Jon Hamm, 55, proudly dons dad fashion with pregnant wife Anna Osceola, 38, after saying he is 'terrified' of being an old father

Jon Hamm has continued showcasing his dad style despite admitting he is 'terrified' about welcoming a child in his mid-fifties.

The 55-year-old actor was seen on an errand run at upscale grocery Gelson's with his 38-year-old actress wife Anna Osceola in Los Angeles  on Sunday.

Hamm donned his father forward style in a royal blue shacket unbuttoned over a grey graphic T-Shirt, a darker shade of grey shorts, and slip-on sneakers.

The outfit all came together with a green dad hat and eyeglasses as he walked around with his hands in his pockets.

Osceola was bumping along in a white patterned midi dress and two-strap Birkenstock sandals.

Her strawberry blonde locks were worn down as she showcased her natural looks by going make-up free as she  rocked a pair of large brown designer shades.

Last month, Hamm finally broke his silence on their baby news as he said  he is 'very excited and deeply terrified' about welcoming a child with Osceola during an appearance on Late Night with Seth Meyers.

After the host Meyers, 52, showed a photo of Hamm and Osceola at the Emmy Awards in early September with the actress's baby bump showing, the Mad Men star happily declared: 'We are having a baby!' 

Meyers asked if he was excited about becoming a father to which Hamm responded: 'By turns very excited and deeply terrified. Yeah, so I think I'm doing it right.'

The two then bonded over both being an 'old dad' as Hamm poked fun at the age difference between himself and his soon-to-be-born child.

He said: 'When your kid is 70, you'll be like, 'I did it!' When I'm 152.'  

In August, the Daily Mail exclusively revealed Osceola was pregnant as she debuted her baby bump in a bikini as they vacationed at a luxurious resort in Ischia, Italy. 

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

Hamm 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. 

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

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.

Hamm 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.

'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 Westfeldt that began in 1997 and lasted nearly two decades before they separated in 2015.

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

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

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

The show Mad Men changed Hamm's life in many ways. Not only did it propel him into the spotlight and help launch a major career for the actor, but it also brought his future wife into his life.

In 2010, while Hamm was still dating Westfeldt, he first revealed that neither he nor his girlfriend had any interest in tying the knot.

'I don't have the marriage chip, and neither of us have the greatest examples of marriages in our families,' he told Parade.

Hamm previously admitted that he had no interest in ever walking down the aisle, but in a 2022 interview with Sirius XM, he revealed that everything had changed once Osceola came into his life.

He credited her with inspiring him to get therapy for the trauma he endured as a child following the death of his mother – which ultimately gave him a newfound drive to become a family man.

He said getting professional help 'opened up the possibility of things like being married and having kids.'

In a June 2024 interview, Hamm revealed he hoped his marriage would produce children.

He said: 'It's been great. And I hope it turns into kids. It's not lost on me that I'm 53. I will be the old dad, but so it goes. It could be a good thing. We'll see.'