This Emo Love Letter Tupac Wrote To His High School Sweetheart Is On Sale For An INSANE Amount

Tupac had the longest middle finger in the history of man.

Tupac may also have the longest legacy in the history of rap, as his death 20 years ago has only amplified his persona, seemingly impacting and inspiring generations of artists and poets who attempt to capture the essence of those timeless angsty raps about violence, racism, and other societal issues.

But who was arguably the the greatest rapper of all-time before he was the greatest rapper of all-time? Before selling over 100 million albums and being widely regarded as the voice of a generation, Tupac Shakur was an emotional kid chasing teenage love, just like you and I!

A love letter dated November 22, 1988 from Tupac to a high school classmate has recently been put up for sale by a woman Tupac met in drama class after he moved to California from Baltimore. The anonymous woman, who he calls “Beethoven” for her piano skills, remembers her high school classmate as “a born performer” who was “charismatic and full of life.”

The woman claims Tupac was a standout in drama class, and that his unparalleled understanding of Shakespeare allowed the class to decipher the complicated language using the gift of Tupac’s contemporary voice. The origin of their relationship was rooted in the fact that they were both outsiders–Tupac wore Adidas sweatsuits and rocked a high top fade that was dyed blonde on the top before it became cool and she was one of the only white girls in her grade.

‘Beethoven’ kept the letter for over 30 years and it is now on sale for a whopping $35,000.

In a letter obtained by TMZ, the woman claims that eventually Tupac dropped out of high school and she only saw him twice after that–once before one of his concerts where he was surrounded by a “bevy of women.” He smiled brightly at her and was lost again in a “sea of hair weaves and bare skin.”

As for the man he turned into, the woman was unimpressed, longing for that Shakespearian savant outcast she once knew.

Via TMZ,

“I never really cared for the music he recorded – it was nothing like those freestyles I remember in front of our school. I knew the kid who made me understand Shakespeare and who didn’t care that he dressed different or wore his hair different. I knew the kid who loved Prince, and candles and had a broken heart. And the kid who drew birds flying upside down on the nets that he passed in school.”

That young kid who loved candles and Prince is about to make you tens of thousands of dollars, sweetheart. You love that man.

[h/t TMZ, Uproxx]

Matt Keohan Avatar
Matt’s love of writing was born during a sixth grade assembly when it was announced that his essay titled “Why Drugs Are Bad” had taken first prize in D.A.R.E.’s grade-wide contest. The anti-drug people gave him a $50 savings bond for his brave contribution to crime-fighting, and upon the bond’s maturity 10 years later, he used it to buy his very first bag of marijuana.