Born in
Skopje, Smileski moved at an early age to
Split, where his father was stationed in the
Yugoslav People's Army. He started playing football with
Hajduk Split at the age of 10. Later on, Smileski relocated with his family to Belgrade and joined the youth system of
Partizan in 1962. He made his competitive debut for the club in the second half of the
1967–68 season. Smileski, along with the likes of
Momčilo Vukotić and
Vlado Pejović, was among a number of youngsters introduced to the team that season, and the new group of players came to be known collectively as the
Bobek Babes. He was later loaned to
Borac Banja Luka for two years, before returning to Partizan. In the 1972 winter transfer window, Smileski was transferred to
Borac Banja Luka. In 1979, after making over 150 appearances for Borac Banja Luka in the
Yugoslav First League, Smileski went abroad to Austria to play for SPG Innsbruck, spending the next two and a half seasons with the club. He finished his playing career at
BSK Banja Luka. ==International career==