We take a look at players to feature for both clubs before The Royals' visit to the Riverside on Saturday (kick-off 3pm).
Reading landed Leroy Lita from Bristol City for a then club-record fee in 2005, and a 15-goal haul in his maiden campaign with the Royals helped propel them to the Premier League. Despite sustaining an ankle injury towards the back end of the season, his goals had still helped Reading clinch top spot in the Championship with an impressive 106 points.
Lita notched 14 goals in Reading’s first season in the top flight, but game time became limited as further injuries took their toll. After loan spells with Charlton and Norwich, he headed north to sign for Boro in 2009, scoring 20 times across his two seasons with us before making the switch to Swansea City.
Reading’s record goal scorer, Trevor Senior enjoyed two stints with the Royals and registered 153 goals in 301 appearances.
Senior signed from Portsmouth in 1983 and bagged over a century of goals in his first spell. Following a brief stay with Watford, Senior was snapped up by Boro in 1988 and was a member of the squad who were elevated to the First Division, netting two important goals in the Play-Offs.
He returned to Reading after helping us gain promotion, playing 137 more times and scoring another 51 goals.
Andre Bikey initially joined the then Premier League newcomers Reading on loan before making a permanent switch to the Madejski Stadium.
A regular in the side, Bikey remained at Reading despite their relegation from the top flight, and was sent off during their Play-Off semi-final first leg defeat to Burnley – the club he would then join after they secured a place in the Premier League.
The Cameroon international joined Boro in 2012, spending just one season at the Riverside. With 30 appearances under his belt for the Teessiders, his only goal came against Blackpool.
Loan spells with Boro and Reading were part of former Chelsea youngster Nathaniel Chalobah’s development before he penned a permanent deal at Watford in July 2017.
The former England Youth international spent the second half of the 2013/14 season on loan at Boro having been with Nottingham Forest. He featured 14 times for us, with his only goal arriving against Derby County.
Chalobah had a successful stint with the Royals the following season, helping them reach the FA Cup semi-finals where they beaten by eventual winners Arsenal at Wembley.
Another Chelsea youngster, Baker joined Garry Monk's Boro on loan in the summer of 2017 after a couple of impressive seasons with Vitesse Arnhem. The midfielder made 14 appearances and scored twice, but struggled to nail down a regular starting place with The Teessiders, particularly following the Christmas time arrival of Tony Pulis.
Baker made a similar number of starts for Leeds United in the first half of this season, opting to move elsewhere in January and help Reading's survival fight. He scored his first goal in Royals colours at the start of the month, against Hull City.
The Nigerian goal-getter's nomadic career took him to Berkshire in 2015. The most notable part of his short stay at the Madejski was his single goal, a winner against Derby County to put Reading into the FA Cup quarter finals.
Spells with Turkish side Kayserispor, Coventry City and Boreham Wood followed, with The Yak eventually hanging up his boots in November 2017.
Reading and Boro are two of six Championship clubs for left-back Taylor to turn out for.
The Hartlepool-born Academy graduate made 23 appearances for The Royals on loan from Wigan Athletic in 2015/16. He was back out on loan the following year, this time to Bolton, a switch that was made permanent in 2017.