Coentrao, 26, started his career as a left winger with Rio Ave, earning comparisons to Arjen Robben before his move to Benfica in 2007. Hoever, after struggling to make the grade as an attacker, Coentrao was converted to a left back and hasn't looked back since.
Having starred at left back for Portugal at the World Cup in 2010, Coentrao attracted interest from around Europe, with many of the biggest sides on the continent looking to snap him up. It wasn't until 2011 that Coentrao earned his big move though, signing for Real Madrid for a reported €30m.
His time in the Spanish capital hasn't been outstanding though, as Coentrao has struggled to displace Marcelo as the starting left back at the Santiago Bernabeu - but that hasn't stopped teams from casting admiring glances in his direction ahead of the summer transfer window.
Coentrao wants first team football now, and almost got it back in September 2013 as Manchester United looked set to complete a loan deal for him, but that fell through at the last minute, whilst Liverpool have also recently been linked with the Portuguese international as Brendan Rodgers hopes to improve his squad ahead of the Reds' return to the Champions League next season.
But both clubs could be disappointed to hear that Coentrao has reportedly opened talks over a move away from Real Madrid - to Inter Milan.
The Serie A giants will undergo something of an overhaul this summer as new owner Erick Thohir looks to put his stamp on the side, with Manchester United defender Nemanja Vidic already on his way to the club at the end of the season.
Yet their defensive retooling won't stop there, and reports now suggest that Thohir has already met with Coentrao's agent Jorge Mendes ahead of a potential summer move - which would leave United and Liverpool looking at other options to solve their left back problems.