A timeline of Glen Powell and Michelle Randolph's relationship

Glen Powell again Michelle Randolph took their passion from the Texas dance floor to full-on Instagram in less than a year.
I Anyone But You actor and Landman The star started as a casual fling in October 2025 and was special the following summer, meeting each other's families and planning trips together.
Keep scrolling for their complete relationship timeline:
November 2025
The pair were first linked after a TikTok user posted a video of them dancing together at a bar in Powell's hometown of Austin, Texas.
“The perks of going to university in Austin, TX,” a fan captioned the clip, later confirming in the comments section that Powell and Randolph were “so cute.” Reddit users also shared another photo of the two with a group of friends taken after Powell took over Saturday Night Live that month.
December 2025
Us Weekly confirmed that Powell was “casually seeing” Randolph, with a source revealing the connection began in early fall.
“Very new,” said the insider Us. “They started seeing where things were going in October and they've been trying to keep it under the radar for about two months now.”
The source added that Randolph “is friends with her sister Leslie and runs in the same circle in LA”
Later that month, the couple got together at a tribute to the Brad Pitt-starring racing drama F1. Before the new year, DeuxMoi shared photos of Powell opening a car door for Randolph outside Miami restaurant Papi Steak.
December 2025
The couple headed to St. Barths in the New Year with a star-studded team. The now-viral photo showed Powell hugging Randolph.
“They traveled together and Glen invited him on the trip,” the source said Us. “Glen loves her very much and they have a lot of fun.
January 2026
Randolph announced via Instagram that he has been cast in the rom-com Collision on Ice. Powell was among the first to “like” the post. Days later, Randolph joined Powell and his family at the Golden Globes after party.
Randolph broke his silence on their relationship during the interview InStylepublished on January 15.
“I think, in order to have peace of mind, those are really important for me to separate,” he said of his love life and work. “The way people see you in public is not who you are.”
June 2026
DeuxMoi shared photos of Powell and Randolph kissing passionately on a street corner in New York City, and two days later, a source confirmed that Us that these two were special.
“They started by keeping it casual, but later on they realized that they didn't want to fall in love with someone else and their feelings for each other were growing,” said an insider, adding that the couple had met their families. “Michelle is the first person Glen has been able to truly see a future with in a long time. He's not happy about her at all.”
Randolph gave a glimpse of her man later that month, sharing a photo of her legs against Powell in jeans and brown boots.
July 2026
Powell opted for a serious introduction after the 4th of July, posting a black and white photo of them kissing.
This story was compiled with the help of AI tools and edited by journalists.




