Drew Barrymoreex husband Tom Greenhe is ready to say "I will" once again!

The comedian, known for his whirlwind romance with Barrymore, is preparing to walk down the aisle two decades after their brief but memorable relationship. In 2021, Green and Barrymore shared an emotional reunion on her talk show, reflecting on their enduring love for each other.

Tom Green's upcoming wedding marks a new chapter in his life, years after his 2001-2002 marriage to Drew Barrymore.

After years of focusing on his career and reconnecting with old friends, such as his ex-wife Barrymore, Green is ready for a fresh start. To announce the big news, the 53-year-old shared his exciting announcement on Instagram.

"Big news! Amanda and I are engaged! I'm the luckiest guy alive. I love you Amanda. Happy Holidays and Christmas from us all!," Green enthusiastically wrote in the caption.

While the newlywed star kept the details of his fiancee a secret, he delighted his fans with several cozy photos of the couple. In one winter snap, Amanda proudly showed off her sparkling engagement ring, giving followers a glimpse of their joyous moment.

The fast was met with a flood of congratulatory messages from fans, with one excitedly writing: "Sweet! So adorable! Congratulations!" Another gushed: "Yes! Such lovely news to read. Congratulations to you both!" A third companion expressed his joy, saying:

“It is absolutely wonderful!" while the fourth referred Green as a "lucky man".

Green's recent engagement announcement is sure to remind fans of his candid reunion with ex-wife Barrymore on her talk show in 2021. During his appearance on "The Drew Barrymore Show," he reflected on their tumultuous marriage, fondly recalling their honeymoon.

He also described reconnecting with her as an "out-of-body experience". The Blast reported that the reunion took a gentle turn when Green expressed his gratitude for the opportunity to reconnect.

"It's very nice to see you. I feel weird though," he hesitated before adding, "This is cool. I actually think this is a good way to reconnect, actually. It takes some of the pressure off.

The emotional climax came when Barrymore told the actor "Well, I respect and love you," prompting Green to reply, "I love you too."

Barrymore's romantic history is interesting. She has three marriages, each marking a unique chapter in her life. Before her whirlwind relationship with Green, the 49-year-old was briefly married to Jeremy Thomas from 1994 to 1995.

In 2012, she married Will Kopelman, with whom she shares two daughters, Olive and Frankie, before they divorced in 2016. Barrymore and Green's romance blossomed on the set of Charlie's Angels in 2000.

The former couple married in 2001, but their union was short-lived, ending in divorce just a year later. Reflecting on the relationship during a 2020 interview with Howard Stern, Barrymore admitted: "We were young and kind of idiots. I didn't know how to manage." she added:

"I always said I was a woman in the boardroom and a child in the bedroom. I could walk into the studio and present … but I didn't know how to deal with things in my personal life."

Just like her marriages, Barrymore has had her fair share of flings, and she's not shy about talking about them. in may The Blast reported that the mother of two opened up about her first date wondering if she would make it out alive.

The "Wedding Singers" star was on a date with a man she thought she knew, feeling safe because they had mutual acquaintances. When he invited her to his apartment, she didn't think twice - until things took a strange turn.

While touring his home, the pair entered the basement, where Barrymore noticed a large roll of "clear plastic of whatever kind," which set off alarms in her mind.

Barrymore noted that after they had gone back upstairs she told him bluntly: "I know we don't really know each other, but I was really afraid you were going to kill me."

Fortunately, that was not the case. The actress revealed that the awkward moment bonded them over the years and became a running joke in their friendship.

Barrymore's dating life has provided plenty of fodder for her talk show, and one of her most memorable stories involves a dating app disaster.

The founder of Flower Films shared a hilarious story about being seduced by a man who claimed to be the quarterback of the Los Angeles Rams. She recalled telling him how frustrating it was to "be a girl from Los Angeles who loves football," only for him to lie to him about his career.

"He wasn't the quarterback of the LA Rams. He's a musician who thought he was cute," she revealed. Barrymore was clearly annoyed, explaining to co-host Ross Mathews how she felt "lied to, robbed".

While Tom Green's upcoming wedding marks an exciting new chapter in his life, it's clear that his past with Drew Barrymore remains a lasting and respectful relationship.