Glen Powell and Michelle Randolph took their romance from a Texas dance floor to a full-blown Instagram debut in less than a year.
The Anyone But You actor and the Landman star started as a casual fling in October 2025 and were exclusive by 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.
“Benefits of going to university in Austin, TX,” the fan captioned the clip, later confirming in the comments section that Powell and Randolph were “both super sweet.” Reddit users also surfaced another photo of the two with a group of pals taken after Powell hosted Saturday Night Live that same month.
December 2025
Us Weekly confirmed that Powell was “casually seeing” Randolph, with a source revealing the connection began earlier that fall.
“It’s very new,” the insider told Us. “They started seeing where things would go around October and have been trying to keep it under the radar for almost two months now.”
The source added that Randolph is “friends with his sister Leslie and runs in a similar circle in L.A.”
Later that month, the couple posed side by side at a celebration honoring the Brad Pitt-led racing drama F1. Ahead of 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 for New Year’s Eve with a star-studded group. A now-viral snap showed Powell wrapping his arms around Randolph.
“They traveled together and Glen invited her on the trip,” a source told Us. “Glen is very into her and they are having a lot of fun. He thinks she’s so beautiful and is smitten.”
January 2026
Randolph announced via Instagram that she’d been cast in the rom-com Clashing Through the Snow. Powell was among the first to “like” the post. Days later, Randolph joined Powell and his family at a Golden Globes afterparty.
Randolph broke her silence on their relationship during an interview with InStyle, published on January 15.
“I think, for peace of mind, those are really important for me to keep separate,” she said of her love life and career. “How people perceive you publicly is not who you are.”
June 2026
DeuxMoi shared photos of Powell and Randolph passionately kissing on a New York City street corner, and two days later, a source confirmed to Us that the pair were exclusive.
“They started out keeping it pretty casual, but over time, they realized they didn’t want to date anyone else and that their feelings for each other were growing,” the insider said, adding that the couple had met each other’s families. “Michelle is the first person Glen has been able to genuinely see a future with in a long time. He’s completely smitten with her.”
Randolph offered a glimpse of her man later that month, sharing a photo of her legs opposite Powell in jeans and brown boots.
July 2026
Powell opted for a hard launch 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.
