While there were moments of flirtation and tension between them, their relationship remained strictly professional and somewhat adversarial. Adrianna was a close friend of Christopher Moltisanti, Tony's nephew and a made man in the Soprano family.
The closest they came to anything romantic was during the episode "Employee of the Month", where Tony, in a moment of weakness, expressed a desire to "take a chance" with her after a meeting, but ultimately nothing happened.