35+ Cringy Text Messages That Honestly Hurt to Read

Humans are capable of great works of art and gripping stories. Unfortunately, we are also capable of absolutely embarrassing ourselves with things we think are cool, but are really a sin so cringy that it hurts everyone just to read about it. That's ironic, because we're about to share some of those text messages that are so bad they are literally painful to experience.

Because we're merciful, we're going to start the list of with a text that isn't really that bad. Sure, "holy guacamole" is a terrible opening to try and flirt with someone, but at least this guy took his deserved rejection like a champ. Besides, "bravo avocado" is actually pretty funny. At least he had a good sense of humor about the whole thing, which is more than we can say for most of this list.

Having somebody give you a wrong number to subtly deflect your advances is a very common tactic, and of course, nobody is happy to be on the receiving end of it. Still, why get mad at the guy whose wrong number you got? Moreover, what's the deal with trying to flex on some stranger who is just as confused as you are? We don't know what this guy is so insecure about, but it sure is sad.

Look, we're not going to outright condemn people that do text roleplay. People are entitled to their interests. Still, it gets really cringy when you break out the roleplay without warning, with someone who didn't agree to it. Besides, this particular roleplay is a little creepy, don't you think? We'd be terrified if the situation being described here came up. This is how a lot of crime show episodes start.

Sometimes, the cringe really just comes out of nowhere. When a text starts out in a pretty normal way, it can be surprising to get hit with the dreaded "asterisk roleplay". Apparently, this kind of thing has grown quite popular recently. Roleplay may be harmless, but it's still really weird to pull it out on someone who had no idea it was coming. Especially if it involves crawling into their lap.