An anvil buttress loading system includes an anvil assembly, an anvil buttress loading tool, and an anvil buttress. The anvil buttress is releasably retained on the anvil buttress loading tool with a body of the anvil buttress is positioned on a base of the anvil buttress loading tool, a proximal tab of the anvil buttress positioned over a loading ramp of the anvil buttress loading tool, and a distal tab of the anvil buttress positioned within a flange of the anvil buttress loading tool. The anvil buttress is transferrable from the anvil buttress loading tool to the anvil assembly such that the anvil buttress is releasably secured to the anvil assembly with the body positioned on a tissue facing surface of the anvil assembly, the proximal tab engaged with a pin assembly of the anvil assembly, and the distal tab engaged with an anvil tip of the anvil assembly.