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Jon Hamm & 'Mad Men' Co-Star Anna Osceola Are Indeed Dating!

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Jon Hamm is dating a former Mad Men co-star! We’ve spotted the 49-year-old Emmy-winning actor with his former co-star Anna Osceola, 32, on several occasions over the years and now Us Weekly confirms that they are a couple. Jon and Anna have been rumored to be dating for a long time and the sightings of them date as far back as January 2017, when they were spotted together at the gym.

They were also spotted together at the tennis courts in March 2018. Reddit users spotted the pair at a basketball game in June 2019.

During the quarantine due to the pandemic, Jon and Anna were spotted wearing face masks while going to play a game of tennis.

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