Cringe Jokes

The Unwanted Advice Giver A guy is sitting at a coffee shop when he overhears a couple talking about their relationship troubles. Without missing a beat, he decides to offer…

The Unfortunate Self-Introduction A guy walks into a group of people at a gathering and decides to introduce himself in an unusual way. He says, “Hi, I’m Jim, and I’m…

The Overenthusiastic Shopper A guy walks into a store to buy a simple pair of shoes. He approaches a sales associate and says, “I need something that screams ‘I’m fashionable,…

The Cringe-Worthy Pick-Up Line A guy sees a girl across the room at a party and decides it’s time to use a pick-up line. He walks up to her and…

The Awkward Handshake At a networking event, a guy approaches a potential business contact and extends his hand for a handshake. However, in the midst of the handshake, he realizes…

The Fashion Mishap A guy, trying to look stylish, decides to wear a bold new outfit to a party. He wears a bright neon green jacket, purple pants, and pink…

The Overzealous Compliment A guy walks into a coffee shop and sees an attractive woman sitting alone. He walks up to her and says, "Excuse me, I couldn’t help but…

The Failed Joke at the Office At an office meeting, a guy decides to break the ice with a little joke. "Why don't skeletons fight each other?" he says with…

The Phone Call A guy calls his best friend after a long day of work, wanting to vent about his life. "Man, I just feel like everything’s going wrong today,"…

The Awkward Date A guy walks into a restaurant for a date. As he waits, he nervously checks his watch every five seconds. His date arrives, and they sit down.…