The two share a common trait of drinking, even in Jones Tavern.
Sadly, their relationship came to a quick end after Saccardo was summoned to go undercover, he later reappeared in Season Seven's " Jurisprudence," after secretly texting Lilly.
The two then head to the beach, watching the sunrise together and share a kiss.
Nearly two years after the end of her short-lived relationship with Joseph, Lilly meets her match in Detective Eddie Saccardo, a brash, egotistical fellow detective who works in the narcotics division.
After working together on a few cases, Lilly comes to tolerate and even grow fond of Saccardo, especially after watching him use his personal history of drug abuse to get a witness to open up (although this could just be made up lie in order to seek the truth, there is no indication that Saccardo has even admitted to being a former drug user himself), a tactic Lilly often uses with witnesses in respect to her rough childhood.
At the end of season seven, after rescuing her sister (Shattered), she discovers that she's now an aunt to Christina's baby daughter.
It is Scotty who first notices that there is something going on between ADA Jason Kite and her.
Sadly, it is at this point that Lilly had said a final good-bye to Ray.