Taildragger
"Taildragger" is a jargon term describing an aircraft whose tail forms one of the primary undercarriage contact points - either literally dragging its tail section on the ground, or (more frequently) with the use of a small articulated wheel assembly attached to the most posterior part of the airframe.
Taildraggers have unique ground handling characteristics that some pilots consider to be quite challenging. In a taildragger, the center of mass is located behind the front landing gear, creating an inherently less stable situation. Visibility while on the ground is reduced due to the pitch of the aircraft, making taxying difficult. Taildragger versions of the same aircraft often have higher cruise speeds due to the elimination of the nose gear.
However, there are experienced tailwheel pilots who insist the added challenges of a tailwheel aircraft arise from a lack of skill that results from poor training when transitioning from a tricycle landing gear aircraft. Most pilots now learn to fly in tricycle gear aircraft (e.g., Cessna 152 and only later transition to taildraggers. Since the fleet of general aviation aircraft with a tailwheel is declining, so are the numbers of instructors experienced in this type of aircraft.