After an intensely satisfying time together in Sydney’s bedroom, Sydney feels even more drawn to Tom and marvels at their chemistry. Tom says he felt from the start that they would be good together, and Sydney agrees, enjoying the sense of closeness and imagining he might not want to leave.

The mood shifts when Sydney’s phone buzzes with a text from Jake asking whether she got home safely and offering to run a background check on Tom. Tom sees the message, becomes tense, and asks who Jake is. Sydney explains that Jake is her ex-boyfriend, a former cop, and says they only reconnected because of the recent murder investigation and Jake’s growing paranoia.

Because Tom is clearly wary, Sydney tries to reassure him immediately. She shows Tom as she sends Jake a firm reply telling him that her social life is none of his business and that she does not want a background check on anyone. Even after that, Tom remains guarded and asks how serious Sydney’s relationship with Jake had been, so Sydney admits that she and Jake once lived together but insists it ended years ago.

Sydney then turns the conversation back to Tom and asks whether he has ever lived with a woman. Tom says he has not, blaming his demanding medical career, which makes Sydney suspect he is still hiding something. When Sydney bluntly asks whether he has ever been in love, Tom finally reveals that he was deeply in love once, with a girl he had known since childhood and dated in high school, and that he believed they would marry. He says she died when they were sixteen and refuses to discuss it further, leaving Sydney to conclude that his lasting grief may explain why he has remained single.