Who was Jack Schlossberg’s girlfriend Krissy Jones? Split and more amid JFK’s grandson’s Usha Vance baby joke 

Jack Schlossberg, John F. Kennedy’s only grandson, recently went viral due to a post where he took a jab at Usha Vance, the wife of the Republican senator JD Vance.

His latest stunt revived public interest in Jack Schlossberg’s real love life. Krissy Jones, who was previously associated with him, is a yoga entrepreneur, fitness influencer, and co-founder of the popular Sky Ting Yoga studio in New York City.

Krissy Jones is a household name in the wellness industry. A former dancer and a Master Trainer for Nike, she started Sky Ting in 2015 and built a huge following with her modern, inclusive approach to yoga. She’s also a good friend of Barbara Bush, the daughter of former President George W. Bush, and attended her wedding celebrations.

Schlossberg and Jones were first rumored to be dating in 2017, but they didn’t go public until 2019. According to the Daily Mail, that year, Jack opted out of the Kennedy family’s traditional Fourth of July gatherings in Hyannis Port, Massachusetts, and decided to spend the holiday with Jones and her family in Portage, Indiana.

They posted pictures of their trip spent at Lake Michigan shopping for fireworks. This was seen as a confirmation of their romantic relationship.

More about Jack Schlossberg’s breakup with Krissy Jones and his recent feud with JD Vance

Despite being on what seemed like a perfect getaway, reports later emerged that the relationship was over by the end of the year. Jones told friends the two had split, citing alleged infidelity on Schlossberg’s part, an insider told Radar Online.

Though these claims were never publicly confirmed, they represented a definitive conclusion to their documented relationship. There were then posts that hinted at a possible rekindling on social media. In 2020, Schlossberg posted a yoga-related post on Instagram and tagged Krissy Jones in the post.

Jack Schlossberg, who is known for his satire and comical representation of political scenarios, recently went viral due to a post where he wrote:

"I’m having a son !! So excited about this... Out of wedlock , yes. But we might get married."

According to People, the post is said to be aimed at Usha Vance, the wife of the Republican senator JD Vance. The tongue-in-cheek post went viral on X. His post followed an edited image of Schlossberg’s face next to Usha Vance and a child.

This isn’t the first time the grandson of Jack Schlossberg has referenced the second lady on social media. In early 2025, Jack Schlossberg generated buzz on X by posting a question involving Usha Vance and his famous grandmother, Jackie Kennedy. Where he asked his followers who was “hotter” amongst them.