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Take a Trip Down Memory Lane With These Young Photos of Willie Nelson

The singer is turning 91!

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Michael Ochs Archives//Getty Images

There are arguably two monumental days that signify another year has gone by. The first is obviously New Year's Eve. The second, however, is Willie Nelson's birthday. 😂 The country icon is turning 91-years-old on April 29, but it hardly seems that way. The country star is still putting out new songs and he's even performing at Stagecoach—country music's biggest festival—in 2024. It's easy to forget just how long Willie has been doing this, so go ahead an embark on a trip down memory lane and look through these photos of him during the beginning of his career to now.

Willie is known for many things. For starters, he's responsible for writing some of the best country songs of all time, including Patsy Cline's hit "Crazy." He's also made some famous songs of his own, including his Grammy-award winning rendition of "Always on My Mind." And he's collaborated with some of the biggest country stars out there, like Dolly Parton (in both songs and movies!), Bob Dylan, and Toby Keith. Don't even get us started on his filmography. Willie has starred in so many Western movies and family flicks that he was even inducted into the Texas Film Hall of Fame.

It's hard to wrap our heads around just how much Willie has accomplished in his decades-long career. These photos of young and seasoned Willie Nelson do a great job at highlighting just how long he's been at the center of the game!

Take a look at these young photos of some other fan-favorites:

    1

    1961

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Whoa! We almost didn't recognize Willie without his trademark long locks, but the guitar is a helpful clue! This was the year that Patsy Cline made Willie's country music standard "Crazy" a hit.

    2

    1962

    willie nelson young photos
    Richard Weize//Getty Images

    This photo is actually so sweet when you realize it's of Willie holding up his debut album, And Then I Wrote.

    3

    1964

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Willie is all smiles in this pic. You would be, too, if you had just signed a major record deal!

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    4

    1965

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    We can tell he definitely had a thing for suits back in the '60s.

    5

    1966

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Okay, so Willie had a thing for suits and cheesing in photos. Was it a '60s trend?! 😂

    6

    1967

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Even with this photo as evidence, it's still somehow hard to picture Willie Nelson in a turtleneck. 🤔

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    7

    1970

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Willie has always been known for his charismatic stage presence.

    8

    1971

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    He was clearly as passionate about performing back then as he is now.

    9

    1973

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Bring on the cowboy hats! We're starting to see a change in Willie's style with this one. 🤠

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    10

    1974

    willie nelson young photos 1974
    Bettmann//Getty Images

    See, he's used to giving a show to the biggest of crowds. This one was taken during the second annual July 4th Picnic, this one being in College Station, Texas.

    11

    1975

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    Pictured here are two legends and their acoustic guitars. We wish we could go back in time to watch Willie and Johnny Cash perform this iconic duet live!

    12

    1976

    young willie nelson photos 1976
    Star Tribune via Getty Images//Getty Images

    Imagine locking eyes with Willie during one of his concerts. That's something you can brag about to your friends countless times, and it would never get old!

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    13

    1977

    willie nelson young photos 1977
    NBC//Getty Images

    Willie Nelson and Mary Kay Price seem like a musical match made in heaven, right? Do yourself a favor, and search the web for their Saturday Night Live episode—you won't regret it.

    14

    1978

    willie nelson young photos
    Tom Hill//Getty Images

    Little did he know he was setting the standard of style for country men everywhere.

    15

    1980

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    New decade, new hair. The famous braids have finally made an appearance, y'all! 👏

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    16

    1981

    willie nelson young photos 1981
    Michael Ochs Archives//Getty Images

    You might be confused as to why Willie is in jail in this photo, but it's actually just a screen grab from a movie. Willie played an inmate named Okla in the 1981 film, Thief.

    17

    1982

    willie nelson young photos
    Paul Natkin//Getty Images

    So the braids may have been a quick experiment for him at first! (But we obviously know that they come back at some point. 😉) Either way, have you ever seen someone so lost in their craft?

    18

    1983

    willie nelson young photos 1983
    John Bryson//Getty Images

    An actor he was! This was taken from the set of Songwriter, and shows Willie rehearsing for the musical drama alongside costar, Kris Kristofferson.

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    19

    1990

    willie nelson young photos
    Michael Ochs Archives//Getty Images

    He's giving Harry Styles vibes.

    20

    1993

    willie nelson young photos
    NBC//Getty Images

    What would you have worn if you had the chance to appear on The Tonight Show with Jay Leno? For Willie, the choice was obvious. Give him a bandana and his red, white, and blue guitar strap, and he's all set!

    Headshot of Josiah Soto
    Josiah Soto

    Josiah Soto is the assistant editor of news and social for The Pioneer Woman. He helps manage the website’s social channels, in addition to writing high-performing news and entertainment content daily. 

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