Dean Windass

Hull-born Dean Windass cut his teeth with North Ferriby United before he was picked up by his hometown club, scoring 57 goals in 176 appearances during his first stint. Spells away with Aberdeen, Oxford United and Bradford City – the first of two at Valley Parade – all came before he arrived at Boro in 2001. He made 16 starts in the league for us, scoring three times. Loans with both Sheffield clubs - with his time at United becoming permanent - and a return to the Bantams followed, with Windass eventually returning home in 2007. He is written in Hull City folklore for scoring the goal in the Play-Off final to take them up to the Premier League for the first time in their history.

Dani Ayala

Starting his career with Liverpool, Dani Ayala had a 12-game loan spell with Hull City eight years ago. He scored his only goal for the Tigers on his home debut in a 2-0 victory over Derby County – the side he’d spend the second half of the 2010/11 season with. After his loan stint with the Rams and a permanent switch to Norwich City, a loan move to Boro turned permanent in 2014 and he’s become an integral part of the defence since then, clocking up over 150 appearances.

Nick Barmby

Another former player for both sides who hails from Hull, Nick Barmby began his career in London with Tottenham Hotspur before he linked up with Boro in 1995 for a then club record fee of £5.25m. During his season and a half on Teesside, Barmby played his part in history as he assisted fellow 'Midget Gem' Craig Hignett for the first goal at the Riverside. The midfielder netted seven times in his only full season with us and moved on to Everton in 1996, later moving across the city to Liverpool and then to Leeds United. The former England international finished his career with his hometown club, earning two promotions including one to the Premier League. Barmby had a spell in the dugout at the KCOM Stadium from 2011 to 2012.

Ray Parlour

After a trophy-laden career with Arsenal, Ray Parlour headed north in the latter years of his career, with his first stop to Boro in 2004. He was a regular feature in the midfield during his first season at the Riverside, amassing 41 appearances including some in the Uefa Cup. The ex-England representative only featured 19 times the next season and was on the bench during the Uefa Cup final. Parlour moved on to Hull, helping City avoid relegation from the Championship.

George Boateng

Another member of Boro’s Uefa Cup final team, George Boateng tasted Carling Cup success during his six-year stay with us. Notching over 200 appearances for us in all competitions, Boateng joined Boro from Aston Villa after playing over a century of games at Villa Park. The former Boro captain started in midfield in our League Cup final triumph over Bolton Wanderers in 2004, and moved to East Yorkshire in 2008 as Hull began life in the Premier League. Boateng would also latterly play for another of Boro's remaining opponents this season, Nottingham Forest.

Billy Askew

Having started his career with Boro, Durham-born left-footer Askew departed for Hull City in 1982 after making just a dozen senior appearances on Teesside. Midfielder Askew became an integral part of City's rise from the Fourth to Second Division in the 1980s, turning out more than 250 times for The Tigers in an eight year spell before returning to the North East with Newcastle United.

England international winger Arthur Cunliffe represented both Boro and City in the years leading up to the Second World War. Cunliffe was registered to The Tigers as the war broke out, having scored 20 goals in hist first 42 league appearances, and would represent the Army during the conflict. 

Legendary Teesside forward Wilf Mannion had a short stay at Hull. Having initially retired as a player in 1954, Boro's 'Golden Boy' reversed that decision to play for the East Yorkshire team.

Another Boro great to also have a brief period with Hull City is John Hickton. A veteran of nearly 200 goals in his 500-odd Boro games spanning ten years, Hickton was briefly loaned to The Tigers towards the end of his career with us, scoring once in six appearances for the Humberside club in 1976-77.

Striker Andy Payton was Hull City's record transfer sale for 15 years after signing for Boro for £700,000 in November 1991. He was only with us for a single season, later playing for Celtic, Barnsley, Huddersfield Town and Burnley.

Brian Marwood was briefly loaned to Boro in 1992, having enjoyed a sizeable amount of success in his early years with Hull before stepping up to join Sheffield Wednesday. Son James Marwood, himself a former pro, now works as a coach in Boro's Academy.

More recently, Brad Guzan, Danny Graham and Gaston Ramirez all made loan moves to Hull. Graham and Ramirez represented The Tigers in the Premier League, both scoring a solitary goal, and the duo would play for Boro in the second tier the campaign after their stay at Hull. Caleb Folan was one of Boro's more forgettable temporary signings in the second tier, joining on loan in 2009 but making just one appearance.

Marlon King was another played for Boro on loan having turned out for Hull earlier in the same season. King would score for Boro in what Boro hoped could be a pivotal Premier League victory over The Tigers at the Riverside, but it proved to be The Teessiders relegated that season as Hull clung on to top flight status. 

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