Who’s Harry Jowsey’s Girlfriend? The Perfect Match Star Is ‘Casually’ Seeing This A-List Actress

Jessica Vestal (2023 – 2024)

Harry and Jessica Vestal, a contestant from Love Is Blind Season 6, met and dated on The Perfect Match Season 2, which filmed in 2023. Though he didn’t name her, Harry seemed to confirm that he and Jessica ended up together on The Perfect Match in an episode of his podcast, “Boyfriend Material,” in 2024. (Harry and Jessica were also photographed together on a beach in Mexico in June 2023.)

During the podcast, Harry revealed that he had a secret girlfriend while competing on Dancing With the Stars Season 32, who fans believe to be Jessica. He also revealed that he and Jessica broke up, in part, to rumors that he was dating his partner and professional dancer, Rylee Arnold.

“On my reality TV journey, the last stop was Dancing With the Stars. I know what you’re thinking, ‘Harry, are you and Rylee dating? Are we together? Am I leading her on? Are we hooking up?'” he said. “What if I told you, I was in a secret relationship at the start of Dancing With the Stars and all those edits brought me and my girlfriend at the time apart?”

Despite the dating rumors, Harry confirmed that he was faithful to his girlfriend while on Dancing with the Stars, however, the relationship didn’t work. Harry also revealed that he tried to get back together with his girlfriend during Dancing With the Stars and planned to propose to her. He even ordered an engagement ring and bought multiple pieces of expensive jewelry. “I call her and I profess her love. ‘I’ll give you my Instagram logins, I’ll give you my bank logins, I’ll unfollow every single female that I follow in hopes that it makes you happy. I sai you can read every text message you want because you, my love, are my lady and I want to have your hand in marriage,'” he said.

Harry realized the relationship was over when his girlfriend was supposed to fly to Los Angeles, where he planned to propose to her, but she never did, which led Harry to block her phone number and block her on social media. Fans believe that one of the expensive pieces of jewelry Harry planned to give to his girlfriend was a $15,000 Van Cleef bracelet he gifted Rylee in December 2023 after their time on Dancing With the Stars.

The two don’t seem to follow each other on Instagram. However, on June 14, 2024, Harry posted a video of them cuddling on TikTok—making fans scratch their heads if they’re still together.

Rumored: Rylee Arnold (2023)

Harry and his Dancing With the Stars partner, professional dancer Rylee Arnold, sparked rumors after they competed together on Season 32 in 2023. Harry and Rylee — who finished in sixth place — fueled dating rumors at the time after they were seen holding hands after a Tate McRae concert in October 2023. “harry jowsey & rylee arnold holding hands tonight @ the hollywood palladium,” a user captioned a TikTok video of Harry and Rylee holding hands while leaving the show.

Host Julianne Hough also called the two “lovebirds” during the season, which only fueled dating rumors even more. Both Harry and Rylee have denied the dating rumors. Harry also shut down the dating rumors in an episode of his podcast, “Boyfriend Material,” in April 2024, in which he revealed that he also had a secret girlfriend — believed to be his Perfect Match cast mate Jessica Vestal — while on Dancing With the Stars.

“Rylee and I set boundaries from the start. I told her, ‘I am not the right guy for you. I love and care about you enough to tell you that I am not the right guy,'” he said. “I’ve got a very colorful past and she’s so fresh to this scene and this industry, it would feel like I was robbing her of her 20s and I was taking the best parts of her and bring her into all this drama. I know I’m not the easiest guy to date, especially after everything that’s been online and on dating shows. I know, number one, that’s bad for her brand. Number two, that’s bad for her mental health. I wanted to protect her from that, and we had that conversation from the start.”

He continued, “I’m sorry if this answer breaks some hearts. I’m here to confirm once and for all, Rylee and I have never been in any type of relationship. We never leaned into it. We never put on any sort of act. It was just organic. What you saw was how it was. It was amazing love, an amazing friendship and an amazing bond we had together.”

Georgia Hassarati (2022)

Harry and Georgia Hassarati, a contestant on Too Hot to Handle Season 3, went public with their relationship in the spring of 2022 following Georgia’s breakup with he ex-boyfriend, The Mole Season 6 alum Dom Gabriel, whom she won The Perfect Match Season 1 with.

Georgia confirmed that she and Harry had split in an interview with Cosmopolitan Middle East in June 2022. It’s only recent but I’m very happy,” Georgia said of being single. “I’m very good at heartbreak now,” she said. “I’ve had my fair share of experiences as you know! But I’m good at picking myself up quickly and not engaging with the drama online.”

Harry accused Georgia of “kinda” cheating on him in an interview on “Call Her Daddy” in July 2023. “I think when they start to take a fancy for other guys while you’re in a relationship, that tends to like… that will really set you over that line,” he said. “You have a boyfriend — you shouldn’t be, like, bouncing on that guy.” Harry also claimed that Georgia cheated on Dom with him during The Perfect Match Season 2. “I didn’t watch the first season of Perfect Match because I had three ex-girlfriends on it,” he said. “All I know is that the perfect match wins, and on the last season, the perfect match didn’t win because she cheated on that guy with me.”

Charly Jordan (2022)

Harry and TikTok star, Charly Jordan, sparked dating rumors in 2022 after they were photographed together by paparazzi. Harry addressed the rumors at the time in a Q&A on his Instagram Stories, in which he was asked if he was in a committed relationship, to which he responded, “I’m single,” along with a pink heart emoji. When fans brought up his rumored relationship with Charly in his Instagram comments, Harry seemed to confirm that he and Charly — whose ex-boyfriend is TikTok star Tayler Holder — were dating, but hadn’t made their relationship official. “Everyone needs to relax, we haven’t put a label on it yet you pelicans,” he wrote, along with a laughing emoji.

Rumored: Khloe Kardashian (2022)

Harry was rumored to be dating Khloe Kardashian in early 2022, however, the reports were untrue. Khloe denied the rumors in the comments of an Instagram post at the time claiming that Harry and Khloe had been “DM-ing back and forth” and that Harry recently “picked up a Bentley and flowers just to deliver them to her house.” “I’m pretty sure it’s not true but what do you guys think about this?” the caption of the post read, to which Khloe responded in the comments section, “ABSOLUTELY NOT TRUE.”

Harry, for his part, also denied the rumors on his podcast “Tap In,” confirming that he and Khloe were “not dating” and the reports were “all fake.” “I wish these rumors are true, but they’re not,” he said. “If that relationship happened, we’d be set for life.” He explained that the rumors started when he posted an Instagram STory that he was “gonna go surprise someone special” with gifts.

When fans started spreading a rumor that that someone was Khloe, Harry decide to “be a fucking scumbag.” “The next morning, I posted a carousel of me in the bath, and the second photo was the flowers and the Bentley,” he said. “I was like, ‘I might as well feed into it. Why not?'”

Rumored: Stassie Karanikolaou (2020)

Harry confirmed he and Kylie Jenner’s best friend, Stassie Karanikolaou, had been on a few dates in a video by paparazzi Kevin Wong in Los Angeles in August 2020. In the video, the papparazzo questioned Harry about liking one of Stassie’s photos before asking him, “Hey man, when are you and Stassie going to date?” to which Harry’s friend responded, “Very soon.” Harry laughed and added, “He knows.” The paparazzo also asked Harry if he planned to take Stassie to the restaurant he was going to with his friend. “We’ve already gone. We’ve already gone a few times,” he said.

Rumored: Larsa Pippen (2020)

Harry and Larsa Pippen sparked dating rumors after they were seen in Beverly Hills together in October 2020. That evening, Larsa also shared a video of their dinner on her Instagram Story. “So, I decided I need dance lessons,” she said. “So, I called my friend Harry.” Harry added, “We’re going to be doing salsa lessons” before they both teased, “Stay tuned.”

Larsa denied the rumors in an interview with Hollywood Raw at the time, claiming that he and Harry were “just friends.” “We’re just friends,” he said. “I literally just met him three weeks ago or whatnot. He’s adorable. I love him. He’s got a great personality. Super fun.” When asked if Harry was too young for her, Larsa responded, “I don’t know. What is age? I judge people based on themselves. I don’t judge based on what they do. I don’t judge based on their age. I was super mature at 22. I had three children at 27/28 years old, so I was super mature. I guess it depends your life, your path.”

When the interviewers pressed Larsa to confirm if her relationship with Harry was “romantic,” she responded, “No, I mean, not yet. We just met. We’re figuring things out.”

Francesca Farago (2020 – 2021)

Harry and Francesca Farago met and dated on Season 1 of Too Hot to Handle, which they were both winners of. They broke up in 2020 before getting back together and breaking up a second time in 2021.

In an interview on the “Domenick Nati Show” in June 2021, Francesca revealed that she and Harry were in the process of getting back together until she saw comments he made about her on the internet. “We were getting back together,” she said, calling him a “piece of s—t.” “We were getting to know each other slowly. And then, he was just being extremely disrespectful to me online.”

She continued, “[He] was saying things that I would love to hear … and then his actions didn’t match.” She explained that Harry “chose a friendship with someone over having my back and defending me.” After the drama, Francesca decided to “cut it off” with Harry.

Lucy Hale (2025 – present)

A source dished to People that Harry Jowsey is dating actress Lucy Hale. The source said it was “super casual, but it’s not brand new.”