The rumor mill is spinning fast in the Bravo universe, and reality TV fan-favorite Lindsay Hubbard finds herself squarely at the center of it. During a recent appearance on Watch What Happens Live, the 39-year-old Summer House and In the City star was playfully grilled by host Andy Cohen about her rumored connection with former Bachelor turned influencer Matt James, 34. When Andy directly asked about the chatter surrounding a potential hookup, Lindsay chose to play it coy, feigning ignorance with a mischievous “I don’t know what you’re talking about, Andy.” Cohen, never one to let a guest off the hook, quickly fired back that she absolutely did know, reminding her that she is “very online.” Acknowledging her active internet presence, Lindsay shrugged off the specific gossip with a broader, breezy outlook on her current relationship status, reminding everyone that she is part of a newly unattached crowd heading into a “hot single summer.”
The spark that lit this particular gossip fire trace back to a sighting shared by the popular anonymous Instagram account, DeuxMoi. According to a social media submission, Lindsay and Matt turned heads when they arrived together at a high-profile event in New York City, with Matt appearing to act as her plus-one. Adding a layer of classic Bravo drama, Lindsay’s famous ex-fiancé, Carl Radke, was also reportedly in attendance. Later in the evening, onlookers spot Lindsay, Matt, and several of her In the City castmates sharing a dinner table. Observers claimed the vibe between the two was undeniably cozy, alleging that Matt had his arm around her and was affectionately caressing her shoulder. Lindsay herself fueled the fire on July 2 by publicly commenting on the gossip post with a cheeky, “Oh s***, cute and flirty? I’ll take it.”
What makes these dating rumors so compelling to fans is the backdrop of Lindsay’s current life stage as a busy, resilient single mother. Her romantic journey and the daily challenges of raising her 18-month-old daughter, Gemma—whom she shares with ex-partner Turner Kufe—have become central themes on Bravo’s new series, In the City. Navigating the modern dating scene is tough enough, but doing so while shielding a toddler and heal from past heartbreaks adds an entirely new level of vulnerability. Rather than presenting a polished, perfect facade, Lindsay has used her platform to show the raw, unvarnished reality of trying to find love again while prioritizing her responsibilities as a first-time mother.
In a recent, deeply emotional episode of In the City, Lindsay opened up about the deep-seated emotional wounds that have influenced her past relationship decisions. Confronting her history of heartbreak, she admitted to struggling with severe abandonment issues, acknowledging that she has historically gravitated toward partners who were not emotionally healthy for her. “I can’t sit here and say it’s all their fault. And I can’t sit here and say it’s all my fault,” she candidly confessed to viewers. This self-reflective moment showed a softer, more introspective side to the reality star, who is often known for her fierce, uncompromising exterior, proving that she is actively working to break negative patterns.
Lindsay laid bare the pain of her most recent high-profile breakups, specifically pointing to her failed relationships with both Carl Radke and Turner Kufe. Reflecting on her chaotic engagement to Carl, she noted that while he had a heavy “bag of issues” to work through, the relationship ultimately ended in him abandoning her just weeks before their planned wedding. She expressed similar grief regarding her daughter’s father, Turner, noting a painful pattern where the men she trusted most ultimately walked away when things got difficult. These betrayals have clearly left scars, making her current journey toward healing and finding a stable partner all the more poignant for viewers watching her story unfold.
Ultimately, whether her recent night out with Matt James was just a harmless, friendly flirtation or the start of something new, Lindsay is stepping into her power and embracing her independence. After years of public relationship highs and lows, she seems focused on healing her inner child, being the best mother possible to baby Gemma, and protecting her peace. As she embarks on this self-proclaimed “hot single summer,” fans are rallying behind her, hoping that the next chapter of her love life brings the genuine security, respect, and happiness she has been searching for.
