Both Osment and Jordan admitted the oddities of their fictional relationship.
They’ve also defended it since the show never shied away from the topic.
… And that was new for me.

I mean, usually, it goes the other way.
Usually I’m like, ‘How old is this guy?'"
In doing so, Barrymore asked Osment about Anthony and how she met him.

“We met at a concert,” she replied.
And then I went over there and introduced myself.
He couldn’t care less about me, which was really funny."

“I knew her brother a little bit from past experiences, whatever,” he said.
As a Texas native himself, Jordan’s authentic southern accent always shined when he portrayed Georgie Cooper.
Ultimately, her character ended up without one.

Despite her initial efforts, Osment suggested that she was more than happy to make this change.
I was like, ‘Great.
That’s fine.'"

However, her on-screen chemistry with Montana Jordan prompted showrunners to keep her on as a recurring character.
“I can’t wait, you know.
So, I’m very, very, very excited.”

This included Montana Jordan.
One of which saw her encouraging Jordan to change his soda-drinking habits.
During their joint interview withTV Linein 2024, Osment recalled what it was like working with Jordan.

According to Osment, Jordan loved drinking orange soda more than he loved water, which seemingly worried her.
“I’m just trying to get you to drink water,” she said.
“Like, he only drinks Sunkist.

I hear him shouting for a Cactus Cooler at like 8 o’clock in the morning every day.
Yeah, so, it’s really just me trying to raise him.”
According to Jordan, however, this was all due to Osment’s professionalism.

From first meeting in 2022, Jordan noted that this was the first thing he noticed about Osment.
This remained true over time as more aspects of their friendship became public knowledge.
I think it shows on the TV, and I think people enjoy it," he stated.

While Jordan praised Osment’s professionalism, Osment always acknowledged Jordan’s ability to learn things quickly.
Like most sitcoms, “Georgie & Mandy’s First Marriage” follows a traditional multi-cam setup.
Alternatively, Jordan was only used to single-cam setups.

“I’m excited for Montana to do the live audience,” she said.
“He’s never done it before.
He’s going to be fantastic.”
This became true once the series came out.
In an interview withLA Times, Osment spoke about the show and her working relationship with Jordan.
Through this, she expressed just how seamless Jordan’s transition from single-cam to multi-cam was.
It’s awesome."
This culminated in January 2024 when they announced they were expecting a child together.
So much so that in January, Jordan shared that they were officially engaged on Instagram.
In fact, Osment apparently played an important role in making his special moment come to life.
With that knowledge, it appeared that Jordan knew his “fake wife” could help with his proposal.
This worked out as the proposal pictures showed Weeks wearing the ring Osment helped Jordan get.
“The woman that made Emily’s ring, I reached out to her.
“So, Emily has helped us through the process a little bit.”
This became especially clear in 2024 when Osment took toInstagramto announce their spinoff show to her followers.
Osment only continued to refer to Jordan as her fake husband the more interviews she went on.
This became even more apparent once “Georgie & Mandy’s First Marriage” premiered.
“I’m spending my honeymoon with my fake husband,” she told the publication.
“Also, I really enjoy your 9 a.m. Orange Crush soda that he just pounds.”