Jon Hamm, 55, and pregnant wife Anna Osceola, 38, pose with a New York Jets baby onesie as they head to Green Bay Packers game

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By CONNIE RUSK, ASSOCIATE SHOWBUSINESS EDITOR

Published: 11:29 BST, 21 September 2026 | Updated: 12:29 BST, 21 September 2026

Jon Hamm and his pregnant wife Anna Osceola proudly posed with a New York Jets baby onesie as they watched them take on the Green Bay Packers on Sunday. 

The excited couple beamed as they held up the tiny memorabilia T-shirt at the MetLife Stadium in New Jersey

Anna, 38, displayed her blossoming bump in a ribbed green halterneck dress, while Jon, 55, cut a casual figure in a green checked shirt and white long-sleeved top. 

After posing, the pair headed to the stadium to watch the game unfold. 

However, the Green Bay Packers ended up defeating the New York Jets 20-17 during Week 2 of the 2026 NFL regular season.

Jon and Anna made their first red carpet appearance at the Emmys last week after it was revealed the Mad Men star was to become a first-time dad at 55.  

Jon Hamm and his pregnant wife Anna Osceola proudly posed with a New York Jets baby onesie as they watched them take on the Green Bay Packers on Sunday

Anna, 38, displayed her blossoming bump in a ribbed green halterneck dress, while Jon, 55, cut a casual figure in a green checked shirt and white long-sleeved top

The couple's baby joy comes as a surprise turnaround for the actor, who previously openly said he didn't 'necessarily want kids'.

The actor told The Guardian in 2008 while he was still with long-term partner Jennifer Westfeldt: 'I don't necessarily want kids. A lot of our friends are having children and I don't know if it's for me. 

'I haven't come down hardcore on either side of the argument. I think when people come from a stable family having children becomes a celebration and I'm not sure it would be that way for me.'

The actor was previously in a relationship with Jennifer that began in 1997 and lasted nearly two decades before they separated in 2015.

Jon first met Anna in 2015 when she appeared in one episode of the popular AMC show as a receptionist. Just months later, Jon and Jennifer announced they had ended their longtime relationship.

At the time, a source told the outlet that the actor's 'party-heavy lifestyle' had become too much for Jennifer. Additionally, it was claimed she wanted him 'to grow up' but 'he never wanted to'.  

The Baby Driver actor was subsequently spotted with Anna in 2017, and they were confirmed to have been dating in 2020.

They made their red carpet debut in 2022, and they also appeared alongside one another in the crime comedy feature Confess, Fletch.

The couple tried to dodge the rain as they headed into the stadium

After posing, the pair headed to the stadium to watch the game unfold

Jon stocked up on snacks and a drink as he took his seat 

The couple chatted away in the stadiums 

However, the Green Bay Packers ended up defeating the New York Jets 20–17 during Week 2 of the 2026 NFL regular season

Jon and Anna made their first red carpet appearance at the Emmys last week after it was revealed the Mad Men star was to become a first time dad at 55 

The happy couple was confirmed to have become engaged in February 2023, and a source opened up to Us Weekly about the new step in their relationship.

Jon previously discussed his romance during an interview on The Howard Stern Show, where he expressed that his relationship with Osceola made him reevaluate his love life up to that point.

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