{"id":3527,"date":"2026-05-26T16:42:59","date_gmt":"2026-05-26T16:42:59","guid":{"rendered":"https:\/\/login9ja.com\/global\/inside-chelsea-handlers-dating-history-from-50-cent-to-bobby-flay\/"},"modified":"2026-05-26T16:42:59","modified_gmt":"2026-05-26T16:42:59","slug":"inside-chelsea-handlers-dating-history-from-50-cent-to-bobby-flay","status":"publish","type":"post","link":"https:\/\/login9ja.com\/global\/inside-chelsea-handlers-dating-history-from-50-cent-to-bobby-flay\/","title":{"rendered":"Inside Chelsea Handler&#8217;s dating history \u2014 from 50 Cent to Bobby Flay"},"content":{"rendered":"<p><img decoding=\"async\" src=\"https:\/\/pagesix.com\/wp-content%2Fuploads%2Fsites%2F3%2F2026%2F05%2Fhandler-92.jpg?quality%3D90%26strip%3Dall\" \/><\/p>\n<div>\n<p>Who is in Chelsea\u2019s (love life) lately?<\/p>\n<p>The comedian has spoken candidly over the years about her short-lived romances \u2014 and <a href=\"https:\/\/podcasts.apple.com\/us\/podcast\/chelsea-f-cking-handler\/id1700725168?i=1000769600242\" target=\"_blank\" rel=\"noopener\">insisted to Kristin Cavallari<\/a> in a May 2026 podcast episode that she is \u201cnot a commitment-phobe.\u201d<\/p>\n<p>At the time, the Daytime Emmy winner told \u201cLet\u2019s Be Honest\u201d listeners, \u201cI don\u2019t stay too late to the party. I know when to wrap things up. \u2026 My life is so f\u2013king sweet and nice. I just don\u2019t want any disruption to that.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Chelsea Handler (pictured above in May 2024) hasn\u2019t been shy about sharing her dating history over the years. <span class=\"credit\">GC Images<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>While the comedian (pictured above in February 2025) likes to get \u201cout\u201d before relationships are \u201clocked in,\u201d she has denied being a \u201ccomitment-phobe.\u201d <span class=\"credit\">GC Images<\/span><\/figcaption><\/figure>\n<aside class=\"single__inline-module aligncenter wp-block-nypost-editor-primary-tag\">\n<\/aside>\n<p>The former \u201cChelsea Lately\u201d host noted that she doesn\u2019t \u201chave a problem being faithful for five or six months or two years if [she is] really in love\u201d \u2014 but once things get \u201clocked in,\u201d she\u2019s \u201cout.\u201d<\/p>\n<p>Handler clarified that she isn\u2019t \u201cscared,\u201d adding that she doesn\u2019t spend her single days \u201cpining and hoping that [she\u2019ll] meet someone.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler\u2019s longest relationship was with Ted Harbert (pictured above in December 2009). <span class=\"credit\">Eric Charbonneau<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>The duo (pictured above in May 2008) dated for four years before calling it quits. <span class=\"credit\">Patrick McMullan via Getty Images<\/span><\/figcaption><\/figure>\n<p>During the May 2026 sitdown, Handler noted that her longest romance lasted four years, referencing her time with Comcast CEO Ted Harbert.<\/p>\n<p>More than a decade after the duo\u2019s 2010 breakup, Handler <a href=\"https:\/\/pagesix.com\/2023\/06\/08\/chelsea-handler-had-threesome-with-masseuse-that-led-to-breakup\/\">divulged the threesome experience<\/a> with a female masseuse that led to their split.<\/p>\n<p>\u201cI was very turned on by this woman [and] \u2026 ended up <a href=\"https:\/\/pagesix.com\/2023\/10\/06\/chelsea-handler-didnt-leave-ted-harbert-for-masseuse-after-threesome\/\">hooking up with her several times<\/a> without the guy,\u201d she said on \u201cRadio Andy\u201d in 2023. \u201cThat\u2019s when I knew it was time to break up with the guy.\u201d<\/p>\n<p>Handler previously blamed work on their relationship demise, <a href=\"https:\/\/www.marieclaire.com\/celebrity\/a7274\/chelsea-handler-at-work\/\" target=\"_blank\" rel=\"noopener\">telling Marie Claire<\/a> in 2012, \u201cI would come home from work, and Ted would be like, \u2018Do you want to watch your show?\u2019 and I\u2019d be like, \u2018No, I just came from my show. That\u2019s the last thing I\u2019d want to do.\u2019 That was the reason it didn\u2019t work out, ultimately.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler was linked to Animal Planet star Dave Salmoni in 2010. <span class=\"credit\">FilmMagic<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>She joked about their breakup in a 2010 \u201cChelsea Lately\u201d monologue. <span class=\"credit\">E!<\/span><\/figcaption><\/figure>\n<p>Handler and Animal Planet star Dave Salmoni <a href=\"https:\/\/pagesix.com\/2010\/08\/02\/chelsea-handler-wild-for-predator-expert-dave-salmoni\/\">dated in 2010<\/a> \u2014 and she revealed their breakup in a \u201cChelsea Lately\u201d monologue.<\/p>\n<p>\u201cUp until a couple weeks ago, I was working very intimately with Animal Planet, but unfortunately, that contract was terminated,\u201d she joked. <\/p>\n<p>\u201cHowever, I enjoyed being in bed with them and may hook up for an occasional project,\u201d Handler added.<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler and 50 Cent (pictured above in April 2026) were an item in 2011. <span class=\"credit\">WireImage<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>The Daytime Emmy winner has since dubbed the \u201csweetheart\u201d rapper (pictured above in April 2026) her \u201cfavorite ex.\u201d <span class=\"credit\">Getty Images for Global Champions Arabians Tour Miami Beach<\/span><\/figcaption><\/figure>\n<p>Handler has dubbed 50 Cent, whom she dated in 2011, her \u201cfavorite ex\u201d \u2014 then <a href=\"https:\/\/pagesix.com\/2020\/10\/21\/chelsea-handler-50-cent-no-longer-my-favorite-ex-after-trump-endorsement\/\">took it back<\/a> when he endorsed Donald Trump for president in 2020.<\/p>\n<p>However, she gushed about the \u201csweetheart\u201d in a January 2023 Entertainment Tonight interview, calling him \u201cfun to be around.\u201d<\/p>\n<p>She recalled, \u201cMy friends loved hanging out with him. I loved hanging out with him. It was a pretty short-lived romance, it was only two months. But yeah, if I saw him I\u2019d definitely have a drink with him.\u201d<\/p>\n<p>The former couple got together after the Grammy winner sent Handler \u201cdozens and dozens of roses,\u201d she <a href=\"https:\/\/www.youtube.com\/watch?v=iI09bZ-iNZE\" target=\"_blank\" rel=\"noopener\">told \u201cHouse Guest\u201d podcast listeners<\/a> in December 2025.<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler was with Andre Balazs (pictured above in May 2013) between 2011 and 2013. <span class=\"credit\">Donato Sardella<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>She has referred to her romance with the businessman (pictured above in April 2013) as \u201ctoxic\u201d and \u201cdraining.\u201d <span class=\"credit\">WireImage<\/span><\/figcaption><\/figure>\n<p>Handler and businessman Andre Balazs <a href=\"https:\/\/pagesix.com\/2013\/03\/12\/chelsea-handler-gushes-over-her-match-andre-balzas\/\">dated between 2011 and 2013<\/a>.<\/p>\n<p>The romance \u201cknocked the wind out of\u201d the actress and \u201cdrained\u201d her, she confessed on Marc Maron\u2019s \u201cWTF\u201d podcast in 2012.<\/p>\n<p>She explained, \u201cIt was extremely time consuming and it was really, really hard for me to focus on anything at all. He lived in New York and I lived in L.A., and it was a <a href=\"https:\/\/pagesix.com\/2012\/05\/01\/chelsea-handler-on-her-long-distance-relationship-with-andre-balazs\/\">constant back and forth<\/a>, flying and meeting each other. \u2026 It was just exhausting.\u201d<\/p>\n<p>Handler later <a href=\"https:\/\/pagesix.com\/2025\/02\/12\/society\/andre-balazs-and-chelsea-handlers-relationship-was-toxic-and-ended-with-her-vindictively-buying-him-linden-trees\/\">characterized the romance as \u201ctoxic\u201d<\/a> on \u201cCall Her Daddy\u201d in February 2025, claiming it made her a \u201cparanoid \u2026 worst version\u201d of herself.<\/p>\n<p>Without naming Balazs, she detailed her savage move pre-breakup, revealing, \u201cI had 17 [trees] put on either side of his driveway. \u2026 Every fall and every spring, I get a text from him saying, \u2018I can\u2019t believe I lost you. Do you want to come and see your trees?\u2019 And I say, \u2018I\u2019m not interested.&#8217;\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler and Jo Koy (pictured above in April 2022) were friends before dating. <span class=\"credit\">Penske Media via Getty Images<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>The pair were together between 2021 and 2022. <span class=\"credit\">Instagram<\/span><\/figcaption><\/figure>\n<p>The former \u201cChelsea\u201d host <a href=\"https:\/\/pagesix.com\/2025\/02\/10\/celebrity-news\/chelsea-handler-had-no-choice-but-to-break-up-with-jo-koy-over-his-old-fashioned-expectations\/\">had \u201cno choice\u201d but to end things<\/a> since it \u201cwould have compromised [her] own value system,\u201d she said on the \u201cArmchair Expert\u201d podcast in 2025.<\/p>\n<p>Handler explained, \u201cWe had a couple of instances where it was obvious that we had different ideas about togetherness and the amount of time we would spend together and the expectations of me as his girlfriend, which to me were very outdated, old-fashioned and not going to work.\u201d<\/p>\n<p>She, who didn\u2019t \u201cfor one second doubt [her] decision,\u201d clarified that she and Koy ended their connection in a \u201cvulnerable, mature [and] healthy way.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler savagely called out Bobby Flay for being a \u201ccheap\u201d date in May 2026. <span class=\"credit\">ABC via Getty Images<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>She labeled her single date with the celebrity chef (pictured above in May 2026) a \u201cmessy\u201d one. <span class=\"credit\">Chris Rodriguez \/AdMedia \/ SplashNews.com<\/span><\/figcaption><\/figure>\n<p>Handler <a href=\"https:\/\/pagesix.com\/2026\/05\/26\/celebrity-news\/chelsea-handler-name-drops-cheap-a-list-chef-who-took-her-on-bad-date\/\">called out Flay<\/a> for \u201cbeing\u201d cheap while describing their single \u201cbad\u201d date to Cavallari in May 2026.<\/p>\n<p>Not only did Handler put the \u201cpenurious\u201d restaurateur on blast for once sending room service to her hotel room and leaving her with the bill after some \u201ctalking\u201d and \u201cflirting,\u201d but she eviscerated their date as well. <\/p>\n<p>\u201cIt was just like, messy,\u201d she declared, insisting Flay was not her \u201cmatch.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler and Joe Largura went public with their romance in March 2026. <span class=\"credit\">chelseahandler\/Instagram<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-full\"><figcaption>The duo met in November 2025 in Las Vegas. <span class=\"credit\">chelseahandler\/Instagram<\/span><\/figcaption><\/figure>\n<p>Handler hard-launched a new romance, with her beau subsequently <a href=\"https:\/\/www.the-sun.com\/entertainment\/16069811\/chelsea-handler-boyfriend-revealed-joe-largura\/\" target=\"_blank\" rel=\"noopener\">identified as construction executive Joe Largura<\/a>, in March 2026.<\/p>\n<p>The couple met in November 2025 at a Las Vegas blackjack table, quickly taking their romance to the next level with a trip to Antarctica.<\/p>\n<p>\u201cI\u2019m still going strong with this guy,\u201d she <a href=\"https:\/\/neon.reviewjournal.com\/kats\/chelsea-handler-finds-money-and-love-at-vegas-blackjack-table-3330653\/\" target=\"_blank\" rel=\"noopener\">told Las Vegas-Review Journal<\/a>. \u201cIt\u2019s hot, and a woman like me needs a big move like that.\u201d<\/p>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>Handler (pictured above in January 2026) stayed quiet about the mystery man she dated the previous year. <span class=\"credit\">Getty Images for Critics Choice Association<\/span><\/figcaption><\/figure>\n<figure class=\"nyp-slideshow-modal-image wp-block-image aligncenter size-large\"><figcaption>The former \u201cChelsea\u201d host (pictured above in January 2026) has also refused to name-drop the \u201cserious\u201d actor she once went on a \u201cboring\u201d date with \u2014 or the A-lister she had a \u201cnice little affair\u201d with. <span class=\"credit\">Getty Images for Critics Choice Association<\/span><\/figcaption><\/figure>\n<p>On \u201cLet\u2019s Be Honest\u201d in 2026, Handler refused to identify a \u201cserious\u201d but \u201csolipsistic\u201d actor who spent their entire date talking about himself \u2014 and teased a \u201cnice little affair\u201d with another mystery A-lister.<\/p>\n<p>She also played mum on \u201cCall Her Daddy\u201d in 2025 when describing a new man in her life \u201cout of respect for his privacy.\u201d<\/p>\n<p>Handler said, \u201cWe didn\u2019t really become lovers until about six or seven months ago. I invited him to Mallorca on a trip with a group of friends. \u2026 I\u2019ve known him for years. I\u2019ve always been attracted to him, but he was not available. I always have wanted someone like him in my life.\u201d<\/p>\n<\/p><\/div>\n<p><a href=\"https:\/\/pagesix.com\/celebrity-news\/chelsea-handler-dating-history\/\" target=\"_blank\">Source link<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Who is in Chelsea\u2019s (love life) lately? The comedian has spoken candidly over the years<\/p>\n","protected":false},"author":1,"featured_media":3528,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[3],"tags":[],"class_list":["post-3527","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-entertainment"],"jetpack_featured_media_url":"https:\/\/login9ja.com\/global\/wp-content\/uploads\/2026\/05\/handler-92.jpg","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/posts\/3527","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/comments?post=3527"}],"version-history":[{"count":0,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/posts\/3527\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/media\/3528"}],"wp:attachment":[{"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/media?parent=3527"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/categories?post=3527"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/login9ja.com\/global\/wp-json\/wp\/v2\/tags?post=3527"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}