Liverpool's Champions League title defence got off to a stuttering start as Jurgen Klopp's Reds fell to a 2-0 defeat against Napoli on Tuesday (Sep 17).
Dries Mertens' penalty and a late Fernando Llorente goal condemned Liverpool to defeat in their Group E UEFA Champions League opener against Napoli.
Forward Mertens scored from the penalty spot after Liverpool defender Andy Robertson was judged to have fouled Jose Callejon. Llorente then capitalised on a mistake from Virgil van Dijk in stoppage-time to roll the ball past Liverpool keeper Adrian.
Jurgen Klopp's side are the first winners of the competition to lose the opening game of the following campaign since AC Milan in 1994.
Goalkeeper Adrian had earlier made two keys saves for Liverpool, who initially struggled to impose themselves in the intimidating atmosphere of the San Paolo Stadium.
The 32-year-old, deputising for the injured Alisson, twice saved from compatriot Fabian Ruiz during the first period and produced an outstanding point-blank save from Mertens' volley just after the break.
However, unlike the corresponding fixture last term, when Liverpool failed to register a shot on target in their 1-0 defeat, Klopp's side did produce moments of slick football to threaten the hosts.
A flashing Mohamed Salah drive was superbly tipped to safety by Napoli goalkeeper Alex Meret, who also saved Sadio Mane's toe-poked shot with the score at 0-0.
