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Tori Spelling and Dean McDermott's Controversial Relationship Timeline in 25 Clicks: From Cheating Allegations to Financial Strife

tori spelling and dean mcdermott
Source: MEGA

Dean McDermott moved on with his new muse after his and Tori Spelling's divorce.

Oct. 24 2023, Published 8:30 p.m. ET

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July 2005: Tori Spelling and Dean McDermott Met

tori spelling and dean mcdermott
Source: MEGA

Dean McDermott was married to Mary Jo Eustace when he met Tori Spelling.

Tori Spelling and Dean McDermott met on the set of the TV movie Mind Over Murder in Ottawa, Canada. They were still married to other people at that time, but they immediately clicked after their first encounter.

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May 2006: They Tied the Knot

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling wed Charlie Shanian before Dean McDermott.

Following their respective divorces, Spelling and McDermott wed in a private ceremony in Wakaya, Fiji.

In her book sTORI Telling, the Beverly Hills, 90210 actress opened up about their marriage and revealed why she married him.

"I loved him and he'd been a friend to me, but I married him because he was a great guy, a guy who took care of me. Charlie didn't want to hear it," she wrote. "He kept saying, 'Where's all this coming from? We have a perfect relationship.' Then he turned to me. 'Did you cheat on me?' I said yes. He said, 'It was with Dean, wasn't it?' I said yes. He said, 'I should have known.'"

March 2007: They Welcomed Their First Child

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling's father, Aaron Spelling, died two months after her wedding to Dean McDermott.

Spelling and McDermott welcomed their first child, Liam, on March 13. A few months later, they launched their reality TV series Tori & Dean: Inn Love before starting a bed and breakfast in Fallbrook, Calif.

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June 2008: Daughter Stella Was Born

tori spelling and dean mcdermott
Source: MEGA

Aaron Spelling died from complications of a stroke.

Over a year after Liam arrived, they welcomed the family's second child and first daughter, Stella.

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April 2010: Split Rumors Surfaced

tori spelling and dean mcdermott
Source: MEGA

The late TV producer left her and Randy Spelling $800,000 each as an inheritance.

Footage from the pair's reality TV series showed the duo feuding, leading the viewers to assume they might be splitting. However, they debunked the claims by renewing their vows the following month.

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October 2011: Their Third Child Arrived

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling reconciled with her mother, Candy, after years of feuding.

The A Friend to Die For star welcomed their third child, Hattie, before a scheduled C-section. In her interview with Us Weekly, Spelling said the baby was not planned.

"Knowing we were bringing a third life into the world just enhanced our relationship," she said. "The moment I had her, I looked at Dean and fell in love with him all over again."

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August 2012: Tori Spelling Received a Heartbreaking Diagnosis

tori spelling and dean mcdermott
Source: MEGA

Dean McDermott got involved in a dirt bike crash in 2010.

Spelling got pregnant with their fourth child one month after giving birth to their third baby. She soon stayed in a hospital for three months due to placenta previa and excessive bleeding.

After giving birth to Finn, the A Carol Christmas star underwent an emergency surgery.

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December 2013: Dean McDermott Cheated on Tori Spelling

tori spelling and dean mcdermott
Source: MEGA

Two tax liens totaling almost $100,000 were filed by the State of California against Spelling.

Emily Goodhand had an affair with McDermott while they were filming Chopped Canada. She told Us Weekly that the actor informed her that he and Spelling had a sexless marriage.

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April 2014: Tori Spelling Broke Down Over Sexless Marriage Claims

tori spelling and dean mcdermott
Source: MEGA

The then-couple underwent therapy sessions after the infidelity.

In the documentary series True Tori, Spelling failed to contain her feelings while opening up about not giving her then-husband enough s--. She added that McDermott would never be happy with just her alone.

On the other hand, McDermott also broke down as he said, "I just thought, 'This is it. You can't get out of this. I blew it. Everything great in my life, I s--- on.' I just thought, 'Tori deserves me to die.'"

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January 2016: American Express Sued Tori Spelling

tori spelling and dean mcdermott
Source: MEGA

He revealed he wants his wife to be happy. "She deserves it," he shared.

TMZ reported that American Express filed a lawsuit against Spelling for failing to make a single payment to her $37,981.97 balance. The documents confirmed that she attempted to pay $1,070 in June 2015, but it bounced at that time.

The company demanded full payment, including interest.

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April 2016: Dean McDermott Proposed to Her in Paris

tori spelling and dean mcdermott
Source: MEGA

The family traveled to the City of Light for a vacation.

After the issues bombarded their marriage, McDermott surprised Spelling when he proposed to her in Paris. He gifted her an antique ring when he got on his knee at the Cafe de l'Homme.

"[He wanted] to have the terrace all reserved and private for us, and told me we were going to get coffee and hot chocolates for the kids," she told photographer Michael Simon. "And then surprised me when he got down on one knee and presented me with an antique engagement ring."

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December 2016: The City National Filed a Lawsuit

tori spelling and dean mcdermott
Source: MEGA

The pair took out a $400,000 loan in 2012.

A few months after the American Express issue, Spelling and McDermott were named in another lawsuit filed by the City National. It claimed that they stopped paying the loan they took out in 2012.

They were also slapped with financial issues due to unpaid $39,000 credit card bills.

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October 2017: Tori Spelling Announced Pregnancy With Her Fifth Child

tori spelling and dean mcdermott
Source: MEGA

The fifth baby was born in March 2017.

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Tori Spelling

Despite the complicated fourth pregnancy, Spelling and McDermott prepared to welcome their fifth child, Beau.

"The doctor said that considering everything that happened the last time, this is a miracle baby that Tori got pregnant and that it's okay," the Due South star said.

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March 2018: A Verbal Dispute Occurred at Tori Spelling's House

tori spelling and dean mcdermott
Source: MEGA

It was not disclosed whether Tori Spelling and Dean McDermott were involved in the feud.

The Los Angeles Police Department responded to Spelling's house after receiving a 911 call regarding verbal abuse.

Things between the then-couple worsened again after McDermott's ex-wife Mary Jo Eustace revealed that Spelling was the one who shouldered the Canadian actor's alimony payments.

"[Tori] stepped up, and I accepted that," Eustace told Us Weekly. "So that, sort of, our relationship took a turn there as well because she was owning up to it and taking responsibility for it, which was good. She said, 'I've been consistent, and I can't go through it again, and I just haven't been well, and I just want to take care of this right away.'"

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January 2019: They Dealt With Instagram Trolls

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling and Dean McDermott fixed their relationship after the cheating and financial issues.

After putting things in the right places, Spelling and McDermott dealt with online trolls in 2019. One of the issues included people body-shaming their kids.

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March 2021: They Sparked Split Rumors

tori spelling and dean mcdermott
Source: MEGA

Dean has already moved on. He's been dating girlfriend Lily Calo for months.

Spelling and McDermott ignited breakup rumors after the Kiss the Bride actress made a public appearance sans her wedding band. They also did not publicly mark their 15th wedding anniversary that year.

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June 2021: Tori Spelling Wore Her Wedding Band Again

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling said she slept with their kids and dogs while Dean McDermott was away.

On SiriusXM's Jeff Lewis Live, Spelling answered the query about whether she was having s-- with McDermott and if they were sleeping in the same bed.

She revealed that he was not with them because of a project.

"Since he left — this is not good, you guys — but since he left [and] he was gone for six months filming in another country, they all stayed with me," she explained. "So I currently still have four in the bedroom with me who have yet to go back to their rooms, yes."

Although they were not sleeping in the same bed, she wore her ring during the interview again.

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September 2021: Dean McDermott Dismissed Divorce Claims

tori spelling and dean mcdermott
Source: MEGA

Dean McDermott revealed he took pills the night he posted - and deleted - split announcement.

A few months after the split rumors emerged, a source revealed that the duo were going through major issues for a year.

"The fact that she's talking about sleeping in separate beds is very telling," the unnamed insider went on. "She wouldn't do that unless things were really not great between them. Tori knows her kids see what she says online, so for her to say something publicly means the end could be very near."

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June 2022: Tori Spelling and Dean McDermott Reportedly Started a Trial Separation

tori spelling and dean mcdermott
Source: MEGA

Dean McDermott was also not included in their family's 2021 holiday card.

Although the Bone Daddy actor dismissed the divorce claims, another source told Us Weekly that the pair were going through a trial separation. Another insider said they halted the divorce process because it was too expensive.

"They both feel trapped," one source explained. "Having kids makes it more difficult because they don't want their children to be unhappy, yet at the same time Tori has been unhappy for quite a while now. They truly are still together for their kids."

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January 2023: More of Tori Spelling' Debts Revealed to the Public

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling also overdrew her bank account.

More financial troubles were put in the spotlight after The U.S. Sun reported that Spelling still owed $1,308,442 in state and federal taxes even after paying off $87,000 in credit card debt.

In 2019, she revealed in an episode of Tori Tried and True that she is never great with money.

"I had a business manager since I was 18 years old, so I never handled any of my money. Everything, everything, went to them, so unfortunately, I never quite learned about money," she continued.

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June 2023: Dean McDermott Announced Their Split

tori spelling and dean mcdermott
Source: MEGA

Dean McDermott still appeared in Tori Spelling's show one year before the divorce.

McDermott announced in a since-deleted Instagram post that he and Spelling called it quits.

"It's with great sadness and a very very heavy heart that after 18 years together and 5 amazing children, that @torispelling and I have decided to go our separate ways and start a new journey of our own," he wrote. "We will continue to work together as loving parents and guide and love our children through this difficult time."

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August 2023: A Source Revealed the Reason Behind Divorce Filing

tori spelling and dean mcdermott
Source: MEGA

They split after 18 years of marriage.

The pair never revealed the reason behind their divorce, but a source said their financial issues took a toll on their relationship.

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October 10, 2023: Dean McDermott Spotted With Lily Calo

tori spelling and dean mcdermott
Source: MEGA

Their friends said their separation was "out of the blue."

After their divorce announcement, McDermott was spotted holding hands with Lily Calo. Daily Mail released photos from the outing at the Department of Social Services in Los Angeles, Calif.

The pair had another PDA-filled appearance at the Los Angeles International Airport.

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October 19, 2023: Tori Spelling Reportedly Reacted to Dean McDermott's Romance

tori spelling and dean mcdermott
Source: MEGA

Tori Spelling is reportedly focusing on herself and her well-being with her kids.

A source told Us Weekly that Spelling was over their marriage but still found the development unpleasant.

"Dean stepping out with a new woman since he hadn't been seen in a long time is disrespectful to Tori," the insider said. "He hasn't been as actively engaged with the family since they separated."

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October 23, 2023: Tori Spelling Started Living in a Rental Home With Her Kids

tori spelling and dean mcdermott
Source: MEGA

Dean has since moved on to date Lily Calo.

While McDermott has been enjoying smooching and hugging his new muse, Spelling and their five kids found a new home in the Woodland Hills area of Los Angeles, Calif. She is reportedly renting the place for $18,000 per month.

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