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Tracee Ellis Ross Shares Cringeworthy Dating Story

Tracee Ellis Ross’ recent dating excursion turned out to be a series of unfortunate events.

Ross moseyed on down to “Jimmy Kimmel Live,” guest-hosted by comedian Nicole Byer, to discuss an array of topics — including the ongoing quest to find one’s soulmate.

“It’s rough out there. The streets are bad,” Byer said, commenting on the current dating climate.

Finding the perfect man is like scoring a one-of-a-kind Gucci purse at a thrift store: to find it, you’ll have to dig. And scoring the metaphorical bag was not the case when Ross shared a dating story that left audience members shocked and appalled.

“I’m not gonna tell the whole story, but in a nutshell, [he] sat down, the drinks came, and he took out his phone, put it and leaned it on the glass and watched a basketball game,” she recalled — labeling it as one of the “worst dates” she’s had recently.

Tracee Ellis Ross attends screening of “Solo Traveling with Tracee Ellis Ross” at the 2025 Martha’s Vineyard African American Film Festival at Martha’s Vineyard Performing Arts Center on Aug. 8 in Martha’s Vineyard, Massachusetts.

Arturo Holmes via Getty Images

Ross said she assessed the situation — and after she realized it wasn’t a practical joke, she tried to make the best of an awkward situation.

“So I was like, ‘So who’s playing?’ And he put his hand up. As in like, ‘Don’t let me miss anything.’”

In lieu of the ground opening up and swallowing her whole, Ross said she texted her friends, “I need to leave here.”

Byer asked if she stayed and ordered another round, to which Ross replied that it was strictly a one-and-done situation.

But, the plot? It thickens.

“My favorite is that he’s continued texting me,” she said.

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