Get a free website for your business and get online in minutes*

Holy Crap, I Can’t Stop Laughing At These 28 Painfully Awkward And Embarrassing Conversations

By Ajani Bazile-Dutes

April 13, 2025

Holy Crap, I Can't Stop Laughing At These 28 Painfully Awkward And Embarrassing Conversations

28 Messages People Didn’t Know How To Respond To

Like this:

Discover more from InstiWitty Media Studios

Subscribe to get the latest posts sent to your email.

awkward bestofinternet-reddit Conversations Crap Embarrassing evergreen Holy Laughing Painfully stop

People Are Sharing The “Normal” Things We Accept Today That People In The Future Will Find Horrifying

15 Ex-Employees Share The “Final Straws” That Made Them Walk Away From Their High-Paying Jobs

All Celebrity

CBS Responded To Bill Belichick’s Claims About The Viral Interview Clip With His 24-Year-Old Girlfriend

By Ellen Durney

May 1, 2025

All Celebrity

People Are Praising Robert De Niro’s No BS Response To His Daughter Coming Out As Trans

By Ellen Durney

May 1, 2025

All Celebrity

21 Shocking "Then And Now" Comparisons Of Child Stars From The '90s

By Abby Zinman

May 1, 2025

All Celebrity

People Are Emotional Over Heath Ledger's Resurfaced Response To Anti-Gay “Brokeback Mountain” Criticism

By Leyla Mohammed

May 1, 2025

Leave a ReplyCancel reply

/* <![CDATA[ */ (()=>{async function handleCredentialResponse(response){try{const res=await fetch('https://www.instiwitty.com/wp-login.php?action=googlesitekit_auth',{method:'POST',headers:{'Content-Type':'application/x-www-form-urlencoded'},body:new URLSearchParams(response)});if(res.ok && res.redirected){location.assign(res.url);}}catch(error){console.error(error);}}google.accounts.id.initialize({client_id:'963315302644-tgpfcmgsfkp9hh8ja6qt66hn4gbker0g.apps.googleusercontent.com',callback:handleCredentialResponse,library_name:'Site-Kit'});document.querySelectorAll('.googlesitekit-sign-in-with-google__frontend-output-button').forEach((siwgButtonDiv)=>{google.accounts.id.renderButton(siwgButtonDiv,{"theme":"outline","text":"signin_with","shape":"rectangular"});});})(); /* ]]> */ window.WPCOM_sharing_counts = {"https:\/\/www.instiwitty.com\/holy-crap-i-cant-stop-laughing-at-these-28-painfully-awkward-and-embarrassing-conversations\/":20464}; .is-style-compact .is-not-subscriber .wp-block-button__link,.is-style-compact .is-not-subscriber .wp-block-jetpack-subscriptions__button{border-end-start-radius:0!important;border-start-start-radius:0!important;margin-inline-start:0!important}.is-style-compact .is-not-subscriber .components-text-control__input,.is-style-compact .is-not-subscriber p#subscribe-email input[type=email]{border-end-end-radius:0!important;border-start-end-radius:0!important}.is-style-compact:not(.wp-block-jetpack-subscriptions__use-newline) .components-text-control__input{border-inline-end-width:0!important}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form-container{display:flex;flex-direction:column}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline:not(.wp-block-jetpack-subscriptions__use-newline) .is-not-subscriber .wp-block-jetpack-subscriptions__form-elements{align-items:flex-start;display:flex}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline:not(.wp-block-jetpack-subscriptions__use-newline) p#subscribe-submit{display:flex;justify-content:center}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__textfield .components-text-control__input,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form input[type=email],.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__textfield .components-text-control__input,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form input[type=email]{box-sizing:border-box;cursor:pointer;line-height:1.3;min-width:auto!important;white-space:nowrap!important}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__button[contenteditable=true],.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__button[contenteditable=true]{white-space:pre-wrap!important}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form input[type=email]::placeholder,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form input[type=email]:disabled,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form input[type=email]::placeholder,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form input[type=email]:disabled{color:currentColor;opacity:.5}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form button{border-color:#0000;border-style:solid}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__textfield,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form p#subscribe-email,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__textfield,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form p#subscribe-email{background:#0000;flex-grow:1}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__textfield .components-base-control__field,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__textfield .components-text-control__input,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form .wp-block-jetpack-subscriptions__textfield input[type=email],.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form p#subscribe-email .components-base-control__field,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form p#subscribe-email .components-text-control__input,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form p#subscribe-email input[type=email],.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__textfield .components-base-control__field,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__textfield .components-text-control__input,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form .wp-block-jetpack-subscriptions__textfield input[type=email],.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form p#subscribe-email .components-base-control__field,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form p#subscribe-email .components-text-control__input,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form p#subscribe-email input[type=email]{height:auto;margin:0;width:100%}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form p#subscribe-email,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline .wp-block-jetpack-subscriptions__form p#subscribe-submit,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form p#subscribe-email,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline form p#subscribe-submit{line-height:0;margin:0;padding:0}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline.wp-block-jetpack-subscriptions__show-subs .wp-block-jetpack-subscriptions__subscount{font-size:16px;margin:8px 0;text-align:end}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline.wp-block-jetpack-subscriptions__use-newline .wp-block-jetpack-subscriptions__form-elements{display:block}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline.wp-block-jetpack-subscriptions__use-newline .wp-block-jetpack-subscriptions__button,.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline.wp-block-jetpack-subscriptions__use-newline button{display:inline-block;max-width:100%}.wp-block-jetpack-subscriptions.wp-block-jetpack-subscriptions__supports-newline.wp-block-jetpack-subscriptions__use-newline .wp-block-jetpack-subscriptions__subscount{text-align:start}#subscribe-submit.is-link{text-align:center;width:auto!important}#subscribe-submit.is-link a{margin-left:0!important;margin-top:0!important;width:auto!important}@keyframes jetpack-memberships_button__spinner-animation{to{transform:rotate(1turn)}}.jetpack-memberships-spinner{display:none;height:1em;margin:0 0 0 5px;width:1em}.jetpack-memberships-spinner svg{height:100%;margin-bottom:-2px;width:100%}.jetpack-memberships-spinner-rotating{animation:jetpack-memberships_button__spinner-animation .75s linear infinite;transform-origin:center}.is-loading .jetpack-memberships-spinner{display:inline-block}body.jetpack-memberships-modal-open{overflow:hidden}dialog.jetpack-memberships-modal{opacity:1}dialog.jetpack-memberships-modal,dialog.jetpack-memberships-modal iframe{background:#0000;border:0;bottom:0;box-shadow:none;height:100%;left:0;margin:0;padding:0;position:fixed;right:0;top:0;width:100%}dialog.jetpack-memberships-modal::backdrop{background-color:#000;opacity:.7;transition:opacity .2s ease-out}dialog.jetpack-memberships-modal.is-loading,dialog.jetpack-memberships-modal.is-loading::backdrop{opacity:0} .wp-container-core-group-is-layout-bcfe9290 > :where(:not(.alignleft):not(.alignright):not(.alignfull)){max-width:480px;margin-left:auto !important;margin-right:auto !important;}.wp-container-core-group-is-layout-bcfe9290 > .alignwide{max-width:480px;}.wp-container-core-group-is-layout-bcfe9290 .alignfull{max-width:none;} /* <![CDATA[ */ wp.i18n.setLocaleData( { "text direction\u0004ltr": [ "ltr" ] } ); /* ]]> */ /* <![CDATA[ */ var wpcf7 = { "api": { "root": "https:\/\/www.instiwitty.com\/wp-json\/", "namespace": "contact-form-7\/v1" }, "cached": 1 }; /* ]]> */ /* <![CDATA[ */ var thickboxL10n = {"next":"Next >","prev":"< Prev","image":"Image","of":"of","close":"Close","noiframes":"This feature requires inline frames. You have iframes disabled or your browser does not support them.","loadingAnimation":"https:\/\/www.instiwitty.com\/wp-includes\/js\/thickbox\/loadingAnimation.gif"}; /* ]]> */ /* <![CDATA[ */ (function($){ $(document).ready(function() { "use strict"; var owl = $(".sidebar .widget.widget_saxon_posts_slider .widget-post-slider-wrapper.widget-post-slider-wrapper-6907585"); owl.owlCarousel({ loop: true, items:1, autoplay:false, autowidth: false, autoplayTimeout:4000, autoplaySpeed: 1000, navSpeed: 1000, dots: false, responsive: { 1199:{ items:1 }, 979:{ items:1 }, 768:{ items:1 }, 479:{ items:1 }, 0:{ items:1 } } }); });})(jQuery); /* ]]> */ /* <![CDATA[ */ var Jetpack_Subscriptions = {"modalLoadTime":"60000","modalScrollThreshold":"50","modalInterval":"86400000"}; /* ]]> */ /* <![CDATA[ */ var WPGroHo = {"my_hash":""}; /* ]]> */ /* <![CDATA[ */ _stq = window._stq || []; _stq.push([ "view", JSON.parse("{\"v\":\"ext\",\"blog\":\"122789348\",\"post\":\"20464\",\"tz\":\"5.5\",\"srv\":\"www.instiwitty.com\",\"j\":\"1:14.2.1\"}") ]); _stq.push([ "clickTrackerInit", "122789348", "20464" ]); /* ]]> */ /* <![CDATA[ */ var Jetpack_Block_Assets_Base_Url="https://www.instiwitty.com/wp-content/plugins/jetpack/_inc/blocks/"; /* ]]> */ /* <![CDATA[ */ var sharing_js_options = {"lang":"en","counts":"1","is_stats_active":"1"}; /* ]]> */ /* <![CDATA[ */ var windowOpen; ( function () { function matches( el, sel ) { return !! ( el.matches && el.matches( sel ) || el.msMatchesSelector && el.msMatchesSelector( sel ) ); } document.body.addEventListener( "click", function ( event ) { if ( ! event.target ) { return; } var el; if ( matches( event.target, "a.share-facebook" ) ) { el = event.target; } else if ( event.target.parentNode && matches( event.target.parentNode, "a.share-facebook" ) ) { el = event.target.parentNode; } if ( el ) { event.preventDefault(); // If there"s another sharing window open, close it. if ( typeof windowOpen !== "undefined" ) { windowOpen.close(); } windowOpen = window.open( el.getAttribute( "href" ), "wpcomfacebook", "menubar=1,resizable=1,width=600,height=400" ); return false; } } ); } )(); var windowOpen; ( function () { function matches( el, sel ) { return !! ( el.matches && el.matches( sel ) || el.msMatchesSelector && el.msMatchesSelector( sel ) ); } document.body.addEventListener( "click", function ( event ) { if ( ! event.target ) { return; } var el; if ( matches( event.target, "a.share-x" ) ) { el = event.target; } else if ( event.target.parentNode && matches( event.target.parentNode, "a.share-x" ) ) { el = event.target.parentNode; } if ( el ) { event.preventDefault(); // If there"s another sharing window open, close it. if ( typeof windowOpen !== "undefined" ) { windowOpen.close(); } windowOpen = window.open( el.getAttribute( "href" ), "wpcomx", "menubar=1,resizable=1,width=600,height=350" ); return false; } } ); } )(); /* ]]> */ (function($){ $(document).ready(function($) { $('.content-block ').on('click', '.saxon-post .post-like-button', function(e){ e.preventDefault(); e.stopPropagation(); var postlikes = $(this).next('.post-like-counter').text(); var postid = $(this).data('id'); if(getCookie("saxon-likes-for-post-"+postid) == 1) { // Already liked } else { setCookie("saxon-likes-for-post-"+postid, '1', 365); $(this).children('i').attr('class', 'fa fa-heart'); $(this).next('.post-like-counter').text(parseInt(postlikes) + 1); var data = { action: 'saxon_likes', postid: postid, }; var ajaxurl = "https://www.instiwitty.com/wp-admin/admin-ajax.php"; $.post( ajaxurl, data, function(response) { var wpdata = response; }); } }); }); })(jQuery);