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The first black Glentoran shirt since the Detroit Cougars kit of 1967 was always going to be a best seller. Manchester United had been the first side in Britain to experiment with black shirts; it would not be long before they were appearing everywhere. This was an all black kit with shorts and socks carrying matching green and red trim. Sadly because there was no requirement from the manufacturer for a certain number of games to be played in the away shirt, appearances in this jersey were limited over its one season at the Oval. Significantly though, it was worn against Maccabi Haifa of Israel for the away leg of Glentoran's European Cup Winner's Cup tie. Someone along the way in Israel had voiced concerns that Glentoran's red, green and black colours may inflame an already volatile situation in the port city as the club colours mirrored those of the Palestine Liberation Organisation. A decision was taken to wear the less inflammatory black shirt which allowed Maccabi to play in their traditional green. Although the players sweltered in the 40 degree heat in the shadow of Mount Carmel, the locals in truth could not have been nicer to the hundreds of Glentoran supporters who made the trip all bedecked in red, green and black. This was the last of the Le Coq Sportif kits as the company restructured in Europe.
With many of the bigger names in shirt production streamlining their operations and concentrating on fewer but higher profile clients, smaller clubs were being forced to look for less well known brands. Avec were a Durham based company owned by former Sunderland player Peter Crawford. They had made their name through a six year partnership with Sunderland FC. In July 1999 they launched this design for the Glens. The shirt was made from what was described in the advertising blurb as waffle-like material, and many fans quite liked the new look. The one disappointing aspect of the shirt was that the badge looked weak inside the black circle. Roy Coyle strengthened his squad with the acquisition of Ian Gilzean (son of Alan) from St Patrick's Athletic, goalkeeper Alan Gough from Shelbourne, Ally McCombe from Bangor and Brian Russell from Crusaders. This would be the shirt which would take the Glens into a new millennium. Moderate success would be achieved as the side lifted both the County Antrim Shield and the Ulster Cup during the season. Brian Russell scored the last goal anywhere in the United Kingdom of the first millennium when the Glens beat the Blues 1-0 in the County Antrim Shield on the 31st December 1999.