After knowing each other for more than 7 years and being in relationship for about 2 years, Anna Osceola and Jon Hamm got engaged in a low-key affair.
In 2015, the couple met each other first time on the sets Mad Men (AMC series). Later in 2017, Anna and Jon were clicked together, after which there were speculation about the two being into relationship until 2020, when the lovebirds were seen together on several occasions. Since then, they’ve been spotted together for meals, playing tennis during May and enjoying beach day in Santa Barbara in September. In 2021, the duo went on a vacation to Italy. In 2022, March the couple officially made their red-carpet debut at the Oscar. And again, in May for Sarah Silverman musical Bedwetter, they walked together on the red carpet. Two months later, in July they were spotted at the ESPY Awards.
On Monday the ‘People’ reported about the secret engagement ceremony but they also said that Jon’s representative hadn’t yet commented.
Lately in September 2022, Hamm admitted on his show ‘Sirius Stern’ in an interview with Howard Stern and said “This is all part of what I’m saying. This is another place in my life that I feel very settled and comfortable. I’m in a relationship right now and it’s comfortable,” later he added that he’s been able to sit down to start “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 sounds hokey and whatever, but it’s real and for one of a better word, it’s what I’m working for. What else is there other than that?” he accepted that he is “very much so” in love. “It’s also been a process of working on myself, my mental health, all the stuff with my therapist,” He said. “And unpacking all of that trauma and realizing that when you lose someone that’s so important to you, like a mother, so early, that that creates a wound that blocks a lot of that emotional accessibility, that blocks a lot of that availability and vulnerability.”
Jon and Anna came together onscreen in 2022 for the Fletch Series, Fletch, Confess. Where Anna played the role of ‘Larry’ and Jon played the role of a semi-retired journalist Irwin Fletcher (originally played by Chevy in 1985 & 1989).
Before Anna,34 and Jon,51 met each other on 2015, the ‘Baby Driver’ actor was married to Grey’s Anatomy actress and a screenwriter, Jennifer Westfeldt for 18 long years that is from 1997 – 2015. The couple had then justified their breakup by saying that they never wanted to wed and “continue to be supportive of each other in every way possible moving forward.”
