Cringe Jokes

The Awkward Karaoke Performance At a company party, someone decided karaoke would be a good team-building activity. One guy got up and sang “My Heart Will Go On” by Celine…

The Overly Honest Date I went on a blind date with someone who apparently had no filter. Within the first five minutes, he said, “Just so you know, I have…

The Elevator Small Talk The other day, I was stuck in an elevator with a guy who clearly hated silence. After a few seconds, he turned to me and said,…

The Obsessive Coffee Lover At the coffee shop, I overheard a guy explaining his "coffee philosophy" to a girl on what appeared to be a first date. He said, “I…

The Gym Bro Encounter I went to the gym last week, and this guy came up to me while I was mid-squat. He said, “Bro, do you even lift?” I…

The Excessive Handshake I met someone at work who greeted me with what can only be described as the most over-the-top handshake I’ve ever experienced. He grabbed my hand like…

The Unfortunate Fashion Advice A friend of mine once tried to give me fashion advice at a party. She said, "You know, if you really want to make an impression,…

The Overenthusiastic Compliment I was in a store once when a stranger approached me and said, “You know, you have the kind of face that just screams, ‘I have so…

The Mismatched Date I once went on a date with someone who was obsessed with astrology. After ordering our drinks, she pulled out her phone and said, “I need to…

The Awkward Conversation I was at a party last night and started chatting with a guy who was really into philosophy. After a few minutes, he asked, "So, what’s your…