Pitbull Photos Through the Years
Ethan Hayes
Published Apr 04, 2026
Armando Perez Sr. and Jr.
Image Credit: Photo Credit: Courtesy of Subject With his father, Armando, in 1983. Says Pitbull, “My father gave me charisma — he’s the one that gave me the ability to work a room.”
Read THR's Pitbull cover story here.
Pitbull’s Kindergarten Graduation
Image Credit: Photo Credit: Courtesy of Subject Armando (aka Pitbull) at his kindergarten graduation at age 5 in Miami.
Teenage Pitbull
Image Credit: Photo Credit: Courtesy of Subject "I realized around 18 that [Scarface's] Tony Montana's the wrong guy to be looking up to," said Pitbull of his teen years spent dealing drugs and getting in trouble.
Read THR's Pitbull cover story here.
Pitbull in 2004
Image Credit: Photo Credit: Alexander Tamargo/Getty Images “Pitbulls have been stereotyped to be angry, aggressive dogs — and they are, but if you get to know a pit, it’s very loyal, loving and will take care of his environment,” says the rapper, pictured in 2004 during his early 20s.
Pitbull and SLAM!
Image Credit: Photo Credit: Toni L. Sandys/The Washington Post via Getty Images Pitbull is giving children the chance he never got by opening the Sports Leadership and Management Academy (SLAM!), a public charter school emphasizing sports as a way to connect disenfranchised youth with education, to the tune of $15 million in construction costs. He attended the dedication of Miami’s SLAM! school in October.
Pitbull With Ne-Yo
Image Credit: Photo Credit: Krista Kennell/Sipa Press via AP Images Pitbull performing his hit single "Give Me Everything" with Ne-Yo on American Idol. The song, which declares, "We might not get tomorrow, let's do it tonight," is neither apocalyptic nor purely sexual, he says. "It's bigger than getting laid tonight," Pit tells THR. "It's more like, 'Enjoy every minute of this, man, 'cause you just never know.' … Every day above ground is a great day."
Pitbull hosting the AMAs
Image Credit: Photo Credit: Jordan Strauss/Invision/AP Pitbull hosting the 2013 American Music Awards, held at the Nokia Theatre in Los Angeles. Says Cara Lewis, Pit's agent at CAA: "That was the most natural and most fun AMAs I've ever seen because of how he handled it and just brought you into his living room. He was incredible."
Pitbull in Alaska
Image Credit: Photo Credit: AP Photo/James Brooks, Kodiak Daily Mirror An Internet meme to “exile” Pitbull succeeded in securing an appearance by him in Kodiak, Alaska (population: 6,300 — give or take), in 2012. Says his manager Charles Chavez, “Being the punch line doesn’t bother him.”
Pitbull and Kesha
Image Credit: Photo Credit: John Shearer/Invision/AP Pitbull and Kesha performed at the American Music Awards at the Nokia Theatre in November in L.A. Pitbull says he hasn’t been in touch with her since she got out of rehab in March.
Read THR's Pitbull cover story here.
Pitbull and Playboy
Image Credit: Photo Credit: Chapman Baehler “It’s not about filling Hugh Hefner’s shoes — Hugh Hefner is Hugh Hefner for life and will always be — it’s about taking Playboy in a new direction,” says Pitbull of being tapped as the new global face of the half-century-old brand. Adds Playboy Enterprises CEO Scott Flanders: “Pitbull represents the kind of sophistication and passion for life that is at the core of what Playboy means to hundreds of millions of people all over the world."
‘Planet Pit’
The rapper's sixth album featured one of his biggest hits, "Give Me Everything Tonight." It was released on June 21, 2011, by Polo Grounds Music, Mr. 305 Entertainment, Sony Music and J Records.
Pitbull and Bud Light
Image Credit: Photo Credit: YouTube Pitbull was featured in a Bud Light Commercial during the 2014 Super Bowl. Says Alex López Negrete, president and CEO of Lopez Negrete Communications: "Pitbull is one of those rare artists that has combined elegance, class, hard work, enthusiasm, youth, sexiness — all in a hip, contemporary and fresh way. His sound and persona have credibility and relevance across so many multicultural segments… and, not unlike American culture today, the mainstream eats it up."
Read THR's Pitbull cover story here.
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