Heartbreaking reason Adam Sandler sends Jennifer Aniston flowers on a specific day every year

Jennifer Aniston receives flowers from her long-time friend Adam Sandler on the same day every year for a heartbreaking reason.

The Friends actress and Happy Gilmore legend first met in the 1990s in a Los Angeles restaurant called Jerry’s Deli.

Since then, the celebrities have appeared together in Just Go with It, Netflix’s Murder Mystery, and its 2023 sequel. The pair are also famed for their on-set fun and strong dynamic off-screen.

In an interview with The Wall Street Journal in 2023, Aniston, 56, revealed that Sandler, 59, sends her a bouquet on Mother’s Day.

According to the sitcom icon, the gesture carries significant weight given her journey.

The Rachel Green favorite has previously been open about her struggles with fertility, revealing in a chat with Allure that she explored IVF and alternative therapies in her 30s and 40s to no avail.

Jennifer Aniston and Adam Sandler have appeared in three films together (Stephane Cardinale - Corbis/Corbis via Getty Images)

"All the years and years and years of speculation... It was really hard. I was going through IVF, drinking Chinese teas, you name it," she shared.

"I was throwing everything at it. I would've given anything if someone had said to me, 'Freeze your eggs. Do yourself a favor.' You just don't think it.”

Aniston revealed how gruelling the process was and that she eventually reached her breaking point.

“The ship has sailed. I have zero regrets. I actually feel a little relief now because there is no more, 'Can I? Maybe. Maybe. Maybe'. I don't have to think about that anymore.”

In a gesture of solidarity with his lifelong friend, Sandler - a father of two - and his wife, Jackie, send her flowers on Mother’s Day as a way to show their love and support.

Sandler and his wife send their friend a bouquet every Mother's Day (Netflix)

The Morning Show star has previously shrugged off criticism that her marriage to Hollywood icon Brad Pitt, which ended in 2005, and partnership with Justin Theroux (2011-2017) both ‘failed’ because she couldn’t conceive.

“God forbid a woman is successful and doesn’t have a child. And the reason my husband left me, why we broke up and ended our marriage, was because I wouldn’t give him a kid. It was absolute lies.”

Speaking to Harper’s Bazaar UK, she added: “[The media] didn’t know my story, or what I’d been going through over the past 20 years to try to pursue a family, because I don’t go out there and tell them my medical woes.”

During a recent interview on Dax Shepard and Monica Padman’s Armchair Expert podcast, Aniston opened up about her decision not to become a mom via adoption.

The famous faces met in 1990 and have remained friends ever since (Emma McIntyre/WireImage)

"When people say, ‘But you can adopt', I don’t want to adopt. I want my own DNA in a little person. "That’s the only way, selfish or not, whatever that is, I’ve wanted it.”

Last month, Aniston and Sandler’s ex-co-star, Drew Barrymore, admitted the trio had discussed working together.

Barrymore, 50, and the Dumplin’ star previously worked on 2009’s He’s Just Not That Into You, while Sandler-Barrymore projects include 1998’s Blended, cult favorite 50 First Dates, and Frank Coraci’s Blended.

Speaking on her self-titled talk show, the mom-of-two said: “We’ve batted around some ideas.

“As a joke, we say we’ll make the Three’s Company movie, but I’m really bullish on Death Becomes Her, a remake of that."

1992’s Death Becomes Her stars Meryl Streep, Goldie Hawn, Isabella Rossellini, and Bruce Willis.

The Oscar-winning frenemies film continues to have a cult following, recently being adapted into a Broadway musical starring Megan Hilty, Jennifer Simard, and Christopher Sieber.