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On August 29, Ronaldo faced Deportivo La Corua in his La Liga debut, winning 3-2 at home thanks to a penalty. He was the first Madrid player to score in each of his first four league outings. The club's first two Champions League goals came from two free kicks in the opening group game against Zürich. He had a solid start to the season before he was sidelined for seven weeks in October while serving on international duty due to an ankle ailment. He was given his first red card in Spain a week after his return during a game against Almera.

Ronaldo came in second place to Messi in the 2009 Ballon d'Or and 2009 FIFA World Player of the Year voting at the halfway point of the season. His hat-trick in a 4-1 victory over Mallorca on May 5, 2010, his first in La Liga, helped him conclude the season with 33 goals across all competitions, making him Real Madrid's leading scorer for the year. Despite contributing to a club record 96 league points, Ronaldo failed to take home a trophy in his debut campaign.

Before the 2010–11 season, Ronaldo received the number 7 shirt for Madrid as a result of Raul's departure. When, for the first time in his career, he scored four goals in a single game during a 6-1 blowout over Racing Santander on October 23, it symbolized his eventual return to his Ballon d'Or-winning form. Later, Ronaldo recorded hat-trick victories over Athletic Bilbao, Levante, Villarreal, and Málaga. He didn't place in the top three in the first FIFA Ballon d'Or in 2010, despite his efforts. Ronaldo scored twice in an unprecedented run of four Clásicos versus rival Barcelona in April 2011 to tie his individual record of 42 goals in all competitions.

Although Madrid was eliminated from the Champions League semi-finals as a result of his goalless performance in both legs, he scored the game-winning goal in the 2011 Copa del Rey Final in the 103rd minute to win his first trophy in Spain. He also equalized from the penalty spot in the return league match. He became the first player in La Liga to reach 40 goals with his two goals in the final game of the campaign against Almera. Ronaldo won the European Golden Shoe for a second time in addition to the Pichichi Trophy, making history as the first player to win it in two different leagues.

Ronaldo set a new personal best of 60 goals across all competitions the next season. After scoring hat-tricks against Real Zaragoza, Rayo Vallecano, Málaga, Osasuna, and Sevilla, the last of which propelled Madrid to the top of the league by the halfway point of the season, he came in second place to Messi in the 2011 FIFA Ballon d'Or voting. Ronaldo experienced better team success in the league, contributing a league-record 100 points to Real Madrid's first league championship in four years.

He broke the previous club record held by Ferenc Puskás by scoring a hat-trick against Levante to help Madrid extend their lead over Barcelona. On March 24, 2012, he scored his 100th league goal for Madrid in a 5-1 victory over Real Sociedad, a feat he accomplished in just 92 games over three seasons. He equaled his record from the previous season with 40 league goals after scoring another hat-trick in the Madrid derby against Atlético Madrid. Despite falling four shy of Messi's new record of 47 goals, he became the first player to score against each of the 19 La Liga opponents in a single season with his final league goal against Mallorca.

2013–2015: Consecutive Ballon d'Or wins and La Décima

Ronaldo signed a new deal at the beginning of the 2013–14 season that increased his stay by three years, to 2018, and increased his income to €17 million net, briefly making him the highest-paid player in football. Winger Gareth Bale, whose world-record transfer fee of €100 million exceeded the sum Madrid paid for Ronaldo four years earlier, joined him at the team. They made up the offensive trio known as "BBC," which stands for Bale, Benzema, and Cristiano and is a play on the name of the British public service broadcaster, the British Broadcasting Corporation. They were joined by striker Karim Benzema (BBC).

In 22 games for club and country by the end of November, Ronaldo had scored 32 goals, including hat-tricks against Galatasaray, Sevilla, Real Sociedad, Northern Ireland, and Sweden. His biggest year-end goal total was 69 goals in 59 games at the end of 2013. For the first time in his career, he was given the 2013 FIFA Ballon d'Or, a combination of the Ballon d'Or and the FIFA World Player of the Year award.

Ronaldo assisted Madrid in winning the Copa del Rey by scoring two penalties against Atlético at the Vicente Calderón. With the first of these goals, he had now scored in each and every minute of a 90-minute football game. He was unable to attend the championship game because of ongoing knee and thigh problems. Madrid defeated Barcelona 2-1 to win the title. Ronaldo won the Pichichi and the European Golden Shoe for his 31 goals in 30 league games. He shared the latter honor with Liverpool striker Luis Suárez.

He scored a brace against Celta Vigo on January 6 to give him his 400th career goal in 653 appearances for club and country; he dedicated his goals to fellow countryman Eusébio, who had passed away two days earlier. The Liga Nacional de Ftbol Profesional recognized Cristiano Ronaldo the Best Player in La Liga and named his last-second back-heeled volley against Valencia on May 4 (his 50th goal in all competitions) as the best goal of the season.

Ronaldo achieved a new personal record of 61 goals during the 2014–15 campaign, beginning with both goals in Madrid's 2-0 victory over Sevilla in the UEFA Super Cup. He then had his best-ever league-season scoring start, scoring 15 goals in the first eight games. His record-breaking 23rd La Liga hat trick against Celta Vigo on December 6 made him the player to score 200 La Liga goals the fastest, doing it in just 178 games. Ronaldo became the fourth person to win the Ballon d'Or three times after winning the 2014 FIFA Club World Cup, joining Johan Cruyff, Michel Platini, and Marco van Basten. Madrid placed second in La Liga and lost in the quarterfinals of the Champions League. In the latter competition, Ronaldo's goal in a 2-0 victory over Schalke 04 saw him extend his streak of away goals to a record 12 games. [186] In the semifinal matchup against Juventus, where Madrid lost 3-2 on the season, he scored both goals for his team. Alongside Messi and Neymar, he concluded the season with 10 goals to take the top spot in scoring for a third straight year. [188] In a 9-1 demolition of Granada on April 5, he scored five goals in a game for the first time in his career, including an eight-minute hat-trick. Three days later, his 300th goal for his team was scored in a 2-0 victory over Rayo Vallecano.

His tally of hat-tricks for Madrid increased to 31, surpassing Di Stéfano's club record of 28 thanks to subsequent hat-tricks against Sevilla, Espanyol, and Getafe. With 48 goals in the regular season, he captured the European Golden Shoe for a record-tying fourth time and the second straight Pichichi.

2017–2018: Fifth Ballon d'Or and fifth Champions League win

In the first leg of the 2017 Supercopa de Espaa at Camp Nou at the beginning of the 2017–18 season, Ronaldo scored Madrid's second goal in the 80th minute of a 3–1 victory over Barcelona; however, he was dismissed two minutes later and missed the second leg. For the second year in a row, he received the Best FIFA Men's Player title on October 23 as a result of his accomplishments in 2017. With a curling goal against Dortmund at home on December 6th, he made history by being the first player to score in each of the six Champions League group stage games.

Ronaldo received his fifth Ballon d'Or prize on the Parisian Eiffel Tower the following day, having won it the previous day. He struck the game-winning free kick on December 16 as Madrid defeated Grêmio to capture their second consecutive Club World Cup. He reached the milestone of 300 La Liga goals in just 286 appearances, which made him the second player behind Messi to do so, to score two goals in a 3-1 home victory over Getafe on March 3, 2018. In a 6-3 victory over Girona on March 18, he scored four goals to record his 50th hat-trick of his career.

On April 3, Ronaldo scored twice as Real Madrid defeated Juventus 3-0 on the road in the quarterfinals of the 2017–18 UEFA Champions League. His second goal was an impressive bicycle kick. With Ronaldo's foot nearly 7 ft 7 in (2.31 m) off the ground, Andrea Barzagli of Juventus referred to it as a "PlayStation goal," and it earned him a standing ovation from the opposition supporters in the stadium as well as several accolades from peers, commentators, and coaches.

In the second leg against Juventus on April 11, he scored a 98th-minute injury time penalty in a 3-1 loss, advancing Madrid 4-3 overall. He had scored ten goals against Juventus, a record in the Champions League against a single team. Ronaldo won his fifth Champions League trophy in the final on May 26 as Madrid defeated Liverpool 3-1, making him the first player to accomplish this accomplishment. With 15 goals, he was the tournament's leading scorer for the sixth consecutive year. After the game, Ronaldo used the past tense when speaking about his time with Madrid, raising rumors that he would depart the team.

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