{"id":256718,"date":"2026-08-10T20:36:10","date_gmt":"2026-08-10T20:36:10","guid":{"rendered":"https:\/\/entertainment.runfyers.com\/index.php\/2026\/08\/10\/jon-hamm-expecting-first-child-with-wife-anna-osceola\/"},"modified":"2026-08-10T20:36:10","modified_gmt":"2026-08-10T20:36:10","slug":"jon-hamm-expecting-first-child-with-wife-anna-osceola","status":"publish","type":"post","link":"https:\/\/entertainment.runfyers.com\/index.php\/2026\/08\/10\/jon-hamm-expecting-first-child-with-wife-anna-osceola\/","title":{"rendered":"Jon Hamm Expecting First Child With Wife Anna Osceola"},"content":{"rendered":"<p> <br \/>\n<\/p>\n<div>\n<p><span class=\"span-reading-time rt-reading-time\" style=\"display: block;\"><span class=\"rt-label rt-prefix\">Reading Time: <\/span> <span class=\"rt-time\"> 2<\/span> <span class=\"rt-label rt-postfix\">minutes<\/span><\/span><\/p>\n<p>Don Draper, Dick Whitman \u2014 whatever names he may have gone by before, Jon Hamm will soon be known as Dad.<\/p>\n<p>Yes, the <em>Mad Men<\/em> star and his wife, Anna Osceola, are expecting their first child together, the <em><a href=\"https:\/\/www.dailymail.com\/tvshowbiz\/article-16041963\/Jon-Hamm-wife-pregnant-anna-osceola-mad-men-hamptons.html\" target=\"_blank\" rel=\"noreferrer noopener\">Daily Mail <\/a><\/em>reported on Monday.<\/p>\n<p>The couple has not publicly commented on the pregnancy, and representatives for both actors did not immediately respond to requests for comment. <\/p>\n<figure class=\"wp-block-image size-large\"><noscript><\/noscript><img fetchpriority=\"high\" decoding=\"async\" width=\"1024\" height=\"683\" src=\"https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-1024x683.jpg\" alt=\"Jon Hamm and Anna Osceola attend Apple TV+'s &quot;Your Friends &amp; Neighbors&quot; New York Premiere at DGA Theater on April 08, 2025 in New York City.\" class=\"wp-image-560789 lazyload\" srcset=\"https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-1024x683.jpg 1024w, https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-300x200.jpg 300w, https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-768x512.jpg 768w, https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-2048x1365.jpg 2048w, https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-960x640.jpg 960w, https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-1080x720.jpg 1080w, https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-1200x800.jpg 1200w\" sizes=\"auto, (max-width: 760px) calc(100vw - 20px), 720px\" data-pin-media=\"https:\/\/cdn.thehollywoodgossip.com\/uploads\/2026\/08\/GettyImages-2209316722-scaled.jpg\" loading=\"lazy\" data-trellis-processed=\"1\"\/><figcaption class=\"wp-element-caption\">Jon Hamm and Anna Osceola attend Apple TV+\u2019s \u201cYour Friends &amp; Neighbors\u201d New York Premiere at DGA Theater on April 08, 2025 in New York City.<span class=\"image-caption-credit\"> (Photo by Theo Wargo\/Getty Images)<\/span><\/figcaption><\/figure>\n<p>Hamm, 55, and Osceola, 38, have been married since June 2023. The couple exchanged vows at Anderson Canyon in Big Sur, California \u2014 a location that holds special significance for <em>Mad Men<\/em> fans.<\/p>\n<p>Jon and Anna met there while filming the finale of the hit AMC drama.<\/p>\n<p>(And \u201cthe real Don Draper\u2019s\u201d wife was named Anna!)<\/p>\n<p>He previously <a href=\"https:\/\/www.thehollywoodgossip.com\/2015\/11\/jon-hamm-and-jennifer-westfeldt-back-together\/\" target=\"_blank\" rel=\"noreferrer noopener\">dated writer Jennifer Westfeldt<\/a> for 18 years. <\/p>\n<p>Their wedding reportedly included several famous friends, including Billy Crudup, Paul Rudd, and Tina Fey.<\/p>\n<p>Now, the couple is preparing to welcome a new addition to their family.<\/p>\n<p>While Hamm and Osceola have largely kept their personal lives private, Jon has been candid in recent years about his changing feelings toward marriage and fatherhood.<\/p>\n<blockquote class=\"instagram-media\" data-instgrm-permalink=\"https:\/\/www.instagram.com\/reel\/Db3pEw6t8yp\/?utm_source=ig_embed&amp;utm_campaign=loading\" data-instgrm-version=\"14\" style=\" background:#FFF; border:0; border-radius:3px; box-shadow:0 0 1px 0 rgba(0,0,0,0.5),0 1px 10px 0 rgba(0,0,0,0.15); margin: 1px; max-width:540px; min-width:326px; padding:0; width:99.375%; width:-webkit-calc(100% - 2px); width:calc(100% - 2px);\"\/>\n<p>In a 2024 interview with <em><a href=\"https:\/\/www.hollywoodreporter.com\/tv\/tv-features\/jon-hamm-interview-fargo-mad-men-marriage-morning-show-1235925744\/\" target=\"_blank\" rel=\"noreferrer noopener\">The Hollywood Reporter<\/a><\/em>, he admitted that he once had complicated feelings about marriage because of his parents\u2019 divorce.<\/p>\n<p>But his relationship with Osceola changed his perspective.<\/p>\n<p>Hamm said he hoped their marriage would \u201cturn into kids\u201d and acknowledged that becoming a father later in life would make him an \u201cold dad.\u201d<\/p>\n<p>\u201cIt\u2019s not lost on me that I\u2019m 53,\u201d he said at the time. \u201cI will be the old dad, but so it goes. It could be a good thing. We\u2019ll see.\u201d<\/p>\n<p>Hamm had previously spoken about how his relationship with Osceola helped him envision a future that included marriage, children, and a different definition of happiness.<\/p>\n<p>During a 2022 appearance on Howard Stern\u2019s SiriusXM show, Hamm explained that he felt \u201csettled and comfortable\u201d in his relationship and that it had opened his mind to possibilities he had not previously considered.<\/p>\n<p>That included \u201cbeing married, having kids, defining a new version of happiness, life, wellness.\u201d<\/p>\n<p>And now, that future is becoming a reality.<\/p>\n<p>Our sincere congratulations go out to Jon and Anna!<\/p>\n<\/p><\/div>\n<p><script async defer src=\"https:\/\/platform.instagram.com\/en_US\/embeds.js\"><\/script><br \/>\n<br \/><br \/>\n<br \/><a href=\"https:\/\/www.thehollywoodgossip.com\/2026\/08\/jon-hamm-expecting-first-child-with-wife-anna-osceola\/\" target=\"_blank\" rel=\"noopener\">Source link <\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Reading Time: 2 minutes Don Draper, Dick Whitman \u2014 whatever names he may have gone by before, Jon Hamm will soon be known as Dad. Yes, the Mad Men star and his wife, Anna Osceola, are expecting their first child together, the Daily Mail reported on Monday. The couple has not publicly commented on the [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":256719,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[9],"tags":[],"class_list":{"0":"post-256718","1":"post","2":"type-post","3":"status-publish","4":"format-standard","5":"has-post-thumbnail","7":"category-hollywood"},"_links":{"self":[{"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/posts\/256718","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/comments?post=256718"}],"version-history":[{"count":0,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/posts\/256718\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/media\/256719"}],"wp:attachment":[{"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/media?parent=256718"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/categories?post=256718"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/tags?post=256718"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}