S3·E2 Tony's Sister and Jim

Tony's sister, Monica, has returned to New York after her divorce, and Tony has set her up on a date with Alex, with hopes that they will fall in love. However, while Monica waits for Alex in the garage, she gets to talking to Jim and they hit it off famously. They begin dating, but Tony is not supportive of the relationship and asks Jim not to see her anymore. However, Tony catches Jim at Monica's apartment when he stops by for a visit. Tony is angered that they are seeing each other despite his objections and is ready to toss Jim out (literally), when Monica tells him off about his immaturity and trying to control her life. Tony then sees the light, apologizes, and seems resigned to the new relationship.