Jenny is assigned an article and photo shoot about conjoined twins who are about to undergo surgery to separate them. When she arrives at the hospital, she discovers they have decided to forgo the operation, given the odds that one will not survive are fairly high and neither wants to lose the other. Jenny suggests they view the surgery as an opportunity for one to allow the other to live instead of both dying, which is a given without the operation. They follow her advice, and subsequently one dies. A second plotline involves Becca (guest star Ashley Williams), Vivy's friend from San Francisco, who comes to town to spend time with her. Jenny is jealous that she's in the picture, and her feelings intensify when she learns Becca and Ian went out for drinks. Jenny finally takes a stand re: what has become a somewhat ambiguous relationship with Ian and returns her engagement ring to him.

Jenny volunteers to write a story about up-and-coming Vietnamese artist Amh Thuy, but soon discovers her mother's background story is far more interesting. Rick volunteers to be a Big Brother to a young Hispanic boy who hopes to use the program as a means of finding a husband for his mother. He decides Rick isn't a viable candidate when he sees him interact with Vivy and correctly perceives his feelings for her run deep. Jenny discovers her father forfeited a promising career as an artist in order to raise a family. Ian and Becca take the next step in their developing relationship. Jenny's phone friend calls, tells her he thinks he's falling in love with her, and promises they'll meet as soon as he returns from a business trip. Previews of the next episode suggest he may not be the hunk Jenny has imagined him to be.

Prompted by an interview with a doctor who theorizes that one's first love sets one's course in life and lasts forever, Jenny searches for her own. She discovers he's an award-winning photojournalist and contacts him via his website. Coincidentally he's in Los Angeles and the two reunite. He confesses he still has feelings for her and invites Jenny to take a sabbatical from work and travel with him around the world. She accepts, then declines after giving the matter more thought. Vivy is diagnosed with medicinal menopause and her doctor prescribes unusual treatment to counteract the symptoms. Rick meets with Jenny's mother and is amazed to find her blatantly flirting with him.

(Note: Try to Remember, the 8th show in production order, was aired out of sequence, as the 7th[7])