How Samantha and Smith’s Relationship Changed in the City: A Complete Timeline of Their Romance

Samantha Before Smith
For the first five seasons, Samantha prioritizes her career and the pleasures of single life over commitment. Before meeting Smith, she has 38 relationships, most of them casual or one-night stands.
She has longer connections with James, Maria and Richard. Richard is her most serious partner, but his serial cheating damages her trust, and she ends their relationship early in season five.
When Samantha meets Smith, she is still recovering from Richard and is not seeking a serious relationship. Their attraction, however, leads her to reconsider.
A Meeting Becomes More
Samantha meets Jerry “Smith” Jerrod in the second episode of season six, “Great Sexpectations,” while he is working at a restaurant. She returns the following night, flirts with him, and the two go home together.
Samantha later takes on publicity for Smith’s play and helps manage his career while continuing their sexual relationship. She encourages him to change his name to Smith and secures him a billboard for an Absolut vodka campaign.
As their relationship deepens, Samantha tells Smith to describe himself as single in interviews, then regrets the decision. She briefly reconnects with Richard, but regrets that choice and recommits to Smith.
Commitment And Change
Samantha and Smith eventually agree to be exclusive and admit they love each other. When Samantha’s chemotherapy affects her hair, Smith shaves his head too.
Key points
- Samantha has 38 relationships before meeting Smith, most of them casual.
- She meets Smith while he is working at a restaurant in season six.
- Samantha helps Smith build his acting career and publicity profile.
- After their breakup, Smith invites Samantha to a movie premiere.

