Glen Powell's Boot Camp: The Soft Launch Heard Round the Internet

If you’ve been paying attention to celebrity romance lately, you know that a“soft launch”is the millennial equivalent of leaving breadcrumbs—and Michelle Randolph just dropped a whole loaf on Instagram. On Sunday, June 21, the 28-year-old actress shared a photo dump that included a seemingly innocent snap of her legs in jeans and red flats. Standing across from her? A mystery man in jeans and dark brown boots—boots that one commenter immediately flagged as looking“familiar 👀🤠.”

The boots in question likely belong to Glen Powell, the 37-year-old Anyone But You star who’s been quietly but steadily making his way into Randolph’s life since late 2025. The two first sparked dating rumors after being spotted dancing together at the Broken Spoke in Austin, Texas, and Us Weekly broke the story of their budding romance. Since then, things have only gotten warmer.

What’s interesting here isn’t just the footwear flex—it’s what it signals about how this couple is choosing to navigate their relationship in the public eye. Randolph has been thoughtful about keeping her career and personal life separate, telling InStyle earlier this year that“for peace of mind, those are really important for me to keep separate”and that“how people perceive you publicly is not who you are.”Yet here she is, giving fans just enough to speculate while maintaining that boundary. It’s a delicate dance, and she’s executing it perfectly.

The relationship has clearly deepened since those early dancing days. An insider revealed that Randolph and Powell are now exclusive, with things having“definitely gotten more serious between them.”They’ve been spotted getting cozy in New York City, spending quality time exploring the city together—walks, coffee runs, the kind of low-key activities that suggest genuine connection rather than tabloid theater. Even more telling: they’ve already met each other’s families, and everyone apparently thinks they’re“adorable as a couple.”

What makes this particular romance stand out is the mutual understanding both bring to the table. They understand the demands of the entertainment industry and don’t pressure each other about work schedules or filming commitments. Powell has even publicly supported Randolph’s casting in her film Clashing Through the Snow by liking an Instagram post about the news. According to the source, Powell is“completely smitten with her and treats her incredibly well”—and Randolph, for her part, gets what his life entails.

So while we may never get a full-face debut on either of their Instagram feeds (and honestly, that restraint is refreshing), those boots tell us everything we need to know: these two are in it, they’re comfortable with each other, and they’re doing things on their own terms.