Final answer:
McTeague, the protagonist, and a dentist, drilled Wino's tooth, which in the text symbolizes an emotionally challenging task as he cares deeply for the patient, Trina. The sentimental value of his profession is further emphasized by Trina's gift of a large golden tooth signifying their connection.
Step-by-step explanation:
The character who drilled Wino's tooth is McTeague. In the provided text, McTeague is a dentist who faces an emotional dilemma while performing a dental procedure on Trina, a woman with whom he has a special bond. Through this narrative, we witness the intricate blend of professional duty and personal sentiment, which complicates McTeague's experience as he fills a cavity in Trina's tooth. The excerpts from the story detail the personal and emotional dimensions of McTeague's work and his affection for Trina, highlighted by the special gift of a giant golden tooth that she gives him, reflecting the significance of dentistry in their relationship.