{"id":242589,"date":"2026-05-27T03:22:10","date_gmt":"2026-05-27T03:22:10","guid":{"rendered":"https:\/\/entertainment.runfyers.com\/index.php\/2026\/05\/27\/chelsea-handler-confirms-split-from-cowboy-boyfriend-reunites-with-him-as-friend\/"},"modified":"2026-05-27T03:22:10","modified_gmt":"2026-05-27T03:22:10","slug":"chelsea-handler-confirms-split-from-cowboy-boyfriend-reunites-with-him-as-friend","status":"publish","type":"post","link":"https:\/\/entertainment.runfyers.com\/index.php\/2026\/05\/27\/chelsea-handler-confirms-split-from-cowboy-boyfriend-reunites-with-him-as-friend\/","title":{"rendered":"Chelsea Handler Confirms Split From Cowboy Boyfriend, Reunites With Him as Friend"},"content":{"rendered":"<p> <br \/>\n<\/p>\n<div id=\"post-2219232\">\n<p>\t\t\t\t<!-- Franchise logo or primary category --><\/p>\n<p>\t\t\t\t<!-- post title --><\/p>\n<p><!-- \/post title --><\/p>\n<p><!-- subheader --><\/p>\n<p>\t\t\t\t<!-- post thumbnail --><\/p>\n<figure class=\"tpd-post-thumbnail-container caption_belowImage credit_onImage\"><figcaption><span class=\"credit-text\">Credit: Instagram<\/span><\/figcaption><\/figure>\n<p>\t\t\t\t\t\t\t\t<!-- \/post thumbnail --><\/p>\n<p><a href=\"https:\/\/www.justjared.com\/tags\/chelsea-handler\/\" class=\"celebrity-tag-link\" target=\"_blank\" rel=\"noopener\"><strong class=\"celebrity-tag-strong\">Chelsea Handler<\/strong><\/a> has confirmed she is now single! <\/p>\n<p>The 51-year-old comedian was dating her cowboy boyfriend for about six months before they decided to go their separate ways, she revealed in a new podcast interview.<\/p>\n<p>However, they were seen back together just this past weekend! <\/p>\n<figure class=\"wp-block-embed is-type-video is-provider-youtube wp-block-embed-youtube wp-embed-aspect-16-9 wp-has-aspect-ratio\">\n<div class=\"wp-block-embed__wrapper\">\n<p><iframe loading=\"lazy\" title=\"Chelsea F*cking Handler\" width=\"696\" height=\"392\" src=\"https:\/\/www.youtube.com\/embed\/X7r6jJCDMSk?feature=oembed\" frameborder=\"0\" allow=\"accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share\" referrerpolicy=\"strict-origin-when-cross-origin\" allowfullscreen><\/iframe><\/p>\n<\/div>\n<\/figure>\n<p>While appearing on the <em>Let\u2019s Be Honest with Kristin Cavallari<\/em> podcast, <strong>Chelsea<\/strong> opened up about the split. <\/p>\n<p>\u201cThe last guy I was dating, I met him in Vegas at a blackjack table. That was a really fun, like, adventure,\u201d she dished. \u201cWe had a great five, six months together.\u201d<\/p>\n<p><strong>Chelsea<\/strong> says their breakup was amicable and mostly driven by her lack of interest in a long-term relationship, admitting around the six month mark is when she typically feels ready to move on. <\/p>\n<p>While they broke up, she did say that they remain friends, and that was evident in a <a href=\"https:\/\/www.instagram.com\/p\/DYxINeCFMmg\/?img_index=2\" type=\"link\" id=\"https:\/\/www.instagram.com\/p\/DYxINeCFMmg\/?img_index=2\" target=\"_blank\" rel=\"noopener\">new Instagram post<\/a>, where they attended the <em>BottleRock Napa Valley<\/em> festival. <\/p>\n<p>\u201cMaybe I\u2019ll see him again, maybe we\u2019ll fool around again,\u201d <strong>Chelsea<\/strong> told <strong>Kristin<\/strong>. <\/p>\n<p>The comedian also clarified that sharing photos of him earlier this year publicly wasn\u2019t meant to signal anything serious. <\/p>\n<p>\u201cI post guys all the time that I\u2019m dating,\u201d she says. \u201cI\u2019m not posting them saying, \u2018this is my boyfriend.\u2019 It\u2019s like, who I\u2019m spending time with.\u201d<\/p>\n<p>At this point in her life, <strong>Chelsea<\/strong> is not interested in a long-term, committed relationship, preferring a lighthearted and uncomplicated romance instead. <\/p>\n<p>\u201cI am not a long-term person. I\u2019m not interested in anything that comes after the six-month relationship mark,\u201d she shared. \u201cI\u2019m not interested in dealing with your family or your issues. I am not interested.\u201d<\/p>\n<p>\u201cI don\u2019t want to be part of a unit. I want to have a good, sexy affair. I don\u2019t want to be a couple,\u201d<strong> Chelsea<\/strong> adds.<\/p>\n<p>Also during the interview, <strong>Chelsea<\/strong> <a href=\"https:\/\/www.justjared.com\/2026\/05\/26\/chelsea-handler-name-drops-the-celebrity-she-had-a-bad-date-experience-with\/\" type=\"link\" id=\"https:\/\/www.justjared.com\/2026\/05\/26\/chelsea-handler-name-drops-the-celebrity-she-had-a-bad-date-experience-with\/\" target=\"_blank\" rel=\"noopener\">name-dropped the celebrity she had a bate date experience<\/a> with. <\/p>\n<p class=\"categories single-categories\">Posted To:<a href=\"https:\/\/www.justjared.com\/tags\/chelsea-handler\/\" rel=\"tag noopener\" target=\"_blank\">Chelsea Handler<\/a> <a href=\"https:\/\/www.justjared.com\/tags\/split\/\" rel=\"tag noopener\" target=\"_blank\">Split<\/a><\/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.justjared.com\/2026\/05\/26\/chelsea-handler-confirms-split-from-cowboy-boyfriend-reunites-with-him-as-friend\/\" target=\"_blank\" rel=\"noopener\">Source link <\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Credit: Instagram Chelsea Handler has confirmed she is now single! The 51-year-old comedian was dating her cowboy boyfriend for about six months before they decided to go their separate ways, she revealed in a new podcast interview. However, they were seen back together just this past weekend! While appearing on the Let\u2019s Be Honest with [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":242591,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3],"tags":[],"class_list":{"0":"post-242589","1":"post","2":"type-post","3":"status-publish","4":"format-standard","5":"has-post-thumbnail","7":"category-lifestyle"},"_links":{"self":[{"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/posts\/242589","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=242589"}],"version-history":[{"count":0,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/posts\/242589\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/media\/242591"}],"wp:attachment":[{"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/media?parent=242589"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/categories?post=242589"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/entertainment.runfyers.com\/index.php\/wp-json\/wp\/v2\/tags?post=242589"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}