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Jon Hamm, Pregnant Anna Osceola Attend Emmys 2026

Jon Hamm and pregnant wife Anna Osceola walked the Emmys 2026 red carpet as Widow's Bay and The Pitt swept the night's top awards.

Jon Hamm, Pregnant Anna Osceola Attend Emmys 2026CC Composite Editor

Jon Hamm, 55, proudly posed alongside his pregnant wife, Anna Osceola, 38, as the couple attended the Emmy Awards 2026 on Monday, marking their first public appearance since news of their pregnancy broke weeks earlier.

Dad-to-be Jon Hamm proudly posed with his pregnant wife Anna Osceola, 38, as the pair attended the Emmys 2026, weeks after their baby joy was revealed

The Mad Men star, who has previously said he never felt a strong pull toward fatherhood, smiled as Osceola showed off her growing baby bump in a striped gown.

The Mad Men icon, 55, who in the past said he had no desire to become a father, smiled happily while his wife showed off her growing bump in a striped gown

Osceola, who first revealed her pregnancy in a bikini last month, cradled her stomach as the pair made their first joint public appearance since the news was confirmed.

Osceola, who unveiled her baby bump in a bikini last month, cradled her stomach as the pair made their first public appearance since their pregnancy was revealed

The couple's expected baby marks a surprise turnaround for Hamm, who told The Guardian in 2008, while still with his longtime 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 couple looked delighted as they marked their first public appearance since their baby joy was revealed

Hamm and Osceola's relationship

Hamm was with Westfeldt from 1997 until the couple separated in 2015, after nearly two decades together. He first met Osceola that same year when she appeared in a single episode of Mad Men as a receptionist. Just months later, Hamm and Westfeldt announced their split.

A source previously said Hamm's "party-heavy lifestyle" had become too much for Westfeldt, and that she had wanted him "to grow up" but "he never wanted to."

Hamm was later spotted with Osceola in 2017, and the pair were confirmed to be dating in 2020. They made their red carpet debut together in 2022 and went on to appear together in the crime comedy Confess, Fletch. The couple got engaged in February 2023.

Hamm has since discussed the relationship on The Howard Stern Show, saying it made him reevaluate his love life up to that point. Mad Men, he has noted, not only launched his career but also brought his future wife into his life.

Hamm's Emmy nomination

Hamm attended Monday's ceremony as a nominee for his series Your Friends & Neighbors.

Hamm looked giddy as he attended the ceremony in honor of his nominated series Your Friends & Neighbors

Widow's Bay sweeps the comedy field

Apple TV's horror comedy Widow's Bay was the biggest winner of the night, sweeping all six categories in which it was nominated, including Outstanding Comedy Series. It beat out Abbott Elementary, The Bear, Hacks, Margo's Got Money Troubles, Nobody Wants This, Only Murders in the Building and Shrinking.

Widow's Bay was the biggest winner at the Emmy Awards 2026 as it swept the ceremony with leading man Matthew Rhys made history as the first actor to win two leading acting gongs in different categories in one night

The series is set on the fictional New England island of Widow's Bay, which is afflicted by a centuries-old curse that unleashes supernatural evils on its residents.

Star Matthew Rhys made history as the first actor to win two leading acting Emmys in different categories in a single night. He took Outstanding Lead Actor in a Comedy Series for Widow's Bay, having already won Outstanding Lead Actor in a Limited or Anthology Series or Movie earlier in the evening for The Beast in Me.

Matthew Rhys made history as he became the first actor to win two leading actor awards in one night
The 51-year-old Welsh actor Rhys won big as he earned Outstanding Lead Actor in a Comedy series for Widow's Bay

On Widow's Bay, the Welsh actor plays Tom Loftis, a mainlander who becomes mayor of the town and is initially skeptical of residents' superstitions about the island's curse. His character is a widower whose late wife was named Lauren, and father to a son, Evan.

In The Beast in Me, a psychological thriller miniseries, Rhys plays Nile Jarvis, the son of a real estate magnate who moves next door to Aggie Wiggs, played by Claire Danes, in Oyster Bay, New York, to live a more secluded life with his second wife after allegedly killing his first.

He also earned Outstanding Lead Actor in a Limited or Anthology Series or Movie for The Beast in Me

Widow's Bay also picked up Outstanding Supporting Actress in a Comedy Series for Kate O'Flynn, who plays Patricia Moyer, an eccentric assistant to Rhys's character who is treated as a social outcast by former classmates who believe she lied about being targeted by a serial killer known as the Boogeyman in high school.

Kate O'Flynn earned the first award of the night in the Outstanding Supporting Actress in a Comedy category for Widow's Bay
In the series she portrays Patricia Moyer, who is the eccentric assistant of Rhys's character and is considered a social outcast among her former classmates who believe that she lied about being targeted by a serial killer known as the Boogeyman while in high school

Stephen Root, 74, won Outstanding Supporting Actor in a Comedy Series, beating Colman Domingo, Paul W. Downs, Harrison Ford, Nick Offerman, Michael Urie and Tyler James Williams. Root plays Wyck Crawford, an outspoken believer in the town's supernatural history who initially clashes with Rhys's character.

For Outstanding Comedy Series, Widow's Bay beat out: Abbott Elementary, The Bear, Hacks, Margo’s Got Money Troubles, Nobody Wants This, Only Murders in the Building, and Shrinking

The show's creator, Katie Dippold, also won Outstanding Writing for a Comedy Series for the episode "Welcome to Widow's Bay," while Hiro Murai won Outstanding Directing for a Comedy Series for the same episode.

It was Widow's Bay that made the massive first impression at on television's biggest night as it won in all six categories it was nominated in including the top honour Outstanding Comedy Series as series creator Katie Dippold is seen accepting the honour

The Pitt tops the drama categories

On the drama side, HBO Max's The Pitt was again the biggest winner, taking Outstanding Drama Series and Outstanding Lead Actor in a Drama Series for Noah Wyle, repeating both wins from last year's ceremony. The Pitt led the night with 25 nominations, the most of any series.

On the drama side, it was once again The Pitt who was the big winner as the HBO Max series took home top honor Outstanding Drama Series and Outstanding Lead Actor in a Drama for Noah Wyle

It beat The Diplomat, The Gilded Age, A Knight of the Seven Kingdoms, Paradise, Pluribus, Slow Horses and Your Friends and Neighbors for the top drama prize. The series follows healthcare professionals at a Pittsburgh hospital as they navigate personal crises, workplace politics and the emotional toll of treating critically ill patients.

Wyle plays Dr. Michael "Robby" Robinavitch, the show's central character, who grapples with trauma, PTSD and unresolved post-COVID stress. He beat Sterling K. Brown, Gary Oldman, Mark Ruffalo and Rufus Sewell for the award.

Other major winners

Rhea Seehorn, 54, won Outstanding Lead Actress in a Drama Series for Pluribus, beating fellow nominee Zendaya. Jean Smart, 75, won Outstanding Lead Actress in a Comedy Series for Hacks for the fifth consecutive year, marking her eighth career Emmy from her 15th nomination; Zendaya presented her with the award. Hacks has just wrapped its fifth and final season.

Sally Field won Outstanding Lead Actress in a Limited or Anthology Series or Movie for Remarkably Bright Creatures. DTF St. Louis won Outstanding Limited or Anthology Series, The Traitors won Outstanding Reality Competition Program, and The Late Show With Stephen Colbert, now canceled, won Outstanding Variety Series. Allison Janney won Outstanding Supporting Actress in a Drama Series for The Diplomat, and Tom Pelphrey won Outstanding Supporting Actor in a Drama Series for Task.

Inside the ceremony

The 78th Primetime Emmy Awards took place at the Peacock Theater in downtown Los Angeles on Monday night. Law & Order: SVU executive producer and star Mariska Hargitay hosted the ceremony, becoming the first woman to host the show in 15 years.

HBO Max earned the most nominations of any platform this year with 122, including 13 for DTF St. Louis. A total of 555 programs were submitted across 14 program categories, down 7.5 percent from 600 entries the previous year, comprising 110 dramas, 71 comedies, 31 limited or anthology series, 34 movies, 18 variety series and 45 reality competition shows. The two Creative Arts Emmy Awards ceremonies were held the previous weekend, on September 5 and 6.

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