Jon Hamm is a married man! People reports that 52-year-old Jon married 35-year-old Anna Osceola in Big Sur, the same place where the Mad Men finale was filmed. That’s also where the couple met for the first time in 2014. Anna played the receptionist at the spiritual retreat where Don Draper gets the idea for the Coca-Cola commercial. She had pigtails (important). The wedding venue wasn’t the only Mad Men-inspired part of the wedding; Jon and Anna walked down the aisle to Nancy Sinatra’s 1967 James Bond theme, “You Only Live Twice”, which also appeared in Mad Men’s Season 5 finale. The song plays when Don makes the decision to cheat on his new, young wife. So, um, yeah.
Back in 2022 when John Hamm was out promoting his film, Confess, Fletch, there were two talking points he found pertinent: assuring everyone that despite his oft-visible Hammaconda’s years-long run leading everyone to believe he was against underwear, he’s never gone without them; and that he was very in love with his girlfriend at the time, Anna Osceola. While it’s still hard to believe that he’s never gone commando, it seems like he was telling the truth about his love for Anna; because People confirmed they’re engaged, though neither of the betrothed shared more details.
It’s been 10 years since Jon Hamm’s hefty trouser entity, fondly referred to as “The Hammaconda” has made its way into our cultural lexicon. Over the years we’ve ogled it on the set of Mad Men, on dog walks, and on the red carpet. The pants containing it have changed, but the tingles it elicits remain consistent. The Hammaconda has become a familiar, cherished old chum at this point, and it has always just been assumed that Jon likes to let his baby-arm hang free, considering we’ve seen the entire outline of it. But during his recent stop at The Howard Stern Show on SiriusXM, Jon says that he’s never gone without underwear. And if the fact that his bulge is so prominent even WITH underwear has caused you to book the next flight out to find Jon and profess your insatiable thirst, slow your roll; because Jon also talked about how in love he is with his longtime girlfriend, Anna Osceola, and has even been contemplating marriage.
Hey, look over here! Did you hear? Jon Hamm has a new girlfriend and you are definitely not getting official confirmation of this exciting new development from Us Weekly today because everybody saw Jon’s sooted up face beaming out from underneath a Buckwheat wig yesterday. No! Don’t go looking for it right now, stay with me, the sexy news is RIGHT HERE!