The two-cycle engine includes a piston capable of reciprocating along a cylinder, the piston being provided with piston rings; and a lubrication port provided in the cylinder, the lubrication port being used to supply a lubricant to a sliding surface of the cylinder on which the piston rings slide. Inter-ring spaces are provided, each inter-ring space being between adjacent piston rings. In addition, the two-cycle engine includes a controller used to adjust a lubrication period of lubricating from the lubrication port during movement of the piston toward a top dead center thereof, so that a period before an uppermost inter-ring space passing by the lubrication port is excluded from the lubrication period and a period in which at least part of a lowermost inter-ring space faces the lubrication port is included in the lubrication period.