“I’m Never Going to Win”: Dennis Rodman Once Broke Down in Tears After Signing with the Lakers Amid Cross-Dressing Controversy and NBA Comeback
Sophia Koch
Published May 15, 2026
“I’m Never Going to Win”: Dennis Rodman Once Broke Down in Tears After Signing with the Lakers Amid Cross-Dressing Controversy and NBA Comeback
Rodman's cross-dressing was a statement of defiance against expectations, against conformity, and against anyone who tried to box him in.
August 7, 2026
This article was last updated by Alisha Shrestha on August 7, 2026
Dennis Rodman, an American former professional basketball player, reinvented himself as a “bad boy” and became notorious for numerous controversial antics.
He began cross-dressing, which was a bold move, and not everyone had the guts to live their life the way Dennis did.
Dennis Rodman dressed like a drag queen during the Legends of Basketball Tour in Argentina. (h/t )
— Legion Hoops (@LegionHoops)
Rodman, nicknamed as “the Worm,” is renowned for his defensive and rebounding abilities.
The Detroit Pistons selected him in the second round with the 27th overall pick in the 1986 NBA draft. He won his first NBA championship in 1989 and his second in 1990.
However, the Pistons traded him to the San Antonio Spurs, where he lived up to his promise of killing the shy imposter and being himself instead.
During the 1995-96 season, he was traded to the Chicago Bulls, where he won his thrid, fourth, and fifth NBA championship alongside Michael Jordan.
Rodman also played for the Los Angeles Lakers and Dallas Mavericks before retiring from the NBA and joining Long Beach Jam of the newly formed American Basketball Association.
Similarly, he played with Fuerza Regia, Orange County Crush, Tijuana Dragons, and Brighton Bears. He was inducted into the Naismith Memorial Basketball Hall of Fame on April 4, 2011.
Dennis Rodman’s Cross-Dressing Reinvented Him As a Bad Boy
Dennis Rodman’s journey from a shy, introverted child to one of the NBA’s most flamboyant and controversial figures is nothing short of extraordinary.
After a troubled upbringing and a failed suicide attempt in 1993, he reinvented himself as the league’s ultimate bad boy.
What’s your favourite @Dennis Rodman look?
Rodman dyed his hair in neon colors, covering himself in tattoos and piercings, and clashing with opponents and referees on the court.
One of his most daring acts was embracing cross-dressing, a bold statement that shocked the sports world and solidified his rebel persona.
His fascination with women’s clothing wasn’t just a publicity stunt. It was rooted in his younger years, long before his wild NBA days.
While many assumed his eccentric style was a product of his party-heavy lifestyle, Rodman had constantly challenged traditional norms of masculinity.
His fearless self-expression reached its peak in 1996 when he wore a custom-made white wedding dress to promote his autobiography, .
At the time, cross-dressing was a radical move, especially for a superstar athlete. Rodman didn’t just wear the dress, but owned it, declaring that he was marrying himself.
The spectacle drew massive crowds in New York City, with fans lining up to see the NBA bad boy in full bridal attire.
Rodman lived by his own rules and wasn’t afraid to be exactly who he wanted to be.
A lot of people thought I was gay. Cause I was cross-dressing, women’s clothes. Imagine guys, in San Antonio, the Bible bumping city in the world. I was going to gay clubs, gay pride, doing this and that. I had a lot of my gay friends used the help me dress after the game. They picked an outfit for me and they’d just add stuff to it. I did gold, I did glitter, I did everything in the book. It was cool how they dressed. They dressed so gay.
Los Angeles Lakers Signed Dennis Rodman Amid Cross-Dressing Controversy
Dennis Rodman found himself without a team as the Bulls entered a full rebuild after the 1997-98 season. On January 21, 1999, he was released before the start of the lockout-shortened 1998–99 season.
However, the Los Angeles Lakers quickly picked up the flamboyant rebounding legend and took a chance on the controversial star.
Rodman’s arrival in L.A. came amid heightened media scrutiny over his off-court persona, including his cross-dressing and unpredictable behavior.
He broke down in tears during a press conference, signing with the Lakers.
No matter what I do. I’m never going to win.
The statement reflected his struggle to balance his public image with his desire to contribute on the court.
Rodman electrified the crowd from the moment he stepped into the Forum for his first game as a Laker. His presence instantly boosted ticket sales while simultaneously challenging traditional norms of professionalism in the NBA.
Fans embraced him even more passionately than teammate Shaquille O’Neal, erupting in cheers for his relentless rebounding, reckless hustle plays, and unpredictable antics.
Despite the excitement, Rodman’s stint with the Lakers was short-lived. He averaged just 2 points but pulled down an impressive 11 rebounds per game in his 23 games.
However, his off-court distractions and inconsistent play led the Lakers to release him in the offseason.
In Case You Didn’t Know
- Dennis Keith Rodman, the son of Shirley and Philander Rodman, was born on May 13, 1961, in Trenton, New Jersey.
- His father, an Air Force enlisted member, left his family, and according to him, Rodman has either 26 or 28 siblings from his side.
- He stands 2.01m tall and weighs about 95kg.
- His net worth is .
- Check other Articles on
Ashish Maharjan, author at Players Bio, has been covering news with a keen eye for detail and a knack for storytelling. A writer with a passion for capturing the essence of athletic competition.
Related articles
January 30, 2026
January 30, 2026
January 7, 2026
January 6, 2026
Comments
LEAVE A REPLY
Comment: Please enter your comment! Name:* Please enter your name here Email:* You have entered an incorrect email address! Please enter your email address here
Δ
This site uses Akismet to reduce spam.
Share article
- May 15, 2026 Jerry Lee Singleton, a 1974 graduate of DeKalb High School, where he was a standout athlete, has passed away at 70. Singleton was born on...
- May 15, 2026 Residents living along Blackwell Road in Huthwaite are calling for urgent action after a group of children was repeatedly caught kicking front doors and...
- May 14, 2026 Howard Paul Sr., a graduate of Black River High School, tragically passed away. Paul was born on September 15, 1951, to his father, Arthur, and...
- May 14, 2026 A disturbing act of violence at Steven's Park in Allentown has left residents shaken and demanding answers after a witness took to social media...
- May 13, 2026 Residents of Biggleswade, Bedfordshire, are raising serious concerns after a series of violent incidents involving a group of young boys who have been targeting...
