A big night to take a big step (and repeat).
 
Two years ago, they began to spark romance rumors. Mad MenAlum Jon HammYour girlfriend Anna OsceolaTheir red carpet debut was at the after-party for 2022 Academy Awards. The couple attended an annual viewing party hosted by Mercedes-Benz—Jon is a brand ambassador—in Beverly Hills on Sunday, March 27.
 
According to reports, they first met during filming of the Mad MenSource confirms series ending in 2015 Us Weekly in June 2020 that the actors, were indeed, an item—Jon’s first serious romance after announcing the end of his nearly two-decade relationship with screenwriter Jennifer Westfeldt in 2015.
 
“With great sadness, we have decided to separate, after 18 years of love and shared history,” read a joint statement released from the pair at the time. “We will support each other in any way we can moving forward.”