Lupe Fiasco may be an elite lyricist, but only one rapper makes him question himself: Drake.
On Sunday (June 25), Lupe vented hilariously on Twitter about Drake’s upper-echelon lifestyle. In a quote tweet from a viral video about Drake “dissing” ordinary people’s lives, the rapper even noted that he makes him feel “guilty.”
“He makes me feel guilty for shit I didn’t even do and question the legitimacy of my ACTUAL responsibilities,” he joked.
Check out the post below.
He makes me feel guilty for shit I didn’t even do and question the legitimacy of my ACTUAL responsibilities ?… https://t.co/njh168FHsi
— CHECKIN’ Out Now! #APTMC (@LupeFiasco) June 26, 2023
On the music front, earlier this month, the rapper teased fans with some new music in the stash.
The Chicago native decided to bless fans by playing the new song in the midst of a Twitter conversation. After tweeting about how an Apple update would get him in the studio, a fan responded by saying: “Long as we get more music.”
Lupe Fiasco Endorses Cornel West For President: ‘First & Last Time I Vote’
Lupe had the perfect reply – a retweet with a video of the new tunes. Though he only previewed 30 seconds, the hard-hitting track includes a heavy violin presence and a catchy cadence.
Lupe Fiasco’s last release was in April when he dropped a song in collaboration with Chicago-based artist SentRock, who painted a piece inspired by Lupe’s lyrical brilliance.
“SentRock make a hella-cop drop, off top/ Pass the akhs to the lost flock fops, air fools/ On the opps, and flew, also look around/ Because down ain’t the only birds eye view/ Westside too, sky blue, Chi you Bible/ Put bands in our hands like a ‘I do’ bridal,” he raps in a triple-entendre.
Even outside of the music world, Lupe continues to level up. In March, the Chicago rhymer was named a Saybrook Fellow at Yale University, marking the lauded lyricist’s latest honor in the world of higher education.
“Proud to announce I’ve been chosen to be a Saybrook Fellow at my OTHER favorite school in the whole wide world outside of MIT…@Yale,” Lupe tweeted around that time. “Shout to Tom Near for nominating me to a place where against all odds two Chicagoans found a home in the Ivy League.”
![Who Is [SPOILER]? ‘Ironheart’s Surprise ‘Iron Man’ Connection Explained](https://static1.colliderimages.com/wordpress/wp-content/uploads/2025/06/ironheart-dominique-thorne-1.jpg "Who Is [SPOILER]? ‘Ironheart’s Surprise ‘Iron Man’ Connection Explained")
