Dean McDermott and Lily Calo: A Journey of Love and New Beginnings

Dean McDermott and Lily Calo's Relationship Timeline

Dean McDermott. Gregg DeGuire/FilmMagic

Dean McDermott has found a new love with his girlfriend Lily Calo.

Six months after McDermott and his estranged wife, Tori Spelling, ended their 17-year marriage, he started a new relationship with Calo. They were first seen holding hands in Los Angeles in October 2023, and a few days later, they were spotted kissing at the Los Angeles International Airport.

Calo later confirmed that she had met Tori Spelling and Dean McDermott’s five children. They share sons Liam, 17, Finn, 11, and Beau, 7, as well as daughters Stella, 15, and Hattie, 12. McDermott also has a son named Jack, 25, whom he shares with his ex-wife Mary Jo Eustace.

During an episode of her “Misspelling” podcast in April 2024, Spelling revealed, “My soon-to-be ex has a girlfriend who lives with him and she has met the kids. I actually really like her. She is supportive of him, they both keep each other accountable, and they are both sober.”

In the following month, McDermott and Calo hit a new milestone in their relationship by making it official on Instagram.

He captioned a photo with Calo at The Magic Castle, saying, "Sometimes you just have to dress up and take your girl out because she's magical! #mylovey."

Keep scrolling to learn more about McDermott and Calo’s relationship:

October 2023

Dean McDermott Goes Instagram Official With New Girlfriend

Andrew J Cunningham/Getty

McDermott and Calo were seen holding hands for the first time in Los Angeles. Shortly after, they were caught kissing at Los Angeles International Airport.

According to a source who exclusively spoke to We, it was evident that things were finished with Tori, and one thing led to another.

March 2024

Spelling was seen greeting McDermott and Calo with hugs at a party at Dave & Busters in Los Angeles.

In that month, McDermott expressed his gratitude towards Calo and Spelling for their constant support during his sobriety journey.

He mentioned to Page Six, "[Lily] is a great support for me. We make sure to check in with each other daily and hold each other accountable." McDermott also shared that Tori has always been his biggest supporter and fan. He emphasized that she simply wants him to be happy and described her as an incredible woman in that aspect.

April 2024

View this post on Instagram

A post shared by Dean McDermott (@imdeanmcdermott)

Spelling shared on her “Misspelling” podcast that Calo had met the kids and that she really “like[s] her.”

“She’s supportive of him. They keep each other accountable. They’re sober,” she said at the time, adding that it’s a “whole different” world with Calo in the mix.

May 2024

View this post on Instagram

A post shared by Lillian Lenore (@lillianlenore)

McDermott and Calo made their relationship official on Instagram after dating for almost eight months.

McDermott shared a photo of the two of them at The Magic Castle, captioning it with, "Sometimes you just have to dress up and take your special someone out. Because she is truly magical! #mylove."

Calo, for her part, shared a sweet photo of her and Dermott to her account.

“I’ve got peace and I’ve got love ️ #grateful heart,” she captioned the photo.

Editor's P/S:

Dean McDermott's newfound love with Lily Calo has sparked a mix of emotions. While it's heartwarming to see McDermott find happiness after his divorce from Tori Spelling, it's also bittersweet to witness the end of their once-fairytale marriage. McDermott's praise for Calo's support during his sobriety journey is a testament to the positive impact she's had on his life. It's encouraging to see that both McDermott and Spelling prioritize their children's well-being and have created an amicable environment for them to meet Calo.

The article highlights the importance of accountability and support in relationships. McDermott and Calo's daily check-ins and mutual encouragement are crucial for maintaining their sobriety and overall happiness. It also sheds light on the complex dynamics of blended families and the challenges of navigating post-divorce relationships. While it may seem like an unconventional arrangement, McDermott, Calo, and Spelling seem to have found a way to coexist peacefully and support each other's journeys.