The pair were spotted attending Beyoncé's Los Angeles concert together on Saturday, May 14.
Redd, who has an adult daughter in her twenties, wore a white crop top and white ripped jeans, while the rapper, 26, dressed in black.
As Us Weekly previously reported, Jenner, 18, and Tyga broke up earlier this month. "Kylie and Tyga are not speaking right now," a source told Us at the time.
"They fight and get back together all in the same day constantly, so last week she didn't want to say it was a breakup, as that's how it always is," a second insider added. “We’ve been down this road before."
While Jenner's half sisters Kourtney and Khloé Kardashian were also at the Beyoncé concert on Saturday, Jenner enjoyed her Lemonade by lip-synching to Queen Bey's cheating song "Hold Up" on Snapchat earlier in the day.
After the pictures of Tyga and Redd surfaced on Sunday, social media lit up with speculation about a rebound romance, but the "Rack City" rapper responded to one tweet with the words, "Stop. Not w her."
Want stories like these delivered straight to your inbox? Sign up now for the Us Weekly newsletter!