Marvin Emnes

Marvin Emnes scored his first league goal for Boro against Swansea in August 2009, but he struggled to hold down a spot in our line-up under manager Gordon Strachan. By October 2010, the Dutchman was deemed surplus to requirements at the Riverside, and joined The Swans on a month's loan deal. Emnes impressed in that short spell in South Wales, scoring on his debut against Leicester City and also in the South Wales debut against Cardiff. Naturally, Swansea wanted to keep Emnes on a longer basis but back at Boro, Tony Mowbray had taken charge and was keen to work the forward back into the fold. That he did, with Emnes responding with an impressive 18 goals the following campaign. 

Emnes did return to Swansea four years later, although he struggled to make the same impression with the club, who were now in the Premier League, second time round. He a further 34 appearances in Swans colours while also spending time on loan with Blackburn Rovers under old Boro boss Mowbray. Emnes spent last season with Turkish side Akhisar Belediyespor before joining Vancouver Whitecaps last summer.

Bill Harris

Swansea-born in 1928, Bill Harris started his footballing career with his local club - then known as Swansea Town - but did not make it beyond the third team and so made the short journey to Llanelli in 1949. After six months there he joined Hull City, notching up over a century of games before joining Boro in 1954 for £15,000. A wing half, Harris played a huge 378 games for Boro, scoring 72 goals, and was capped for Wales. He also had the distinction of scoring a goal after 11 seconds in a 5-1 FA cup win against Shrewsbury Town in 1962. Retiring in Middlesbrough, Harris also managed Stockton Town in his later years.

Dimi Konstantopoulos

After a nightmare move to Nottingham Forest that saw Dimi rupture his Achilles tendon on his first day of training, the Greek stopper joined Swansea on loan later in 2008 as cover for the injured Dorus de Vries. Playing under Roberto Martinez and alongside future Boro boss Garry Monk, he impressed enough that The Swans wanted to extend his emergency loan beyond an initial six games. That move was denied by the EFL, though, with Dimi, who became our oldest-ever player this season, instead joined local rivals Cardiff City to step in for the injured Peter Enckelman. 

Connor Roberts

Progressing through the ranks with Swansea's Academy, Connor Roberts captained their youth side to successes in the PL2 and Premier League Cup. The full-back enjoyed spells with Yeovil and Bristol Rovers before linking up with Boro in the summer of 2017. Roberts found it difficult to get game time with Boro ahead of Cyrus Christie in Boro's right-back slot, making just four appearances - one in the league on a tricky afternoon at Leeds United. When Tony Pulis arrived at Boro in December 2017, the new manager was intent on reducing the size of his squad and the decision was made for Roberts to head back to Swansea. He has flourished since returning to his homeland, though, becoming a regular starter for The Swans and also earning full international honours with Wales. In fact, his first goal for his country was scored past Darren Randolph in the first half of the season. 

Kyle Naughton 

Another current Swan who had a loan spell with Boro, Kyle Naughton is a regular in Graham Potter's backline alongside Connor Roberts. Having come through the ranks at Sheffield United, the former England Youth international was snapped up by Spurs in 2009 along with Kyle Walker. As well as loan spells with Leicester City and Norwich City, Naughton played 15 times for Boro in his loan stint in the second half of the 2009/10 campaign. He left White Hart Lane in 2015 for Swansea, and has amassed well over a century of appearances. 

Danny Graham

Danny Graham started his professional career at Boro, joining from Chester-le-Street. The striker represented England at Under-20 level and went out on loan to clubs in all three tiers of the EFL before, having made only a handful of senior Boro appearances, joining the last of those clubs Carlisle on a permanent basis. There the goals began to flow, and continued to flow as he moved up the footballing pyramid to join Watford. In June 2011, Graham joined newly-promoted Swansea in the Premier League for £3.5m, and would score 21 goals in 62 appearances over the following two seasons. Thereafter he moved back north to Sunderland, eventually returning to Teesside for a loan spell in the second half of the 2013/14 season - scoring a respectable six goals in 18 games for Aitor Karanka's Boro side. He's now with Blackburn Rovers, having netted 17 goals in their League One promotion success last season.