Jon Hamm

It's shaping up to be an astounding year for award-winning sex symbol and Hollywood icon Jon Hamm, who joined the Stern Show for the first time Monday ...

“That was a good day – a really good day.” By the time I got to pursuing acting really in a real way, I was in college, and I ended up getting a scholarship to do it and it was literally just something like ‘I think I’m good at this,’” he said of his early days. “I was like, ‘Well, then, the answer is yes … “I had a lot of great kids and students.” Then in 2000, at the age of 29, he landed a small part as a Zorro-clad bartender on the NBC drama “Providence.” and looks at me and goes, ‘I feel like I got the wrong end of this deal.’” “I was over the moon. I like a breathable cotton.” I knew that I was loved and taken care of and that that was never going to go away — until it did,” Hamm told Howard. “Do I wish that there was somebody in my life at that point that was able to ease that pain? “I really wish I could have asked my dad a million different things. But as the 51-year-old acting teacher turned “Mad Men” megastar told Howard, his journey to the top was anything but guaranteed.

Jon Hamm sat down for his first interview on SiriusXM's "The Howard Stern Show" where he chatted about a number of topics including his current relationship ...

On that day, Cruise told Hamm that he was a big fan of his show “Mad Men”. Doing so has “made the relationship that i’m in now even more meaningful and opened up the possibility of things like being married, having kids, you know defining a new version of happiness, life, wellness,” the actor revealed. READ MORE:

Jon Hamm and Anna Osceola made their red carpet debut earlier this year after nearly two years of dating.

In 2015, PEOPLE broke the news of [the pair's split](https://people.com/tv/jon-hamm-jennifer-westfeldt-break-up-after-18-years/) after 18 years together. He continued, "It's only been in the last couple of years, me kind of sitting down and really thinking about all that stuff, that's made the relationship that I'm in now even more meaningful and opened up the possibility of things like being married, having kids, defining a new version of happiness, life, wellness ... "It's also been a process of working on myself, my mental health, all the stuff with my therapist. "I'm in a relationship right now and ... It is believed the two met in 2015, when Osceola appeared on the series finale of Mad Men as the receptionist at the spiritual retreat where Hamm's character was seen in the episode's last moments. [Howard Stern](https://people.com/tag/howard-stern/) for a recent episode of [The Howard Stern Show](https://www.youtube.com/watch?v=EvnAzqEgtkA), the Mad Men alum, 51, opened up about how he feels "very settled and comfortable" at this stage of his life and in his relationship.

"You just want to shake her and go, 'Honey, they were never yours give them back!'" Hamm said of Erika Jayne on "The Howard Stern Show."

"The first hit of the pipe was New Jersey," he said. [Erika Jayne should](https://www.newsweek.com/erika-jayne-responds-jennifer-lawrences-evil-jibe-cutting-swipe-1743567) "give back the earrings," to which the actor responded with an enthusiastic: "Yes!" [A clip of Jayne being served with said lawsuit went viral back in July.](https://www.newsweek.com/erika-jayne-served-50-million-lawsuit-lax-video-1727837) [New Jersey](https://www.newsweek.com/topic/real-housewives-new-jersey) one that got him hooked. [Real Housewives of Beverly Hills](https://www.newsweek.com/real-housewives-beverly-hills-season-12-cast-rhobh-new-returning-diana-jenkins-kathy-hilton-1705690). [Mad Man](https://www.newsweek.com/topic/mad-men) star discussed his love for the long-running reality series during an appearance on SiriusXM's [The Howard Stern Show](https://www.newsweek.com/topic/howard-stern) over the weekend.

After many supporting roles in comedy movies and shows, Jon Hamm finally gets a comic lead in Confess, Fletch, which revitalizes the character.

As an actor known for his more dramatic role in Mad Men, Jon Hamm adds a degree of naturalism to the role of Irwin Maurice Fletcher that fits better with the generic conventions of the mystery movie. That role was the perfect subversion of the Don Draper character, using a more comic lens to expose the damaging effects of the Mad Men protagonist's silver tongue and misogyny. Fletch is an ideal character for Hamm to play, drawing more on his gifts for comedy and character work while brilliantly flipping the role of Don Draper. More recently, Hamm has appeared alongside Larry David in the HBO movie Clear History and in episodes of Curb Your Enthusiasm. [Confess, Fletch](https://screenrant.com/tag/confess-fletch/), Jon Hamm can finally leave behind the iconic role of Don Draper in [Mad Men](https://screenrant.com/tag/mad-men/). Since Mad Men ended in 2015, Jon Hamm has had a number of roles in TV and movies, but none of them have had anything like the impact of Don Draper.

'First of all, who doesn't wear underwear?' the former 'Mad Men' star told Howard Stern when asked about a 2013 report that he wasn't fond of intimate ...

About his relationship with Osceola, Hamm told Stern, “It’s only been in the last couple of years, me kind of sitting down and really thinking about all that stuff, that’s made the relationship that I’m in now even more meaningful and opened up the possibility of things like being married, having kids, defining a new version of happiness, life, wellness … She played a receptionist at the spiritual retreat in Big Sur that Don Draper visits to find redemption. Hamm won an Emmy for playing the iconic TV anti-hero Don Draper on “Mad Men,” the acclaimed series about 1960s advertising executives that ran from 2007 to 2015.

Mad Men alum Jon Hamm revealed he has an affinity for Real Housewives in a recent interview. Hear his thoughts on RHOBH star Erika Jayne's ongoing legal ...

[Teresa Giudice](https://www.eonline.com/news/teresa_giudice) and co. "The first hit of the pipe was [New Jersey](https://www.eonline.com/news/the_real_housewives_of_new_jersey)," Hamm said. [the pair of diamond earrings](https://www.latimes.com/california/story/2022-08-04/erika-jayne-tom-girardi-diamond-earrings) that Erika's estranged husband, [disgraced lawyer](https://www.eonline.com/news/1320336/erika-jayne-slams-misguided-2-1-million-lawsuit-claiming-she-aided-and-abetted-husband-tom) [Tom Girardi](https://www.eonline.com/news/1282349/tom-girardis-law-firm-allegedly-loaned-erika-jaynes-businesses-over-s20-million), gifted her early on in their relationship. "Yes!" I thought it was the low-hanging fruit, the lowest common denominator." "I'm fascinated by it, I really am," Hamm said on [The Howard Stern Show](https://www.youtube.com/watch?v=OLWqKnz076M) Sept.

“If it's not broke, don't fix it,” seems like a strong metaphor for the friendship between actors Jon Hamm and Paul Rudd, a bond Hamm spoke to in a recent ...

Hamm says when he first arrived, he promised not to “blow up” Rudd’s spot, but did ask him for just “one phone number” to help Hamm get off the ground. “It was like he was everything that you thought the cool guy from college looks like in 1988,” Hamm recalls. Hamm says in their early years of friendship, Rudd had “long Michael Hutchence hair,” a Duran Duran jacket, and an ascendant acting career Hamm admired.

"Mad Men" star Jon Hamm is "very much" in love with his girlfriend Anna Osceola and said that he may even marry her in the future.

The exes announced their breakup in a joint statement, vowing to “continue to be supportive of each other in every way possible moving forward.” But they wouldn’t be romantically linked until six years later when romance rumors swirled in early 2020. What else is there other than that.”