{"id":56029,"date":"2026-06-01T07:29:50","date_gmt":"2026-06-01T07:29:50","guid":{"rendered":"https:\/\/cnews.topnewsource.com\/?p=56029"},"modified":"2026-06-01T07:29:50","modified_gmt":"2026-06-01T07:29:50","slug":"i-almost-blocked-his-number-debby-ryan-details-the-14-hour-disastrous-first-diner-encounter-with-josh-dun-that-crowned-the-worst-date-shes-ever-been-on-before-2020","status":"publish","type":"post","link":"https:\/\/cnews.topnewsource.com\/?p=56029","title":{"rendered":"“I Almost Blocked His Number.” \u2014 Debby Ryan Details The 14-Hour Disastrous First Diner Encounter With Josh Dun That Crowned The Worst Date She’s Ever Been On Before 2020."},"content":{"rendered":"

Debby Ryan and Josh Dun may now seem like one of the alternative world\u2019s most beloved couples, but their beginning was anything but smooth.<\/span><\/p>\n

Long before their private wedding in early 2020, the actress and the Twenty One Pilots drummer reportedly shared a first encounter so awkward that Debby nearly wrote him off completely. What was supposed to be a simple date in 2013 turned into a long, strange, and unexpectedly meaningful night that neither of them would forget.<\/span><\/p>\n

According to the story, Josh picked Debby up with every intention of making a good impression. Instead, nerves took over almost immediately. The two sat in silence as they drove around for nearly 45 minutes, neither knowing how to break the tension or act naturally around the other. With no clear plan, they eventually ended up at a nearly empty 24-hour diner, the kind of place lit by harsh fluorescent lights and filled with the quiet hum of late-night awkwardness.<\/span><\/p>\n

Things only got worse from there. Josh, visibly nervous, accidentally knocked over an entire pot of hot coffee onto the table, creating instant chaos and ruining Debby\u2019s shoes. For many people, that would have been the moment the date ended. Debby later joked that she almost blocked his number, calling it one of the worst first-date experiences she had ever endured.<\/span><\/p>\n

But somehow, the disaster became the thing that saved the night.<\/span><\/p>\n

Once the pressure to appear perfect disappeared, both of them relaxed. The embarrassment broke the ice, and the stiff silence slowly turned into real conversation. What began as an uncomfortable diner visit stretched into an unbelievable 14-hour exchange. They talked, laughed, opened up, and discovered a connection that neither had expected when the evening began.<\/span><\/p>\n

That messy first encounter became part of their story, not because it was romantic in the traditional sense, but because it was honest. There was no polished celebrity glamour, no flawless setup, and no carefully planned moment. There were nerves, silence, spilled coffee, ruined shoes, and two people slowly realizing that imperfection might be exactly what made the connection real.<\/span><\/p>\n

Years later, Debby Ryan and Josh Dun\u2019s relationship would lead to marriage, proving that even the most disastrous beginnings can turn into something lasting. Their story remains a reminder that love does not always begin with magic. Sometimes, it begins in an empty diner, after a terrible first impression, when two people finally stop trying so hard and simply become themselves.<\/span><\/p>\n","protected":false},"excerpt":{"rendered":"

Debby Ryan and Josh Dun may now seem like one of the alternative world\u2019s most beloved couples, but their beginning was anything but smooth. Long before their private wedding in early 2020, the actress and the Twenty One Pilots drummer reportedly shared a first encounter so awkward that Debby nearly wrote him off completely. What…<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"pagelayer_contact_templates":[],"_pagelayer_content":"","footnotes":""},"categories":[1],"tags":[],"class_list":["post-56029","post","type-post","status-publish","format-standard","hentry","category-uncategorized"],"_links":{"self":[{"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=\/wp\/v2\/posts\/56029","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=56029"}],"version-history":[{"count":1,"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=\/wp\/v2\/posts\/56029\/revisions"}],"predecessor-version":[{"id":56049,"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=\/wp\/v2\/posts\/56029\/revisions\/56049"}],"wp:attachment":[{"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=56029"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=56029"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/cnews.topnewsource.com\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=56029"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}