out, but after the Air Force dropped a small bomb on the park - the first air assault of the battle, claiming seven lives - the Volunteers retreated onto the bridge. As expected, federal troops did not follow them; with all troops out of the Bronx, at 2:19 p.m., the Whitestone Bridge exploded and collapsed.

At 4 p.m., President Trump delivered an address from the Oval Office, ordering the New York resistance fighters to "stand down for the good of the country and the city I love," warning that, if they had not stood down by nightfall, a "targeted airborne security operation" would begin. Tyrone Daniels, the Volunteers' commander, responded with a joint statement with New York Mayor Eric Adams, declaring that the Volunteers and the City were working in tandem, and that they would not stand down.

At 11:55 p.m., Trump announced that the Army would take all appropriate steps to reclaim New York at midnight, and that "the Communists will be obliterated."

Federal invasion
At midnight on September 8, as expected, federal troops launched a full-fledged invasion into the Volunteer-held territory, bombing Volunteer positions at the four crossings and sending huge ground forces across all four. At 12:40 a.m., with federal forces closing in on controlling all of Manhattan, explosions went off at the Robert F. Kennedy, Queensboro, Williamsburg, Manhattan, and Brooklyn Bridges, and inside the road and rail tunnels connecting Manhattan to Brooklyn and Queens; however, the tunnel explosions, which aimed to make the tunnels inoperable, were only partially successful, with two tunnels into Brooklyn remaining intact. At 1:05 a.m., federal forces announced that they had taken control of all of Manhattan.

Simultaneously, troops that had stormed the Verrazzano-Narrows Bridge began to occupy large parts of western Brooklyn; nearly all of Brooklyn was under federal control by 3 a.m. They proceeded east, along the coast of Jamaica Bay, towards John F. Kennedy International Airport; they seized the airport at around 4:30 a.m., giving them their first air base in the city. In Queens, federal forces regained Rego Park by 4 a.m., and Flushing Meadows by 5 a.m., cutting off Astoria and Long Island City; the remaining garrisons, based in Long Island City, surrendered to federal forces at 5:44 a.m. After occupying a few more southwestern Queens neighborhoods, federal forces drove the frontline to the Van Wyck Expressway by sunrise at 7 a.m.

Top city officials, including Mayor Adams, fled east to Long Island, with their commitment to the Volunteers over federal troops leaving them subject to charges of treason or sedition, and established a government-in-exile in Riverhead. At 8:16 a.m., with federal troops rapidly advancing through eastern Queens, Daniels gave a press conference in Hempstead, asking all other democratic paramilitaries along the East Coast to come to Shelter Island by sea, calling it "democracy's last stand in America."

By nightfall on September 8, federal troops controlled the western half of Long Island; they had sustained reported losses of 244, while the Volunteers announced 69 deaths, and 866 civilians were rumored dead after a brutal day of fighting. However, aiding the Volunteers' chances was the fact that several paramilitaries - primarily from New England - arrived on Shelter Island throughout that night and the following morning. Foreseeing large losses the next morning, the Volunteers spent the night building up massive fortifications at the Shinnecock Canal, with the aim of being able to secure the Hamptons as a last-ditch home base if federal forces advanced past Riverhead.

At midday on September 10, federal forces overran Riverhead and approached the canal; the New York City government-in-exile fled once again, this time to Bridgehampton. At around 4 p.m., federal troops reached the canal; as was the Volunteers' standard operating procedure, the three bridges crossing the canal - on the Montauk Highway, Sunrise Highway, and the Long Island Rail Road's Montauk Branch - were blown up. At 5:15 p.m., with the federal strategy unclear, Trump announced an "operational pause" in "the operation to liberate the fringes of Long Island from Communist, anti-American thugs."

Initial counter-attacks
Late at night on September 10, Adams and Daniels wrote to Trump requesting a signed truce, or failing that, at least a mutual pledge to avoid fighting the next day, out of respect for the 27th anniversary of the September 11th, 2001 terrorist attacks. Trump cabled back refusing a long-term truce, but acquiescing to the latter request, and saying that fighting could resume in the morning of September 12.

At 4 a.m. on September 12, Volunteers - likely from the Boston division - launched a series of shells at