In each of his two seasons with Toronto, Clemens won a Cy Young Award, as well as the pitching triple crown by leading the league in wins, ERA, and strikeouts.

[1] Clemens denied these allegations under oath before the United States Congress, leading congressional leaders to refer his case to the Justice Department on suspicions of perjury.

[2] On August 19, 2010, a federal grand jury at the U.S. District Court in Washington, D.C., indicted Clemens on six felony counts involving perjury, false statements, and contempt of Congress.

Clemens started the 1986 All-Star Game (played in his hometown of Houston) in the Astrodome and was named the Most Valuable Player of the contest by throwing three perfect innings and striking out two.

The Red Sox had a miserable 1987 season, finishing at 78–84, though Clemens won his second consecutive Cy Young Award with a 20–9 record, 2.97 ERA, 256 strikeouts, and seven shutouts.

His greatest postseason failure came in the second inning of the final game of the 1990 ALCS, when he was ejected for arguing balls and strikes with umpire Terry Cooney, accentuating the A's four-game sweep of the Red Sox.

General Manager Dan Duquette remarked that he "hoped to keep him in Boston during the twilight of his career", but Clemens left and signed with the Toronto Blue Jays.

He logged a pair of wins in the postseason, though he lost Game 3 of the 1999 ALCS in a matchup against Red Sox ace Pedro Martínez, which was the Yankees' only loss in the 1999 playoffs.

Clemens started for the Yankees in Game 7 of the 2001 World Series against the Arizona Diamondbacks, where he dueled Curt Schilling to a standstill after 6 innings, yielding only one run.

Clemens came out of retirement, signing a one-year deal with his adopted hometown Houston Astros on January 12, 2004, joining close friend and former Yankees teammate Andy Pettitte.

On October 9, 2005, Clemens made his first relief appearance since 1984, entering as a pinch hitter in the 15th, then pitching three innings to get the win as the Astros defeated the Atlanta Braves in Game 4 of the NLDS.

Clemens unexpectedly appeared in the owner's box at Yankee Stadium on May 6, 2007, during the seventh-inning stretch of a game against the Seattle Mariners, and made a brief statement: "Thank y'all.

His final regular-season appearance was a start against the Red Sox at Fenway Park, in which he allowed two hits and one unearned run in six innings, and received a no-decision.

He retired former New York Met outfielder Timo Perez for the final out in the fourth inning, and was named the winning pitcher by the official scorer.

[61] Roger Clemens joined the Kansas Stars, a group of 24 retired major leaguers and his son Koby, to compete in the 2016 National Baseball Congress World Series.

[62] The team was put together by Kansas natives Adam LaRoche and Nate Robertson, and featured eleven former All-Stars, including Tim Hudson, Roy Oswalt, and J. D. Drew as well as Clemens.

[66] On August 22, 2019, Clemens wore his Red Sox uniform and pitched in the Abbot Financial Management Oldtime Baseball Game, an annual charity event held at St. Peter's Field in Cambridge, Massachusetts.

The 2019 game benefitted Compassionate Care ALS, in memory of longtime Fenway Park supervisor John Welch, who died from Lou Gehrig's Disease in December 2018.

[83][84] Clemens has attracted controversy over the years for his outspoken comments, such as his complaints about having to carry his own luggage through an airport and his criticism of Fenway Park for being a subpar facility.

[85] On April 4, 2006, Clemens made an insulting remark when asked about the devotion of Japanese and South Korean fans during the World Baseball Classic: "None of the dry cleaners were open, they were all at the game, Japan and Korea".

While not addressing the allegations directly, Clemens stated: "I could care less about the rules [sic]" and "I've talked to some friends of his and I've teased them that when you're under house arrest and have ankle bracelets on, you have a lot of time to write a book.

According to a 20-page search warrant affidavit signed by IRS Special Agent Jeff Novitzky, Grimsley told investigators he obtained amphetamines, anabolic steroids and human growth hormone from someone recommended to him by former Yankees trainer Brian McNamee.

Clemens's attorney Rusty Hardin denied the claims, calling McNamee "a troubled and unreliable witness" who has changed his story five times in an attempt to avoid criminal prosecution.

He told Mike Wallace that his longevity in baseball was due to "hard work" rather than illegal substances and denied all of McNamee's assertions that he injected Clemens with steroids, saying it "never happened".

[100] In a letter sent February 27 to Attorney General Michael Mukasey, House Oversight and Government Reform Committee chairman Henry Waxman and ranking Republican Tom Davis said Clemens's testimony that he "never used anabolic steroids or human growth hormone warrants further investigation".

[101] As a result of the Mitchell Report, Clemens was asked to end his involvement with the Giff Nielsen Day of Golf for Kids charity tournament in Houston that he has hosted for four years.

[102] After Washington prosecutors showed "a renewed interest in the case in the final months of 2008", a federal grand jury was convened in January 2009 to hear evidence of Clemens's possible perjury before Congress.

[2][104][105][106] His first trial began on July 13, 2011, but on the second day of testimony the judge in the case declared a mistrial over prosecutorial misconduct after prosecutors showed the jury prejudicial evidence they were not allowed to.

Perhaps best known was his appearance in the season three episode of The Simpsons ("Homer at the Bat"), in which he is recruited to the Springfield nuclear plant's softball team but is accidentally hypnotized into thinking he is a chicken; in addition to his lines, Clemens voiced his own clucking.

In April 2008, the New York Daily News reported on a possible long-term relationship between Clemens and country music singer Mindy McCready that began when she was 15 years old.