Michelle Randolph, who plays Ainsley Norris in the megahit “Landman,” has explored a number of different relationships on screen since joining the cast. She has also found time to explore finding love in real life, even as she has a thriving acting career. However, we definitely think she is personal romances over the years have been considerably less eventful than Ainsley’s romantic arc. In fact, the actor seems to be completely devoted to her relationships. At the time of writing, that appears to be with actor Glen Powell.
According to Peoplethe photogenic couple first created a romance buzz after a sleuthing fan captured them getting pretty cozy at a Texas dance hall in November 2025. Powell’s mother was also present, suggesting their relationship was actually going somewhere. “He danced with both his mom and Michelle, and the two already seem to be two-step experts,” a source told the outlet. That said, neither party confirmed a romance at the time. Then in March 2026, we saw the actors holding hands in public, while in June they dropped the biggest hint yet that they were dating: they were photographed kissing in New York City.
However, Randolph doesn’t seem too keen on fully opening up their romance to the public. “I think it’s really important for my peace of mind to keep them separated,” she said In Style about her love life in January 2026. “How people perceive you publicly is not who you are.” Of course, this isn’t Randolph’s first rodeo with a fellow star.
Michelle Randolph was in a relationship with Gregg Sulkin
Years before Michelle Randolph started dating Glen Powell, she was dating another famous actor: Gregg Sulkin. Although it is unclear when their courtship actually began, their audience The relationship apparently began around October 2018, when Sulkin talked about Randolph in a since-deleted Instagram snap. “Thank you for coming into my life and making it better. I love you,” he wrote (via We weekly). And while the next few years would see significantly fewer public statements, there is speculation that their relationship lasted until 2023. To this day, neither has discussed their relationship or breakup in any public forum. Interestingly enough, it doesn’t seem like the gossip blogs have the tea either, so it’s likely that, since TMZ previously noted, they remained friends after the breakup.
Like Randolph, Sulkin also has his sights set on a new love. According to TMZ, he struck up a romance with British model Freya Tidy in late 2024. From the sounds of it, their relationship was the real deal, as Tidy had already packed up her home life to bask in the California sun with her new boyfriend. That said, the outlet also noted that neither star had formally confirmed their relationship.
Carelessly, Just Jared published a photo in July 2025 of them walking and engaging in mild PDA. Additionally, they have both appeared in several of each other’s photos on Instagram. At the time of writing, their latest love photo was uploaded to Sulkin’s page in June 2026.
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