Maddie Ziegler

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Maddie Ziegler’s Exes & Heartbreaks

Maddie Ziegler
  • Maddie Ziegler has also received media attention for her love partnerships over the years.
  • In 2016, they met on the set of Lifetime’s Dance Mom and quickly became good friends.
  • They started dating on January 1, 2017. 
  • Maddie was single for nearly a year after her breakup with Jack Kelly.

Maddie Ziegler rose to prominence as an actress, dancer, and model after appearing in the reality show Dance Moms from 2011 to 2016. Maddie Ziegler has also received media attention for her love partnerships over the years.

Maddie Ziegler and Kenneth San Jose’s Relationship-Did They Date?

At the age of 14, Ziegler, a 17-year-old television personality, began seeing her first boyfriend, Kenneth San Jose.

In 2016, they met on the set of Lifetime’s Dance Mom and quickly became good friends.

Fans speculated that Ziegler and San Jose were more than simply buddies due to their developing closeness.

Furthermore, their admirers were convinced that they were dating after Ziegler posted a photo of Jose on Instagram with the message “missing him” on August 19, 2016.

Maddie Ziegler posted a selfie of herself and her ex-boyfriend, Kenneth San Jose, to her Instagram account.

Meanwhile, Mackenzie Ziegler, Maddie’s younger sister, remarked “OTP” (one true pair) in the image, implying that Maddie and San Jose were dating.

The supposed couple, however, never addressed their romance myth, and it evaporated into thin air.

Nonetheless, Ziegler’s supporters regard San Jose as her first boyfriend.

Relationship Between Ziegler and Instagram Star Jack Kelly

Maddie Ziegler’s most well-known romance was with Instagram sensation Jack Kelly.

They started dating on January 1, 2017. The couple was candid about their relationship with their admirers.

Jack Kelly, Ziegler’s ex-boyfriend, kissed her on the cheek.

Ziegler and Kelly spent a lot of time together and were regularly seen together in public.

Furthermore, the couple continued to share images from their romantic outings and trips with their supporters.

Maddie Ziegler met Jack Kelly when and where?

Ziegler was interviewed by Galore in September 2017, months after he and Kelly began their amorous journey.

During the conversation, the Dance Mom actress stated that she and her then-boyfriend met in Los Angeles six years ago (in 2011).


Maddie Ziegler
Maddie Ziegler with her boyfriend. Source: cosmopolitan

She then stated: “We met when we were about eight years old, and then we met again years later, and he’s from Australia, so it was sort of hilarious — and now we’re just dating.”

Ziegler and Kelly celebrated their first anniversary in Jack’s home country of Australia in January 2018.

They celebrated their anniversary with a beach excursion, which the reality star also shared in since-deleted Instagram images.

In Australia, Maddie Ziegler and Jack Kelly celebrated their first anniversary.

What Caused the Couple’s Breakup?

Ziegler and Kelly dated for around a year and a half before splitting up in August 2018.

The couple did not publicly announce their breakup, but a close acquaintance of the ex-couple confirmed it to Confidential.

The couple split up due to their demanding work schedule.

Maddie Ziegler and Jack Kelly (they split after 18 months of dating), Instagram

“They still chat, and there hasn’t been a defining reason for it, simply that it’s becoming more difficult to sustain the connection due to the distance and both their schedules,” the insider explained.

Maddie was dating Kailand Morris In 2018

Maddie was single for nearly a year after her breakup with Jack Kelly.

In mid-2018, she began dating Kailand Morris, the son of American artist Stevie Wonder.

Maddie and Morris began dating in October 2018, according to People.

People spoke with Ziegler’s representative, who verified their relationship.

The Blast previously stated that they were dating.

The confirmation came weeks later when they were photographed having fun at Disneyland with two other friends.

Maddie and Kailand Morris at Disneyland with two friends

At Disneyland, Maddie and Kailand Morris were joined by two friends.

According to The Blast, the couple originally met backstage at Dancing with the Stars:

Juniors. Junior was competing in the competition alongside their younger siblings, Mackenzie Ziegler and Mandla Morris.

In addition, Mackenzie is presently dating actor Isaak Presley.

Ziegler and Morris also appeared in photographer Tyler Shields’ portrait series in January 2019.

They dated for a few more months and continued to post images of themselves on social media.

After a while, though, they both stopped sharing each other’s images.

They didn’t announce their breakup, yet their relationship terminated prematurely.

They still keep up with each other on Instagram.

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In 2020, who is Maddie Ziegler dating?

Eddie Benjamin is Ziegler’s current boyfriend.

They began dating in 2019, not long after Ziegler broke her relationship with her ex-boyfriend Morris.

The 17-year-old American dancer is madly in love with her lover, an Australian artist.

Maddie and her boyfriend Eddie have been dating since 2019.

The couple even lives together and spends the majority of their time together at the home of Australian musician Sia.

Ziegler and Benjamin first met in 2019, and they later worked on a little song called Lullaby, which artist Sia later shared on her YouTube channel.

Their collaboration for the 32-second song pushed them closer together, and they began dating officially a few weeks later.