{"id":383379,"date":"2026-10-27T00:09:05","date_gmt":"2026-10-27T00:09:05","guid":{"rendered":"https:\/\/www.newsbeep.com\/us-ny\/383379\/"},"modified":"2026-10-27T00:09:05","modified_gmt":"2026-10-27T00:09:05","slug":"how-this-brooklyn-bar-owner-had-conan-obrien-in-stitches-on-subwaytakes","status":"publish","type":"post","link":"https:\/\/www.newsbeep.com\/us-ny\/383379\/","title":{"rendered":"How this Brooklyn bar owner had Conan O\u2019Brien in stitches on SubwayTakes"},"content":{"rendered":"<p>LISTEN | Interview with Debbie Shields:<\/p>\n<p>As It Happens5:53Meet the Brooklyn bar owner who stole the show on Conan O&#8217;Brien&#8217;s episode of SubwayTakes<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">It&#8217;s not everyday you go from running a comedy night at a\u00a0bar to doing improv with an Emmy-winning comedian on the New York City subway.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Debbie Shields wasn&#8217;t expecting to strike up a conversation with comedian Conan O&#8217;Brien when she set out to run errands, but her quick-witted humour meant she was prepared.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">&#8220;I mean, if you give it to me, I give it right back to you,&#8221;\u00a0she told As It Happens host Nil K\u00f6ksal.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Shields has become an internet sensation\u00a0after her\u00a0exchange with O&#8217;Brien aired on the most recent episode of SubwayTakes.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">O&#8217;Brien was a guest on the popular internet talk show hosted by comedian Kareem Rahma, where regular New Yorkers and celebrities humorously discuss their controversial opinions while riding the subway.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Toward the end of his episode, O&#8217;Brien apologized to Shields as she moved into an empty seat next to Rahma. She and O&#8217;Brien shook hands and jumped into a spontaneous scene together, with O&#8217;Brien joking that the two used to be married. <\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Shields quickly responded that they had two kids. &#8220;One&#8217;s in medical school, the other one&#8217;s in jail,&#8221; she said, causing the former late night host to crack up.  <\/p>\n<p>WATCH | Debbie Shields riffs with Conan O&#8217;Brien on SubwayTakes:<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Some viewers said they loved her wit and ability to keep up with O&#8217;Brien. He was impressed, too.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">O&#8217;Brien <a class=\"link-_o8iA html-anchor\" href=\"https:\/\/www.avclub.com\/conan-o-brien-subwaytakes-viral-scene-partner\" rel=\"nofollow noopener\" target=\"_blank\">told New York Magazine<\/a> he&#8217;s\u00a0open to working with Shields again. &#8220;I&#8217;ll do a sitcom with her,&#8221; he said. &#8220;Or we can just hit the road, do a two-person show.&#8221;<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Shields told K\u00f6ksal she&#8217;d love to collaborate with him again. Here is part of their conversation. <\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Debbie, what is your relationship status with Conan O&#8217;Brien now? Is remarriage in the cards? He walked out on you again?<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">He just did his interview and walked off the train.\u00a0&#8220;Bye Debbie.&#8221;<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Typical. How are the kids feeling?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">They&#8217;re fine. They&#8217;re used to him not being around.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">In all seriousness though, how are you doing with all of this attention?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">It&#8217;s crazy right now.\u00a0SXM radio, I was in the New York Times, 1010 radio.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Internationally, are they interested, too?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Yeah, somebody called me from Japan, 1:30 in the morning, Australia, England. Oh boy, it&#8217;s been busy.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">On that day on the train, did you have any idea what you were walking into?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Not at all.\u00a0I was going to see my accountant for my business.\u00a0<\/p>\n<p><img decoding=\"async\" loading=\"lazy\" alt=\"A smiling red-haired man in leather jacket\"   src=\"https:\/\/www.newsbeep.com\/us-ny\/wp-content\/uploads\/2026\/10\/1793059745_822_default.jpg\" style=\"aspect-ratio:1.5\" data-cy=\"image-img\"\/><\/p>\n<p class=\"imageCaption-oOSXz\">O&#8217;Brien appeared delighted with the random encounter. (Emma McIntyre\/Getty Images\/SiriusXM)<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Did you just see that shock of orange hair and the pasty skin? He would say that about himself, so I feel like can say that.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">No, I saw a camera crew. And when I saw the camera crew, my friend said, &#8220;Oh, that&#8217;s Conan O&#8217;Brien.&#8221; I was like, &#8220;Oh, OK.&#8221; But I was looking for a seat because I&#8217;m always looking for a seat on the train. So I got me a seat and I told him &#8220;You hold the seat and I&#8217;m just going to go over and say hi.&#8221; And that&#8217;s all it took.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">And you did not miss a beat, a millisecond even. Have you always had that kind of comedic timing?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Yeah, I mean if you give it to me, I give it right back to you. That&#8217;s how it goes.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">That&#8217;s the New Yorker in you, I would imagine. But you are at another level, though.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Thank you.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">You didn&#8217;t seem nervous, but were you at all nervous inside?<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">No, I was having a ball.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">He was, too.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Yeah, we had a good time doing that.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">You were a fan of Conan before. What about him do you like?<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Yes,\u00a0I like his style of comedy. He&#8217;s witty, he&#8217;s fast, he&#8217;s risky, he is risque. I just like him.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Did you have any idea about the show SubwayTakes?<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">No, I didn&#8217;t know anything about that show, nothing.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">It&#8217;s really cool when you meet a celebrity whose work you admire and the exchange goes really well. Sometimes, it could be not as pleasant. You go about your day, you went to your accountant. And then when did you start getting a sense that this was more than this great memory for you?<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Tuesday evening.\u00a0Somebody told me, &#8220;Oh, you&#8217;re on Conan, we saw it.&#8221; I was in my bar and people started showing me.\u00a0Then Wednesday morning, it went crazy. People were calling me at eight in the morning. &#8220;Oh, you were all over the internet. You&#8217;ve got five million hits.&#8221;\u00a0Then somebody called me at like about 10 in the morning, &#8220;You&#8217;re on television, on channel five. You&#8217;re on channel four.&#8221; And I&#8217;m like, &#8220;Oh my God.&#8221; It was surreal.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">That&#8217;s what I do with people, even in my bar. The name of my bar is Confessions Bar, I have comedy on Friday nights. I introduce the host of the comics and I really go off on the people. I make them laugh, I talk about their outfits, whatever it is, and they all love me. I like to see people happy. And if I lay my head to rest today,\u00a0I want people to remember that I made people laugh.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Oh, they&#8217;re sure going to remember, Debbie. Conan&#8217;s at the top of that list. Do you think he&#8217;s going to drop by?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">He&#8217;s been in touch with me. Kareem&#8217;s team has been in touch with me to do another show with him.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Oh my goodness.\u00a0What would be your dream show?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Saturday Night Live.<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">I think at least Conan could arrange that for you. Conan said he&#8217;d do a sitcom with you.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Yes he would, and I would love to do one with him.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">What does this tell you about life?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Life is funny, you never know where your blessings are coming from. That&#8217;s why you have to live your life in a certain way. So when the aura of God, or whatever you want to see or call it, sees that you&#8217;re doing your best and you&#8217;re trying really hard and you genuine, he always throws you a ball.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">You&#8217;ve got the comedy night at Confessions, are you incorporating this new part of your life and your ex-husband into the bar?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Yes, we invented a drink called Baby Daddy O&#8217;Brien. We&#8217;ve got whiskey, Triple Sec, lemon, lime, and blood orange.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">Can we expect you to bring your show to Toronto sometime?\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">That would be fun. I love Toronto. I love Canada. I&#8217;ve been to Canada so many times.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">I&#8217;m sure people would love to see you riding the subway here, too, Debbie.\u00a0Thank you for this.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">My pleasure. You just always laugh your ass off.\u00a0<\/p>\n<p class=\"paragraph-b3GxD html-paragraph\">That&#8217;s the key to life.\u00a0\u00a0<\/p>\n","protected":false},"excerpt":{"rendered":"LISTEN | Interview with Debbie Shields: As It Happens5:53Meet the Brooklyn bar owner who stole the show on&hellip;\n","protected":false},"author":2,"featured_media":383380,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[36],"tags":[98,100,99,9,24,63],"class_list":["post-383379","post","type-post","status-publish","format-standard","has-post-thumbnail","category-brooklyn","tag-brooklyn","tag-brooklyn-headlines","tag-brooklyn-news","tag-new-york","tag-new-york-city","tag-nyc"],"_links":{"self":[{"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/posts\/383379","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/comments?post=383379"}],"version-history":[{"count":0,"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/posts\/383379\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/media\/383380"}],"wp:attachment":[{"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/media?parent=383379"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/categories?post=383379"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.newsbeep.com\/us-ny\/wp-json\/wp\/v2\/tags?post=383379"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}