Harry Jowsey's Wild Dating History Revealed

Harry Jowsey's romantic life has been a subject of public interest since his reality TV beginnings. His dating history traces back to 2018 with Georgia Byers on Heartbreak Island, followed by a tumultuous on-again, off-again relationship with Francesca Farago after meeting on Too Hot to Handle. Jowsey also had a brief romance with Madison Wyborny, another Too Hot to Handle alum, and later with influencer Julia Rose.

In more recent years, Jowsey was linked to Georgia Hassarati, and he later participated in Perfect Match, where he developed feelings for Jess Vestal. During his time on Dancing With the Stars in 2023, he was rumored to be dating his dance partner, Rylee Arnold. In March 2025, he was reportedly dating Lucy Hale, with their connection described as casual.

Rumors then surfaced in July 2025 linking Jowsey with Sia. Most recently, after concluding filming for Let's Marry Harry in late 2025 and subsequently splitting from finalist Amber, Jowsey revealed he is in a new relationship. Fans suspect his current girlfriend is model Olivia Phillipps, with whom he was seen in February 2026.