{"id":501,"date":"2026-05-26T15:08:51","date_gmt":"2026-05-26T15:08:51","guid":{"rendered":"https:\/\/metrotransitreview.com\/?p=501"},"modified":"2026-05-26T15:08:51","modified_gmt":"2026-05-26T15:08:51","slug":"chelsea-handler-name-drops-cheap-a-list-chef-who-took-her-on-bad-date-not-a-match","status":"publish","type":"post","link":"https:\/\/metrotransitreview.com\/?p=501","title":{"rendered":"Chelsea Handler name-drops ‘cheap’ A-list chef who took her on ‘bad’ date: ‘Not a match’"},"content":{"rendered":"
\n

Worst date in America?<\/p>\n

Chelsea Handler spilled the tea on her \u201cbad\u201d dating experience with celebrity chef Bobby Flay during Kristin Cavallari\u2019s \u201cLet\u2019s Be Honest\u201d podcast Tuesday.<\/p>\n

Read more Stephen Colbert\u2019s new YouTube venture prompts immediate action from CBS<\/a><\/p>\n

When the host asked Handler, 51, to share a \u201cbad celebrity date story\u201d that she hasn\u2019t told before, the comedian immediately named Flay.<\/p>\n

After \u201csomeone hooked [them] up,\u201d the duo \u201cwere talking on the phone [and] flirting a little bit,\u201d which led to Flay ordering Handler room service.<\/p>\n

\u201cI was at a hotel with some girlfriends,\u201d the \u201cChelsea Lately\u201d alum recalled. \u201cHe knew the hotel well. He wanted to order \u2026 food for us. He was like, \u2018Let me order your food for you. I love that hotel.’\u201d<\/p>\n

Handler claimed Flay, 61, ordered the food \u2014 but the hotel brought her<\/em> the bill.<\/p>\n

\u201cAnd I\u2019m like, \u2018What?’\u201d she remembered thinking. \u201cAnd then somebody was like, \u2018Oh yeah. He\u2019s really cheap.\u2019 And I was like, \u2018Oh, I hate cheap.’\u201d<\/p>\n

\u201cIf you\u2019re penurious, I\u2019m not interested in you. I\u2019m generous and I like people to be generous with their money,\u201d Handler shared.<\/p>\n

Despite the food service blunder, Handler later went on a date with the \u201cBeat Bobby Flay\u201d star, but \u201cit was not a match.\u201d<\/p>\n

Handler did not elaborate further, simply saying, \u201cIt was just like, messy.\u201d<\/p>\n

Page Six has reached out to Flay\u2019s rep for comment but did not immediately hear back.<\/p>\n

Read more Trump to make rare trip to Camp David as Iran tensions rise over US strikes<\/a><\/p>\n

In November 2024, Flay revealed on Cavallari\u2019s podcast that she once rejected his flirty messages.<\/p>\n

\u201cI DMed you and I said to you \u2026 \u2018I\u2019m going to be in Nashville for one night. Can I take you to dinner?\u2019\u201d he said at the time.<\/p>\n

\u201cAnd you literally said something to me like, \u2018I\u2019m already dating somebody,\u2019\u201d Flay recalled.<\/p>\n

\n<\/div>\n

The \u201cHills\u201d alum, 39, claimed she actually responded by saying she was \u201cburnt out\u201d with dating \u2014 but Flay doubled down.<\/p>\n

\u201cNo, you said, \u2018I\u2019ve already started seeing somebody!\u2019 And I said, \u2018I just want to go to dinner with you,\u2019\u201d he replied with a laugh, explaining that he just wanted to meet up as friends.<\/p>\n

The cookbook author is currently in a relationship with fellow chef Brooke Williamson.<\/p>\n

Read more Jalen Brunson, wife Ali share a kiss after winning Eastern Conference finals MVP<\/a><\/p>\n<\/div>\n","protected":false},"excerpt":{"rendered":"

Chelsea Handler name-dropped the “cheap” A-list chef with whom she had a “bad” dating experience on Kristin Cavallari’s podcast Tuesday.<\/p>\n","protected":false},"author":1,"featured_media":500,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[16],"tags":[],"class_list":["post-501","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-celebrity-news"],"yoast_head":"\nChelsea Handler name-drops 'cheap' A-list chef who took her on 'bad' date: 'Not a match' - Metro Transit Review<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/metrotransitreview.com\/?p=501\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Chelsea Handler name-drops 'cheap' A-list chef who took her on 'bad' date: 'Not a match' - 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