Man City 1-2 Arsenal: 27 Oct, 2004
Goals for two of Arsenal's competititve debutants. Robbie Fowler's last-minute effort looked to have sent this one into extra-time, but there'd be more drama to come...
Robin van Persie: Like Thierry Henry before him, Van Persie would be converted by Wenger from winger to prolific striker. After making his first substitute appearance in the Community Shield against Manchester United, the Dutchman earned his first start in this game, and he netted the opener. Scored 132 goals in 277 games, including 30 league goals in his final season, before joining Sir Alex Ferguson's Old Trafford revolution in summer 2012. After helping Fergie's men win the title in his first year, things went somewhat downhill and he joined Fenerbahce for just under £4m this summer.
Daniel Karbassiyoon: Few outside Arsenal circles will remember Arsenal's American-born utility man, who made this a debut to remember by netting the late winner off the bench as an 82nd-minute sub. After joining as a striker, Karbassiyoon was converted to left-back and played three times under Wenger. He joined Ipswich on loan later in the season before making a permanent switch to Burnley the following summer, but a string of injuries forced him into retirement at just 22. Now a North American scout for the Gunners, Karbassiyoon is widely credited for unearthing Joel Campbell and Gedion Zelalem.
Seb Larsson: Another of the nearly-made-it brigade, Larsson featured as a left-back in this game despite making his name in the reserves as a central midfielder. Three successful appearances in the season's competition earned him the same number in the league the following campaign, before a hugely successful loan spell at Birmingham was made permanent by the West Midlands club in 2006. A Sweden international since 2008, he joined Sunderland on a free in 2011. Scored against Arsenal at the Emirates in his debut campaign, prompting Wenger to suggest he was the best free-kick taker in the top flight.
Philippe Senderos: Signed at 17 from Swiss outfit Servette, the promising centre-back had to wait almost two years for his first-team bow in this game. Starting alongside Pascal Cygan at the heart of defence, Senderos would go on to become a key member of Arsenal's successful sides of the mid-noughties and make 84 league appearances. Played in the 2005 FA Cup final. After falling out of favour he was shipped out on loan to AC Milan and Everton before signing for Fulham on a free in June 2010. After a brief stint at Valencia in 2014 (er, remember that?), he landed back in England with Aston Villa.
Arturo Lupoli: A first start at the City of Manchester wasn't quite the catalyst for a glittering career in north London. He bagged twice against Everton in his next League Cup game, and also featured against Manchester United and Sheffield United that season. But, after a promising run the following campaign - he even made his league debut against Blackburn - the young Italian's progress stunted. He joined Derby on loan in 2006/07 before signing permanently for Fiorentina, but a string of average loan spells proved disappointing. Eventually he fell down the Italian leagues with Ascoli, Grosetto and Varese before hot-footing to Hungary with Budapest Honved. There was something of a redemption story, though: in February 2015 he joined Frosinone, who won promotion to Serie A for the first time.
Sunderland 0-3 Arsenal: 25 Oct, 2005
A convincing win for Wenger's side at the Stadium of Light, sending them into the fourth round.
Nicklas Bendtner: The Dane replaced Owusu-Abeyie as a late substitute on Wearside to begin his topsy-turvy career with the Gunners. After a successful loan spell with Birmingham alongside Seb Larsson in the 2006/07 campaign, Bendtner returned to the Emirates Stadium in Wenger's first team set-up. Three seasons of involvement passed before the temperamental striker fell out of favour, and he joined Sunderland on loan in 2011/12. They didn't sign him, though, and despite Arsenal's best efforts to get rid with a succession of aborted trasfers, he joined Juventus in a largely pointless spell in 2012/13. Despite vowing never to play for the club again he hung around as the Gunners' second-choice striker until summer 2014, when he joined Wolfsburg.
Fabrice Muamba: Born in Zaire (now the Democratic Republic of Congo), Muamba's father had to leave the country because of his political views. After moving to London in 1994, Muamba Jr. joined him at the age of 11. Despite being unable to speak a word of English when he arrived, the domineering-midfielder-to-be achieved 10 GCSEs and three A levels. Taken on at Arsenal as a schoolboy, Muamba made two League Cup appearances in his time at the club, but with Patrick Vieria ahead in the pecking order he moved to Birmingham City in 2006. Later at Bolton, in 2012, he suffered a cardiac arrest in an FA Cup clash at Tottenham, his heart having stopped for 78 minutes. To great relief Muamba made a full recovery, but was advised not to play professional football again. Now enjoying media work and ambassadorial roles.
Anthony Stokes: Adopted by his aunt and uncle Joan and John Stokes at three years old, Stokes played for the Shelbourne youth team before appearing on Arsenal's long-standing Irish scouting radar in 2003. Made his debut for the reserves at the tender age of 15. A successful loan spell with Falkirk in 2006, where he scored 14 goals in 16 SPL games, saw him sign for Sunderland in a £2 million deal. After struggling with only three goals in 36 appearances for the Black Cats he moved north of the border once more when Hibernian signed him for £500k. Celtic paid £1.2 million for him in 2011 on the back of 22 goals in his only season in Edinburgh.
NEXT: Denilson, Gibbs and Barazite