Chris Eubank Jr and Conor Benn face off at the Tottenham Hotspur Stadium in London on Saturday, April 26, in the latest chapter of their longstanding family rivalry. The animosity between the two clans stretches back before either of Saturday's protagonists were even born, with Chris Eubank Sr and Nigel Benn contesting two all-time classics in the early 1990s, so we’ve put together a timeline of the events that have led to this point. Paddy Power are offering enhanced odds of 50-1 for Eubank Jr to win OR 80-1 for Conor Benn to win. Check out the details of this offer later in this full guide. The origins of the Benn vs Eubank rivalry Nigel Benn made his debut in 1987 and won his first 22 fights by knockout. Eubank Sr made his debut two years earlier but it wasn’t until 1988 when his profile began to rise, and he started to call out the more established Benn. After losing his unbeaten record to Michael Watson, Benn embarked on a rebuild and landed the WBO middleweight title by knocking out Doug DeWitt before living up to his 'Dark Destroyer' moniker with a brutal first-round win over Iran Barkley in his first defence. After years of trash talk, with both men stating they would knock the other out, Benn agreed to meet Eubank with his WBO belt on the line. In September 1990, Chris Eubank Jr was born and two months later Eubank Sr would face Benn for the first time. A classic first fight: Eubank draws first blood The first Eubank vs Benn fight was one for the ages and is still regarded as one of the best, if not the best, all-British bouts of all time. A world title was on the line, there was genuine animosity between the two fighters and both men had promised knockouts. Benn’s team sabotaged Eubank’s entrance to the ring by stopping the music, but it didn’t seem to faze the flamboyant challenger and he caught Benn off guard from the first bell. The contest took a turn in the fourth round as Benn connected with a brutal uppercut, and in the eighth round Eubank was sent to the canvas, but he finished strongly and goaded Benn from the corner between rounds. The two continued to slug it out in the ninth round and Eubank was put down again, but he recovered before unleashing a combination and then a straight right-hand which forced the referee to step in. The rematch: unfinished business The pair would meet in a rematch at super middleweight three years later and this time both men entered the bout as world champions. The second fight didn’t quite match the first but the final round was outstanding, with both men told they needed to win it, and ultimately it was declared a draw. A third fight seemed inevitable, but never came to fruition before Benn hung up his gloves in November 1996 – two months after Conor was born. New generation, same rivalry Chris Eubank Jr made his debut in 2011, with Conor Benn joining the professional ranks five years later. The roles have been reversed as the family feud has been renewed, with Eubank Jr the established fighter and Benn a rising talent. The fight was initially billed as Born Rivals and had been set for October 2022 but was postponed after Benn tested positive for a banned substance. Eubank Jr has kept busy in the meantime, losing to Liam Smith and then avenging that loss before stopping Kamil Szeremeta. Benn has fought twice since, and has continued to goad Eubank Jr – even stepping into the ring after his win over Szeremeta to deride his performance. The build-up has been particularly bad-tempered and has threatened to boil over on numerous occasions, including an infamous moment when Eubank Jr broke an egg over Benn’s head in a nod to his suspension. How to claim your Eubank Jr vs Benn Paddy Power betting offer This section walks you through the process of joining Paddy Power and securing enhanced odds of 50-1 for Eubank Jr to win or 80-1 for Benn to win. It's a quick, secure, and easy sign-up process. Just follow these steps: 1. Create a new online betting account with Paddy Power. 2. Open a new account using promo codeYSACKE 3. Deposit a minimum of £5 by Cards or Apple Pay then place a max £1 bet on the Match odds market on Chris Eubank Jr to beat Conor Benn, Saturday on April 26th. Paddy Power Eubank Jr vs Benn betting offer: 50-1 for Eubank Jr to win or 80-1 for Benn to win Grabbing the Eubank vs Benn betting offer with Paddy Power is a straightforward process. Make sure to keep these T&Cs in mind when signing up with Paddy Power: New customer offer. Place a max £1 bet on the Match odds market on Chris Eubank Jr to beat Conor Benn, Saturday on April 26th. Winnings paid in cash at normal odds and are topped up to the enhanced price in Free Bets. Free bets are valid 7 days, only deposits with cards & Apple Pay are eligible. Excludes multiples & in-play bets. T&Cs apply . Please gamble responsibly. When is the Eubank Jr vs Benn fight? Chris Eubank Jr and Conor Benn will face off on Saturday, April 26, 2025, in what promises to be a blockbuster bout at Tottenham Hotspur Stadium in London. What time is Eubank Jr vs Benn? The undercard is expected to begin at 7pm, with ring walks for the main event likely around 10pm (UK time). Where can I watch Eubank Jr vs Benn? You can watch the fight live on DAZN worldwide. In the UK, it will also be available on Sky Sports Box Office as a pay-per-view event. Read more on Eubank Jr vs Benn here: Chris Eubank Jr: profile, record and next fight against Conor Benn Conor Benn: record, next fight and Eubank Jr rivalry explained Chris Eubank Jr vs Conor Benn: date, time, latest betting odds and how to watch Chris Eubank Jr vs Conor Benn: tale of the tape and betting odds Remember to gamble responsibly Gambling can be an enjoyable and exciting form of entertainment, but it can also be a serious risk if not done responsibly. It is important to understand the risks associated with gambling and to take steps to minimise them. You can always call the National Gambling Helpline on 0808 8020 133 or visit www.gamstop.co.uk if you need extra help or advice. Click for more free bets and betting offers from the Racing Post Commercial notice: This article contains affiliate links. Offers are handpicked and come from operators that our experts have first-hand experience of. 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